annexure-i list of products with production...

M/s. PI Industries Ltd. 1

Annexure-I

List of Products with production capacity

Sr.

No.

Common Name IUPAC Name Quantity (MTPA)

EC Production

quantity

Production quantity

after change in product

mix and as per the

valid CTO

Proposed change

Total

1 CPFK 1-cyclopropy-2(2fluorophenyl) ethanone 105 55 -55 00

2 CNZ Cyanazine 120 70 -70 00

3 AE 473 (2-{2-chloro-4-mesyl-3-[(RS)]-tetrahydro-2-

furylmethoxymethyl} benzoyl)-cyclohexane-

1, 3-Dione)

99 50 -50 00

4 IBCZ (4-chlorophenyl)methyl N-(2,4-

dichlorophenyl)-1H-1,2,4-triazole-1-

ethanimidothioate

70.2 40.2 -40.2 00

5 MY-71 3-[1-(3,5-dichlorophenyl)-1-methylethyl]-6-

methyl-5-phenyl-2,3-dihydro-4H-1,3-oxazin-

4-one

99 10 -10 00

6 MY-100 3-[1-(3,5-dichlorophenyl)-1-methylethyl]-

3,4-dihydro-6-methyl-5-phenyl-2H-1,3-

oxazin-4-one

90 25 -25 00

7 PFD N-{3-isobutyl-4-[1,2,2,2-tetrafluoro-1-

(trifluoromethyl) ethyl]phenyl}-1,3,5-

trimethyl pyrazole -4- carboxylic amide

360 100 -100 00

8 TLF Tolfenpyrad 225 225 -225 00

9 TBFN 4-chloro-N-[[4-(1,1-

dimethylethyl)phenyl]methyl]-3-ethyl-1-

methyl-1H-pyrazole-5-carboxamide

120 120 -120 00

10 PYCL 1-(3-chloro-4,5,6,7-tetrahydropyrazolo[1,5-

a]pyridin-2-yl)-5-[methyl(prop-2-

ynyl)amino]pyrazole-4-carbonitrile

105 150 -150 00

11 LAKE PALACE 3-[[(2,5-dichloro-4-ethoxyphenyl)methyl]sulfonyl]-4,5-dihydro-5,5-dimethylisoxazole

240 240 -240 00

12 OCTOPUSSY 3-[[[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]sulfonyl]-4,5-dihydro-5,5-dimethylisoxazole

660 1500 -1500 00

13 2C6SMT 3-Chloro-2-Methylthioanisole 540 140 -140 00

14 DMI 2,6-dimethylindanone 180 600 -600 00

15 ORST Orysastrobin 420 170 -170 00

16 PCM N-(2 Chloro-4 Fluoro-5-((ethoxy carbonyl)-amino)-benzoyl)-N-iso-propyl-N-methyl-sulfamid

420 1000 -1000 00

17 ACH 3-(difluoro methyl)-1-methyl-1H-pyrazole-4-carboxylic acid

360 200 -200 00

18 Star-1 Pethoxamid Technical 720 48 -48 00

19 CFPA 3,4-dichloro-5-fluorobiphenyl-2-amine 300 300 -300 00

20 AMB 3,4,5-Trifluoro-aminobiphenyl 300 100 -100 00

21 PRZ Difluoro Methyl-N-Methyl Pyrazolic acid 480 300 -300 00

22 DCPA 1,3-dimethyl-5-chloro-4-pyrazolylcarboxylic acid chloride

360 360 -360 00

23 CMTB 2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy) methyl] benzoic acid

300 300 -300 00

24 ZXMD Zoxamide 360 100 -100 00

25 AZST methyl (E)-2-{2-[6-(2-cyanophenoxy) pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate

360 100 -100 00


26 CDMB 4-chloro 2,6-dimethyl-bromo benzene. 300 300 -300 00

27 PMT Phosmet 900 100 -100 00

28 Flub/SOD N-(2-Methylsulfinyl-1,1-dimethyl-ethyl)-N'-{ 2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl) ethyl]phenyl} phthalamide

0 300 -300 00

29 CCITM Disodium cyanocarbonodithioimidate 0 140 -140 00

30 IBA 3-(2-Methylpropyl)aniline 0 50 -50 00

31 FNZQ 4-tert-Butylphenethyl quinazolin-4-yl ether 0 100 -100 00

32 DMAI (1R,2S) and (1S,2S)-2,6-dimethyl-2,3-dihydro-1H-inden-1-amine

0 200 -200 00

33 Tembutrion 2-({2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy) methyl] phenyl}carbonyl)cyclohexane-1,3-dione

0 300 -300 00

34 CCMP 2-Chloro-5-(chloromethyl)pyridine 0 300 -300 00

35 HFMOP 1,1,1,3,3,3-hexafluoro-2-methoxypropane 0 300 -300 00

36 MDO 2,2-Dimethyl-4-methylidene-1,3-dioxolane 0 100 -100 00

37 FMTQ 2-Ethyl-3,7-dimethyl-6-(4-(trifluoro methoxy)phenoxy)quinolin-4-yl methyl

0 100 -100 00

Insecticides and Intermediates -- 00 4800 4800

1 Amino Triazines

a THM Bis (1,2,3 - Trithiacyclohexyl Dimethyl Ammonium) Oxalate

2 Diamides

a Flub 3-Iodo-N2-(2-Methyl-1-(Methyl sulfonyl) Propan-2-yl)-N1-(2-Methyl-4-

(Perfluoropropan-2-yl) phenyl) Phthalamide

b SOD N2-(2-Methyl-1-(Methylsulfinyl)propan-2-yl)-N1-(2-Methyl- 4 - (perfluoropropan-2-yl) phenyl) phthalamide

c MMTPA/SAA 2-Methyl 1-Methylthio-2-Propanamine

3 Hydazinopyridine

a CHDP 3-Chloro-2-Hydrazino Pyridine

4 Nicotinamides

a TFNA 2,6-Dichloro-4-(Trifluromethyl) pyridine-3-Carbonitrile

5 Nitroguanidines

a BNHT 5-Benzyl-1-Methyl, 2-Nitro 2 imino-tetrahydro 1, 3, 5-trizan.

b AETF 3-Amino methyl Tetrahydrofuran

6 Organophosphorus Insecticide

a MTN 3-(Dimethoxy Phosphinothioyl sulfanyl methyl) -5-Methoxy-1,3,4-thiadiazol-2-one

7 Phenyl organo thiophosphate

a PTF (RS)-(O-2,4-Dichlorophenyl O-Ethyl S-Propyl Phosphorodithioate)

8 Phthalimides

a PMT Phosmet

9 Pyrazole-diamides

a Q4039 3-Methyl Antranilic Acid

b YB449 3-Methyl-2-Nitrobenzoic acid

c DPX 2-Amino-5-Chloro-N,3-Dimethyl Benzamide

d BPCA 3-Bromo-1-(3-Chloropyridin-2-yl)-1H-pyrazole-5-Carboxylic Acid

10 Quinazoline

a FNZQ 3-[2-[4-(1,1-Dimethylethyl) phenyl] ethoxy] Quinazoline

11 Quinolinyl carbonate

a FMTQ 2-Ethyl-3,7-Dimethyl-6-[4-(trifluoromethoxy) phenoxy]-4-Quinolyl Methyl Carbonate

12 Thiazolidines

a CCITM Dimethyl Cyano Dithioimido Carbonate

b CCMP 2-Chloro-5-Chloromethyl Pyridine


Herbicides and Intermediates -- 00 5650 5650

1 Alkylazines

a DMI 2,6-Dimethylindanone

b DMAI 2,6-Dimethyl-2,3-Dihydro-1H-inden-1-amine

2 Amide-triazolones

a IAT 3H-1,2,4-Triazol-3-one, 4-amino-2,4-

dihydro-5-(1-methylethyl)-

3 Aryloxyphenoxy propionates

a FPES Ethyl(2R)-2-{4-[6-chloro-1,3-benzoxazol-2-

yl)oxy] phenoxy} propanoate

4 Benzoyl cyclohexanediones

a AE 473 (2-{2-chloro-4-mesyl-3-[(RS)]-tetrahydro-2-

furylmethoxymethyl} benzoyl)-cyclohexane-

1, 3-Dione)

b Tembutrion 2-{2-chloro-4-(methylsulfonyl)-3-[(2,2,2-

trifluoroethoxy)methyl]benzoyl}cyclohexane-

1,3-dione

c 747 Either 2-Chloro-4-(methyl sulfonyl)-3-[(2, 2, 2-

trifluoroethoxy) methyl] Benzoic acid

d 2C6SMT 3-Chloro-2-Methylthioanisole

5 Furanones

a FLURT 5-(Methylamino)-2-Phenyl-4-[3-

(Trifluoromethyl) phenyl] furan-3(2H)-one

6 Intermediate of Herbicide

a MTAA Methyl (methylthio) Acetate

7 Active nitrile Herbicide

a PYCL 1-(3-Chloro-4,5,6,7-tetra hydropyrazolo [1,5-a] pyridin-2-yl)-5-[methyl (prop-2-ynyl)amino] pyrazole-4-carbonitrile

8 Oxazinones

a MY-100 3-[1-(3,5-dichlorophenyl)-1-methylethyl]-3,4-dihydro-6-methyl-5-phenyl-2H-1,3-oxazin-4-one

9 Oxazoles

a Lake Palace 3-[[(2,5-dichloro-4-ethoxyphenyl) methyl] sulfonyl]-4,5-dihydro-5,5-dimethylisoxazole

10 Oxazolidinediones

a KPP Pantoxazone

11 Phosphinates

a MPBS Methyldichlorophosphine

12 Pyrimidinediones

a PCM N-(2 Chloro-4 Fluoro-5-((ethoxy carbonyl)-amino)-benzoyl)-N-iso-propyl-N-methyl-sulfamid

b EATB Ethyl 3-amino-4,4,4-trifluorobut-2-enoate

13 Pyrimidinyloxybenzoic acid

a Bispyribac sodium 2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid

14 Pyrimidinylsulfonylurea

a FRSF N,N-Dimethyl-2-[ N-[ N-(4,6-dimethoxy pyrimidin-2-yl)-Amino carbonyl] Amino

sulfonyl]-4-(N-formylamino) benzamide, sodium salt

b ESPS 3-ethylsulfonyl-2-pyridine sulfonamide

15 Sulfonylurea

a AMSB(Mesylamide) Methyl 2-Amino-4-{[(methyl sulfonyl)amino] methyl} benzoate

b OTMA 2-(Trifluoro Methoxy) Aniline

16 Triazines

a CNZ Cyanazine

17 Triazopyrimidine sulfonamides


a DTPBS N-(5,8-Dimethoxy [1,2,4] Triazolo [1,5-c] pyrimidine-2-yl)-2-Fluoro-6-(Trifluoro Methyl) Benzene Sulfonamide

Fungicides and intermediates -- 00 3550 3550

1 Active amide Fungicides

a SSF-126/OXIME (2E)-2-(methoxyimino)-N-Methyl-2-(2-Phenoxy Phenyl) Acetamide

b TRFRN N,N'-[1,4-Piperazinediyl-bis(2,2,2-Trichloro Ethylidene)]-Bis-[Formamide]

c FNXL N-(1-Cyano-1,2-Dimethylpropyl)-2-(2,4—Dichlorophenoxy) Propanamide

d MIPD (1E)-1-(2,5,5-Trimethyl-1,3-dioxan-2-yl) Propane -1,2-dione 1-(O-Methyloxime)

e ORST Orysastrobin

2 Benzamides

a ZXMD (RS)-3,5-Dichloro-N-(3-Chloro-1-Ethyl-1-Methyl-2-Oxopropyl)-p-Toluamide

3 Carboxamides

a AMB 3,4,5-Trifluoro-Amino biphenyl

4 Organophosphates

a KTZ(Kitazin) S-benzyl O,O-Diisopropyl Phosphorothioate

5 Pyridine Fungicides

a CTPE 2-[3-Chloro-5-(Trifluoro methyl) Pyridin-2-yl] Ethanamine

6 Pyrimidines

a AZST Methyl (E)-2-{2-[6-(2-Cyanophenoxy) pyrimidin-4-yloxy] phenyl}-3-Methoxy acrylate

7 Quinoxalines

a CMTH 4-(Methoxy-6-(trifluoro methyl)-1,3,5-triazin-2-amine

8 Triazoles

a IPCZ (1RS, 2SR, 5RS; 1RS, 2SR, 5SR)-2-(4-Chlorobenzyl)-5-Isopropyl-1-(1H-1,2,4-triazol-1-ylmethyl) Cyclopentanol

b FTL 1-(2-Fluorophenyl)-1-(4-Fluorophenyl)-2-(1, 2, 4-Triazol-1-yl) Ethanol

c FOX 2-(2-Fluorophenyl)-2-(4-Fluoro phenyl)

Oxirane

d IBCZ (4-Chlorophenyl) Methyl N-(2,4-Dichlorophenyl)-1H-1,2,4-Triazole-1-Ethanimidothioate

Fine Chemicals -- 00 7500 7500

1 Substituted Anthraanilic acid

a ACBM 2-Amino-3-Chlorobenzoic Acid Methyl Ester

2 Substituted 1,2,4-Triazole

a AMT 5-Amino-1,2,4-Triazole-3-thiol

3 Substituted tetrahydo pyran

a ATHP 1-(Tetrahydropyran-4-yl) Ethanone

4 Dimethyl halo substituted benzene

a CDMA 4-Chloro-2,6-Dimethyl Aniline

b CDMB 4-Chloro 2,6-Dimethyl-Bromo benzene.

5 Substituted cyclopropyl ethanone

a CPFK 1-Cyclopropy-2(2 Fluorophenyl) Ethanone

6 Substituted alkyl diamine

a DAEEA N,N'-Bis(2-Hydroxyethyl) Ethylene Diamine

7 Substituted dihalo pyridine

a DCTFP 2,3-Dichloro-5-(Trichloromethyl) Pyridine

8 Subsituted dimethyl dioxane methanol

a DHD 2, 2-Dimethyl-5-Hydroxymethyl-1, 3-Dioxane


9 Substituted Butanone

a DMB 4,4-Dimethoxy-2-Butanone

10 Substituted Butanoic acid

a EMBA 2-Ethyl-2-Methyl Butanoic acid

11 Substituted Hydrazine

a MMH Mono Methyl Hydrazine

b UDMH 1,1,-Dimethyl Hydrazine

C SDMH 1,2-Dimethyl Hydrazine

12 Substituted Phenothiazine

a 10-H Phenotiazine 10-H Phenotiazine

13 Substituted diphenyl ether

a Metaphenoxy benzaldehyde

3-Phenoxy Benzaldehyde

Pyrazoles -- 00 5500 5500

1 n-alkyl 3,4,5 sustituted pyrazoles

a PFD N-{3-Isobutyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl) ethyl] phenyl}-1,3,5- Trimethyl Pyrazole -4- Carboxylic Amide

b TBFN 4-Chloro-N-[[4-(1,1-Dimethylethyl) Phenyl] Methyl]-3-Ethyl-1-Methyl-1H-Pyrazole-5-Carboxamide

c TLF Tolfenpyrad

d IBA 3-Isobutylanoline

e OCTOPUSSY 3-[[[5-(Difluoro methoxy)-1-methyl-3-(Trifluoromethyl)-1H-pyrazol-4-yl] methyl] sulfonyl]-4,5-Dihydro-5,5-Dimethyl isoxazole

f MY-71 3-[1-(3,5-Dichlorophenyl)-1-Methylethyl]-3,4-Dihydro-6-Methyl-5-Phenyl-2H-1,3-oxazin-4-one

g MTP 1-Methyl-3-(Trifluro methyl)1H-Pyrazol-5-ol

h DCPA 1,3-Dimethyl-5-Chloro-4-Pyrazolyl Carboxylic Acid Chloride

i CFPA 3,4-Dichloro-5-Fluoro Biphenyl-2-Amine

j ACH 3-(Difluoro Methyl)-1-Methyl-1H-Pyrazole-4-Carboxylic Acid

k BDB 4-Bromo- 1,2-Dichloro Benzene

l PRZ Difluoro Methyl-N-Methyl Pyrazolic acid

Fluorospeciality products -- 00 2000 2000

1 Fluoro substituted alkyl amine

a DFEA 2,2-Difluoro Ethylamine

Pharma intermediates -- 00 1000 1000

1 Substituted triazole carboxylate

a EMTC Ethyl-4-Methyl-1,3-Thiazole-5-Carboxylate

Specialty Chemicals -- 00 1000 1000

1 Substituted cyclohexane carboxylate

a ETMD Methyl cis-1-[2-(2,5-Dimethyl phenyl)-Acetyl amino]-4-Methoxy-Cyclohexane Carboxylate

2 Hepta Fluoro Alkane

a HFMOP 1,1,1,3,3,3-Hexafluoro Isopropyl Methyl Ether

3 Substituted 1,3-dioxalane

a MDO 2,2-Dimethyl-4-Methylene-1,3-Dioxalane

4 Substituted Isobutyrate

a CMIBA Chloromethyl 2-Methyl Propanoate

5 Substitued plenyl ether

a CMTB 2-Chloro-4-(Methyl sulfonyl)-3-[(2,2,2-trifluoro ethoxy) methyl] Benzoic Acid


Performance Chemicals -- 00 13000 13000

1 Substituted phenyl morpholoine Ketone

a PCBM 1-(4-Chlorophenyl)-2-methyl-2-(morpholin-4-yl)propan-1-one

2 Catecol mixed salt

a Negolyte Titanium Biscatecholate Monopyrogallate Sodium Potassium Salt

New R&D product for Pilot scale -- 00 240 240

Total 8593.2 8593.2 35646.8 44240

List of by products

Sr.

No.

List of By-

products

Quantity (MTPA)

EC Production

quantity

Production quantity after

change in product mix and as per the

valid CTO

Proposed change

Total

1 27% NaSH 444 49.25 950.75 1000

2 30 % HCl 8928 9090.1 2909.9 12000

3 Ammonia Solution

15%

264 613.05 386.95

1000

4 SMM 192 45.82 -45.82 00

5 H2SO4 0 85.0 215 300

6 Distill Solvent 0 90.0 6810 6900

7 Sodium Propionate 0 2402.2 -2.2 2400

8 NaBr/MgBr 5820 999.65 -999.65 00

9 Acetic Acid 0 300.0 900 1200

10 Spent Catalyst 0 100.20 -100.2 00

11 Orthocresol 0 0 300 300

12 Propionic Acid 0 0 900 900

13 HBr 0 0 1000 1000

14 Sodium hypochloride

solution

0 0 900

900

15 AlCl3 0 1872.8 427.2 2300

16 Ammonium Chloride 0 0 500 500

Total 15648 15648.07 14551.93 30700


List of Raw Materials

Sr. No.

List of Raw Materials Total after

Expansion Quantity

(MT/MT)

Insecticides and intermediates

1. THM

Monosultap 1.48

Xylene 0.56

Sodium hydroxide 0.78

Sodium Sulfide 0.59

Hydrogen Peroxide 0.04

Oxalic acid Dihydrate 0.47

2. Flub

Sodium Bicarbonate 0.31


Toluene 1.63

SAA 0.31

Phthaloyl dichloride (PDC) 0.50

Tert butyl methyl ether 0.84

RFBr 0.69

O-Toluidine 0.33

Sodium hydrosulfite 0.43

N,N-Dimethyl acetamide 0.28

DIH 0.35

Dimethyl Acetamide 0.08

98% Formic acid 0.09

Conc. Sulfuric Acid 0.07


Caustic solution 0.58

3. SOD



Toluene 1.73

SAA 0.33

Phthaloyl dichloride (PDC) 0.53

Tert butyl methyl ether 0.89

RFBr 0.73

O-Toluidine 0.35

Sodium hydrosulfite 0.45

N,N-Dimethyl acetamide 0.30


4. MMTPA

2-amino-2-methyl-1-propanol 0.75

Sulfuric Acid 0.82

Sodium Methyl Mercaptide 0.59

Caustic Soda 0.34

5. CHDP


Hydrochloric acid 0.95

3-Amino Pyridine 1.08

Chlorine 0.98

Sodium Nitrate 0.58

Copper Chloride 0.08

Hydrazine hydrate 1.31

6. TFNA

Potassium Hydroxide 0.81

2-Cyanoacetamide 1.11

Ethyl 3-oxo Trifluoro Acetoacetate 0.97

Methanol 0.50

Phosphoryl chloride 1.42

Sodium acetate 1.08

Sodium Hydroxide 0.46


7. BNHT

1-Phenylmethanamine 0.74

Methylnitro Guanidine 0.74

Formaldehyde 0.87

8. AETF

2-butene-1,4-diol 1.43

Carbon monoxide 0.02

Hydrogen 0.01

Sulfuric acid 0.03

Toluene 0.74

Raney Nickel 0.11

Ammonia 0.49

Ethyl Acetate 0.62

9. MTN

Toluene 0.44

Phosphorous pentasulfide 0.73

Methanol 0.42

Tertbutyl Amonium bromide 0.01

Dry HCl gas 0.24

Ethylene Dichloride 1.27

M-Thiazone 0.50

Paraformaldehyde 0.12

Sulfuric acid 0.04

10. PTF

Sulphur 0.13

Phosphorous trichloride 0.76

n-Propyl Mercaptane 0.30

Toluene 0.40

Methyl Ethyl Pyridine 1.78

Ethanol 0.22

2,4 Dichlorophenol 0.56


11. PMT

Methanol 0.30


Phosphorous pentasulfide 0.54

Catalyst 0.00

23.5 % Caustic sol. 0.38

Phthalimide 0.62

37% formalin 0.52

Thionyl Chloride 1.04


12. Q4039

Acetic Acid 1.98

2-Nitro-1,3-dimethylbenzene 1.26

Acetaldehyde 0.48

Oxygen 0.85

Methanol 1.82

Hydrogen Gas 0.04

13. YB449

Acetic Acid 0.36


Acetaldehyde 0.38

14. DPX

Acetic Acid 5.20

Oxygen 0.09


Acetaldehyde 1.17

Caustic flakes 0.08

Methanol 5.40

Hydrogen Gas 0.04

Aq. Sodium Hydroxide 1.85

Potassium carbonate 1.00

Toluene 2.63

Ethyl chloroformate 0.80



Sodium sulfite 0.08

Methane sulpfonic acid 0.02

Ethyl acetate 0.97

Methylamine 0.23

15. BPCA

3 chloro-2-pyridinone hydrazone 0.46

Acetonitrile 3.02

Diethyl maleate 0.64


phosphorous oxy bromide 0.76

potassium per sulphate 0.52


Sulphuric Acid 0.76

16. FNZQ

Caustic Solution 1.64

4-Hydroxyquinazoline 0.58

Tert-butyl phenyl ethanol 1.00



17. FMTQ

3-Pantanone 0.56

Aluminium trichloride 0.68

Chlorine gas 0.62


Hydrogen 0.03

Iron chloride 0.00

Isopropyl Alcohol 0.96

Methanol 0.19

Methyl chloroformate 0.24

Methylene Dichloride 0.43

Nitric Acid 0.36


p-Toluyl chloride 0.46


Sulfolane 0.52

Sulphuric Acid 0.61

Tetra butyl ammonium bromide 0.04

Toluene 0.24

Trifluoro methoxy phenol 0.58

Xylene 0.49

18. CCITM

50% Aq. Cynamide 0.65

Carbondisulphide 0.75

Methylchloride 1.35

19. CCMP

3-Picoline 1.55

Azo Isobutyro nitrile 0.03

Benzoyl Chloride 0.69

Chlorine Gas 0.68



Methylene dichloride 0.74


Sodium Tungstate 0.01

Sulphuric Acid 0.09

Triethyl Amine 0.99

Herbicides and Intermediate

20. DMI

Propionic anhydride 1.81

Sodium Propionate 1.08

4-methyl benzaldehyde 1.27

Hydrogen 0.03

Caustic lye (30%) 0.35

Toluene 3.21


21. DMAI

Formamide 1.70


Formic Acid 0.67

DMI 0.76


Caustic Soda 1.07

22. IAT

Toluene 1.23

Iso Butyric Acid 0.73

Hydrazine Hydrate 0.44

Titatnium Dioxide 0.03

1,2-dichloro Ethane 0.79

Caustic Soda 0.67

Methyl Chloroformate 0.75


23. FPES

Toluene 2.91

Ethyl(2R)-2-(4-hydroxy phenoxy) propanoate 0.61

Polyethylene Glycol 0.03

Potassium Carbonate 0.51

2,6-dichlorobenzene oxazole 0.57

24. AE-743

10% Sodium hypochlorite Sol. 4.00

30% Sodium Hydroxide 1.32

Xylene 1.26

AE-513 1.02


Acetonitrile 0.86

1,3 Cyclohexanedione 0.34

Triethyl Amine 0.64

Acetone cyanohydrin 0.03

5% Sodium Bicarbonate 0.30

35% HCl 0.88

Isopropanol 0.45

Caustic Flakes 0.08

25. TMBT

Toluene 10.09

747 Ether 0.94

Thionyl chloride 1.00

1,3 Cyclohexanedione 0.32

Triethyl amine 0.69

Cyanohydrine 0.24

26. 747 Ether

Ortho DiChloro Benzene 1.38

AE-014 1.17

NaOH Prills (97%) 0.42

Acetonitrile 0.54

Trifluoroethanol 1.02

HCl 30% 0.25

27. 2C6SMT

3-chloro-2-methyl aniline 0.82


HCl (35%) 0.53

Sodium Nitrite 1.20

Sodium Carbonate 0.14


Sodium Methyl Mercaptane 2.10

28. Flurt

3-trifluoromethylphenyl acetonitrile 2.00

Sodium Ethoxide 2.00

Ethyl Phenyl Acetate 1.55

Bromine 1.90

Glacial Acetic Acid 0.67

Methylamine 2.07

HCl 0.44

29. MTAA

32 % NaOH 0.07

Phosphoric Acid (H3PO4) 0.16

Tetra butyl ammonium bromide (TBAB) 0.02

Methyl chloro acetate 1.01

Sodium Methyl Mercaptane 0.25


30. PYCL

1,1,7-trichloroheptene-3-one 0.76

Caustic Lye 0.56

Conc. HCl 0.25



Malononitrile 0.58

NaOH Soln 0.55

n-Butanol 0.56

Propargyl chloride 0.71

Tetra butyl ammonium bromide (TBAB) 0.14

Trimethylorthoformate 0.92

Zinc chloride 0.00

31. MY-100

Methyl phenyl Acetate 1.03

Ethyl acetate 0.54

Sodium Methanoate 1.20

HCl 0.19

3,5-dichlorobenzoyl Chloride 1.09

Chloromethane 1.46

Magnesium metal 0.12

Tetrahydrofuran 1.11

Acetonitrile 0.41

Sulphuric Acid 1.00


Hexanol 2.13

Formaldehyde 1.10

Xylene 0.61

32. Lake Palace


2,5 Dichloro Phenol 0.54


Diethyl Sulfate 0.61


HCl 0.29

BIO 4.31

Thiourea 0.30


Iso propyl alcohol 0.89

33. KPP

4 Fluorophenol 0.62

Chlorine 0.43

Caustic 0.59

Ethyl Chloroformate 0.74

Sulphuric Acid 0.52

Nitric Acid 0.58

Hydrogen Gas 0.06

Chloroformate 0.67

Alkyl Bromide 0.54

Alkyl Butaneoat 0.20

Toluene 0.73

34. MPBS


Aluminium Chloride 1.18

Methyl Chloride 0.47

Diethyl phthlate 1.56

Yellow Phosphorous 0.18

N-Butanol 0.90

NaOH 0.66

35 PCM

2-chloro 4 fluoro toluene 1.13

Chlorine gas 1.63

Oleum 0.74

Ethanol 0.51

N-isopropyl-N-methylamine 1.24

Ammonia 0.19


Methanol 0.32

Hydrogen 0.01

Ethyl chloro formate 1.10

Toluene 0.16

36. EATB

Ethyl trifluoro acetate 0.93

Ethyl Acetate 0.82


Acetic Acid 0.59

Ammonium Acetate 0.95


37. BPS



Sodium hydride 0.33

Dihydroxy benzoic acid 0.42

2-Methylsulfonyl-4,6-dimethoxypyrimidine 1.28

38. FRSF


2-Amino-4,6-dimethoxypyrimidine 0.45

Phenyl chloroformate 0.71

Acetonitrile 2.20

NSA 0.82


Hydrogen Gas 0.04

Sulphuric Acid 0.35

Formic Acid 0.56

Acetic anhydride 0.61

Acetone 0.33

Sodium Methanoate 0.47

39. ESPS

3-Aminopyridine 1.26

HCl 0.58

Ferric Chloride 0.08

Chlorine gas 0.83


Sodium Bisulfite 0.70

Sodium Nitrite 0.53

Copper chloride 0.01


Sodium Sulfite 1.68

Sodium bicarbonate 0.18

Ethyl Bromide 0.18


Sodium hydro sulfide 0.51

Ammonia 0.26

40. AMSB

Methyl 2-nitro 4-cyanobenzoate 1.05

Acetic Acid 0.97

Hydrogen Gas 0.04

Toluene 0.73

HCl Gas 0.11


Triethyl Amine 0.93

methane sulfonyl chloride 0.53


41. OTMA

Trifluoromethoxy benzene 1.52

Bromine 1.50

Fuming Nitric Acid 0.34

Sulphuric Acid 0.11

Methylene Dichloride 0.31


Hydrogen Gas 0.08

42. CNZ

2-hydroxy-2-methylpropanenitrile 1.16

Ammonia 0.80

2,4,6-trichloro-1,3,5-triazine 1.88

Aq. Ethyl amine 0.47

43. DTPBS

4-amino-2,5-dimethoxypyrimidine 0.60

Ethoxy carbonylisothiocyanate 0.58

Toluene 0.44

Hydroxylamine 0.15

Methanol 0.26

2-fluoro-6-(trifluoromethyl) benzenesulfonyl chloride 0.74

44. SSF

Molten Phenol 0.44

1,2-dichloro benzene 1.41


Xylene 1.45

Magnesium Turnings 0.17

Ethyl Bromide 0.05

Di Butyl Oxalate 1.19

Methylamine 1.45

Hydroxyl amine sulphate 0.64

HCl 0.79


Dimethyl Sulphate 0.58

45. TRFRN

Trichloroacetaldehyde 0.85

Formamide 0.25

Phosphorous Trichloride 0.90

Piperazine 1.09

46. FNXL


DCPPA 0.80

Toluene 0.90


ADMBN 0.45


47%NaOH 0.04

47. MIPD

Acetyl Acetone 0.54

Sulphuric Acid (50%) 0.53

Sodium Nitrite 0.94

NaCl 0.05



NPG 90% Neopentyl glycol 0.80

48. ORST

MIPD-Ketal 0.92


25% NaOH 0.50

Methoxy Amine hydrochloride 1.81

Hydroxylamoniumsulfate 2.22

Sodium Methylate 0.18

CLMO 0.78

Methylamine 0.30

49. ZXMD

3-Methyl-1-pentyne-3-ol 1.12


Ammonia 0.76

Methyl-p-Toluate 1.09

Chlorine gas 0.61

HCl 0.32

NaOH 0.59


Methyl Isobutyl ketone 0.57

Silver nitrate 0.00

Trichloroisocyanuric acid (TClA) 0.41

50. AMB

Magnesium turnings 0.15

Dry Tetrahydrofuran 0.66

AAA-BrTFB 1.21

Trimethoxyborane 0.66

10% HCl 0.22

47% Caustic lye 0.43

51. Kitazin

SDTP 1.88

Toluene 0.25

Benzylchloride 0.44

52. CTPE

2,3 dichloro-5-trifluoromethyl)pyridine 1.10

N-Methyl-2-pyrrolidone 2.51


Ethyl acetoacetate 0.69

HCl 1.47


Acetic acid 0.43

Hydrogen 0.01

53. AZST

2(3H)-Benzofuranone 0.96

Trimethyl orthoformate 1.14


Sodium methoxide 0.44

4,6-Dichloropyrimidine 1.15

2-cynophenol 0.48

Potessium carbonate 0.04

Dimethyl Formamide 0.50

54. CMTH

Methyl trifluoroacetate 0.58


Methanol 0.46

2-Cyanoguanidine 0.08

Sodium methoxide 0.36

55. IPCZ

Dimethyl Adipate 1.96


Isopropyl Bromide 1.47

N-methyl pyrrolidone 3.69

p-chlorobenzyl chloride 1.75

Potassium Iodide 0.15


Sodium Methoxide 1.32

Sodium salt of 1,2,4-Triazole 0.77

Sodium tert-butoxide 0.44

TMSOB 1.60

Toluene 6.69

56. FTL


1,2,4-Triazole 0.46


FOX 1.44

57. FOX

2-fluorobenzoyl Chloride 0.56

Fluorobenzene 0.30


dimethyl sulfoxide 0.81

dimethyl sulphate 0.87

Potassium hydroxide 0.08

DABCO 0.02

Toluene 0.41

58. IBCZ

2,4-dichloroaniline 0.90

Chloro Acetyl Chloride 0.86


Phosphorous pentachloride 0.60

Toluene 0.74

1-Chloro-4-(chloromethyl) benzene 1.01

Thiourea 0.55

HCl 0.35

NaOH 0.57

1,2,4-Triazole 0.58

Cyanomethane 0.34

59. ACBM

2,3 dichloro benzoic acid 1.06

Copper chloride 0.04

Ammonia 0.95


Methyl Isobutyl ketone 1.36



Tertabutyl ammonium bromide 0.18


60. AMT

Aminoguanidine Bicarbonate 0.95

Ammonium Thiocynate 0.85

HCl 0.42

Caustic Soda 0.24

61. ATHP

Bis dichloro diethylether 1.83



Potassium Iodide 0.22

Methyl Acetoacetate 1.00

H2SO4 (49%) 0.96



62. CDMA

2,6-Dimethylaniline 1.24


Sulphuric Acid 1.11

Caustic 0.03

Chlorine Gas 0.24

63. CDMB


2,6-Dimethyl Aniline 0.99

Sulphuric Acid 0.98

Chlorine Gas 1.04

Hydrobromic Acid 1.89

Sodium Nitrite 0.60

64. CPFK

Magnesium Turnings 0.38

2-Chloropropane 4.90

2-Fluoro Toluene 1.04

CPCM 0.46

HCl 0.51

65. DAEEA

Ethylene Diamine 1.50

2-Chloro Ethanol 2.24


66. DCTFP

Phosphorous Trichloride 1.55

Nicotinic Acid 0.35

Chlorine 1.32

Hydrogen fluoride 0.57

67. DHD

Methanol 0.92


Diethylmalonate 1.52

Triethyl Ortho Formate 0.89


Sodium Bisulphate 0.11

Acetone 0.71

Toluene 0.87

Dimethyl sulfoxide 1.38

Sodium chloride 1.10

Lithium aluminium hydride 0.44


68. DMB

Methanol 3.40

Methyl formate 0.91

Acetone 0.64


Sulfuric Acid 0.12

69. EMBA

Sodamide 0.97

Propionitrile 0.54

Ethyl Bromide 1.35


Sulphuric Acid 1.11

70. MMH

Chloroform 1.55


Caustic Lye 1.12

71. 10-H Phenothiazine

Diphenylamine 0.90

Sulphur 0.34

72. MPB

Benzaldehyde 0.14

Bromine 0.01

Chlorine 0.05

HCl solution 0.71

Formic Acid 0.01

Thio Solution 0.36

Soda solution 0.01

1,2-Ethanediol (MEG) 0.65

Cuprous chloride 0.01


Phenol 0.60

Caustic Lye 0.19

Sulphuric acid 0.03

73. PFD


Sodoium bisulphate 0.36

IBA 0.64

Ethyl Acetate 0.49

RFI 1.58


Zinc Chloride 0.34

N-methyl pyrrolidone 0.49


TMC 0.65

Toluene 0.79

NaH in Paraffin 0.12

Isobutyryl chloride 0.33

74. TBFN

4-chloro-3-ethyl-1-methyl-1H-pyrazole-5carbonyl Chloride

1.80

1-(4-tert-butylphenyl)methanamine 1.00

NaOH 0.40

75. TLF

Methyl Ethyl Ketone 0.82

4-chloro benzonitrile 2.13

4-methyl Phenol 1.54

Diethyl Ethanedioate 1.63


Dimethyl sulfate 1.41

HCl 0.40


Hydrogen 0.10

Methanol 1.11



Sodium Oxychloride 1.10


Toluene 0.82

76. IBA

Mono chlorobenzene 0.70


Diethylene Gylcol 0.49

Fuming Nitric Acid 2.17


Hydrogen gas 0.13

Isobutyl chloride 1.58



77. Octopussy

Hydroxyl amine sulfate 0.42

Glyoxalic acid 0.75

NaOH sol 0.87

Na2CO3 sol. 0.13

Bromine 1.68

Sodium carbonate 0.69

Butyl acetate 1.14

Thiourea 0.27

HCl soln. 0.45

78. MY-71

1,3-dimethyl-5-pyrazolone 0.99

2,6- Dichloro Toluene 0.62


Acetyl Chloride 1.18


Caustic 1.21

Hydrochloric Acid 0.45


Sodium Hypochlorite 0.99


Triethyl Amine 0.64

79. MTP

Ethyl Acetate 1.92

Ethyl trifluoro acetate 1.03


HCl 1.16

Acetic Acid 0.65

Monomethyl Hydrazine 0.90

80. DCPA

DPMO 0.77



NaOH 1.50


HCl 0.22


Toluene 1.00


81. CFPA

Magnesium turnings 0.16


Bromo dichloro benzene 1.15

Tetramethyl benzidine 0.67

98% Sulphuric Acid 0.70

Toluene 0.51

2-bromo-4-fluoroaniline 0.93

Tripotassium phosphate 0.30

82. ACH

Ethyl 4,4-difluoro-3-oxobutanoate 0.94

Trimethyl Orthoformate 1.73

Acetic Anhydride 0.55

O-Ethyl Acrylate 1.06

Mono Methyl Hydrazine 1.17

Acetone 0.41

HCl 0.04


Sulfuric acid 0.13


83. BDB

Ortho dichloro benzene 0.28


Bromine 1.13


HCl 0.05

Sodium thiosulfate 0.09

84. PRZ

Ethyl 4,4-difluoro-3-oxobutanoate 0.62


Trimethylorthoformate 0.75

Acetone 0.45

Mono Methyl Hydrazine 0.79

Aq. HCl 0.07


Sulfuric acid 0.19

85. DFEA

N methyl pyrolidine 2.27

Ammonia 1.04

Difluoro chloro ethane 0.79

86. EMTC

Ethyl acetoacetate 1.43

Sulfuryl Chloride 1.48


Formamide 0.71

Phosphorous Pentasulphide 0.86

87. ETMD

2,5-Dimethylphenyl acetyl chloride 0.99

4-methoxy-cyclohexanone 0.77

Ammonia 1.80

Carbon Dioxide 0.17

HCl 0.22


Chlorobenzene 1.70

Methanol 0.35


Sodium cyanide 0.32

Sulphuric Acid 0.04

88. HFMOP

OIME 2.48

Tetramethyl ammonium chloride 0.03



Sodium Hypochlorite 0.06

Dimethyl sulfate 0.93



KF 0.13

89. MDO

Acetone 1.40

Epichlorohydrin 1.10

Tributyl amine 0.01

Tetra Ethylene Glycol 0.47



90. CMIBA

Isobutyryl Chloride 0.92


Anhydrous Zinc Chloride 0.02

91. CMTB

AE-014 0.73


Sodium hydride 0.29

Tri Fluoroethanol (TFE) 1.46

Toluene 2.08

NaOH 0.23

92. PCBM

Chlorobenzene 1.99

Aluminum Chloride 1.77

Isobutyryl Chloride 1.25

1,2-Dichloro Ethane 0.71

Bromine 2.01



Morpholine 1.04

93. Negolyte

Catechol 0.88

Toluene 1.97

Titanium chloride 0.52



Ethylene diamine tetra acetic acid 0.03


Annexure-II

Manufacturing Process

Insecticides and Intermediates

1. Bis (1, 2, 3-trithiacyclohexyl dimethyl lammonium) oxalate

Manufacturing Process:

Step-1 Thiosultape or Monosultape treated with Na2S5H2O and NaOH forms TCB

Step-2 TCB along with oxalic acid hydrate forms Thiocyclam Oxalate (THM)

Chemical reaction:

N

CH3

CH3

S

S

S

O

O OH

S

O

O

O Na

.H2O + Na2S.5H + NaOH N

CH3

CH3

S

S

S +2 Na2SO3.7

N

CH3

CH3

S

S

S

Thiosultap/Monosultap M.W.: 351.4

TCBM.W.:181.4

+

TCBM.W.:181.4

O

OHO

OH

.2H

Oxalic Acid HydrateM.W.:126.0

N

CH3

CH3

S

S

S .

O

OHO

OH

+2H2O

Thiocycalm OxalateM.W.: 271.40

Mass Balance:

Kg Kg

Monosultap 737 196 Effluent to ETP

Water 290

NaOH 80

Na2S 177

Hydrogen Peroxide 32

Oxalic acid Dihydrate 233 78 Residue to Incinerator

275 Effluent to MEE

1000 THM

Total 1549 1549

Formation of Step-1

Mass Balance of THM

Formation of THM


2. 3-Iodo-N2-(2-methyl-1-(methylsulfonyl)propan-2-yl)-N1-(2-

methyl-4-(perfluoropropan-2-yl) phenyl) phthalamide


Step-1 SAA and PDC react together along with Toluene, NaOH and NaHCO3 and

forms ISM. O-Toludine and RFBr are agitated with Na2S2O4, NaHCO3 p-PTSA and

TBAB to form RFA. Side by side SOD and DIH reacts in presence of Pd(AcO)2

and DMAC forms ISO.

Step-2 ISO is oxidized with H2O2 along with HCOOH and H2SO4 forms FLUB and

a wash with NaOH gives final Product FLUB.

Chemical Reaction:

ISM synthesis

CH3

CH3

NH2

SCH3

+

COCl

COCl

O

O

N

CH3

CH3

S

CH3

SAA PDCISM

1NaOH +

1NaHCO3

+Toluene

2NaCl + 2H2O + CO2

RFA Synthesis

NH2

CH3

F3C CF3

Br

F

NH2

CH3

F3C CF3F

Na2S2O4 + NaHCO3

2NaOH + NaBr + 2SO2 + H2O + CO2

o - Touledine RFBr

RFA

+TBME

SOD intermediate synthesis

O

O

N

CH3

CH3

S

CH3+

CF3F

CF3

NH2

CH3

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

ISMRFA

SOD intermediate

Toluene/DMAC


SOD Synthesis

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

SOD intermediate

+ H2O2

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

O

+ H2O

SOD

ISO synthesis

+

O

O

NH

NH

CH3CH3

S

CH3

O

CH3

F

F3CCF3

SOD

N

N

I

I

O

O

CH3

CH3

DIH

O

O

NH

NH

CH3CH3

S

CH3

O

CH3

F

F3C

CF 3

I

ISO

DMAC

22 +

NH

NHO

O

CH3

CH3

FLUB Synthesis

O

O

NH

NH

CH3CH3

S

CH3

O

CH3

F

F3CCF 3

I

ISO

+ H2O

2

Hydrogen peroxide

O

O

NH

NH

CH3CH3

CH3

F

F3CCF 3

I

S

O

O

CH3

FLUB

HCOOH

H2SO4 +H2O

2NaOH

O

O

NH

NH

CH3CH3

CH3

F

F3CCF 3

I

S

O

O

CH3

+ 3H2O + CO 2 + Na 2SO4 + H 2

FLUB


Mass Balance:

Kg Kg

Stage-I

Water 133 8 Effluent to incinerator

NaHCO3 21 1159 ISM

NaOH 65

Toluene 467

SAA 184

Phthaloyl dichloride (PDC) 298

Stage-II

TBME 839 822Rec. Tert butyl methyl

ether

RFBr 413 200 Effluent to ETP

O-Toluidine 195 245 Residue to Incinerator

Sodium bicarbonate 65 659 RFA

Na2S2O4 43

DM Water 372

RFA (Stage-I) 659 695 Effluent to MEE

ISM (Stage-II) 1159 832 Toluene recycled

N,N-Dimethyl acetamide 283 889 Effluent to ETP

Toluene 849 272N,N-Dimethyl

acetamide recycledH2O2 206

DIH 209 309 Effluent to ETP

DMAC 75 72 DMAC recovered

DM Water 250

98% Formic acid 55 108 Effluent to ETP

Conc. H2SO4 41 302 Residue to Incinerator

Hydrogen Peroxide 132 1000 Flub

DM Water 504

Caustic soln 58

Total 7572 7572

Formation of Flub

Mass balance of Flub

Formation of ISM

Formation of RFA

Formation of SOD

Formation of ISO


3. N2-(2-Methyl-1-(Methylsulfinyl)propan-2-yl)-N1-(2-methyl-4

(perfluoropropan-2-yl) phenyl) phthalamide


Step-1 SAA and PDC react together along with Toluene NaOH and NaHCO3

forms ISM.

Step-2 ISM further treated with RFA and forms SOD-Intermediate.

Step-3 Oxidation of SOD Intermediate with H2O2 forms SOD.

Chemical Reaction: Step I

CH3

CH3

NH2

SCH3

+

COCl

COCl

O

O

N

CH3

CH3

S

CH3

SAA PDCISM

1NaOH +

1NaHCO3

+Toluene

2NaCl + 2H2O + CO2

Step II

NH2

CH3

F3C CF3

Br

F

NH2

CH3

F3C CF3F

Na2S2O4 + NaHCO3

2NaOH + NaBr + 2SO2 + H2O + CO2

o - Touledine RFBr

RFA

+TBME

Step III

O

O

N

CH3

CH3

S

CH3+

CF3F

CF3

NH2

CH3

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

ISMRFA

SOD intermediate

Toluene/DMAC

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

SOD intermediate

+ H2O2

O

O

NH

NH

CH3CH3

S

CH3

CH3

F

F3CCF3

O

+ H2O

SOD

Mass Balance:


Kg Kg

Stage-I

Water 141 9 Effluent to incinerator

NaHCO3 22 1229 ISM

NaOH 68

Toluene 496

SAA 195

Phthaloyl dichloride (PDC) 316

Stage-II

TBME 890 872Rec. Tert butyl methyl

etherRFBr 437 313 Effluent to ETP

O-Toluidine 311 257 Residue to Incinerator

Sodium bicarbonate 68 699 RFA to next step

Na2S2O4 39

DM Water 613

RFA (Stage-II) 699 792 Effluent to MEE

ISM (Stage-I) 1229 882 Toluene recycled

N,N-Dimethyl acetamide 300 243 Effluent to ETP

Toluene 540 288N,N-Dimethyl acetamide

recycledH2O2 219 1000 SOD

Total 6584 6584

Mass Balance of SOD

Formation of ISM

Formation of RFA

Formation of SOD


4. 2-Methyl 1-Methylthio-2-Propanamine


Step-1 The AMP (2-amino-2-methyl-1-propanol) solution reacted with ~ 50%

sulfuric acid to form intermediate (2-amino-2-methylpropyl hydrogen sulfate).

Step-2 Intermediate is reacted with sodium methyl mercaptide solution in

presence of caustic solution to form MMTPA. The reaction mass is subsequently

worked-up to get crude MMTPA. Thereafter, crude MMTPA is fractionated to

obtain final MMTPA

Chemical Reaction:

Step I

CH3

NH2

CH3OH

H2SO4 H2O

CH3

H3N+

CH3OSO3 -

2-amino-2-methyl-1

-propanol

2-amino-2-methylpropyl

hydrogen sulfate (Ester)

++

Sulfuric acid

Step II

CH3

H3N+

CH3OSO3 -

2-amino-2-methylpropyl

hydrogen sulfate (Ester)

CH3SNa NaOH

CH3

H2N

CH3SCH3

2-methyl-1-methylthio

-2-propanamine

(MMTPA)

+ + Na2SO4 + H2O

Sodium methyl

mercaptide

+

Mass Balance:

Kg Kg

2-amino-2-methyl-1-

propanol748

Sulfuric Acid 330 151 Effluent to ETP

Sodium Methyl

Mercaptide588 1120 Effluent to MEE

Caustic Soda 34 225 Salt to Incinerator

Water 797 1000 MMTPA

Total 2496 2496

Formation Step 1

Mass Balance of 2-Methyl 1-Methylthio-2-Propanamine/MMTPA/SAA

Formation of 2-methyl 1-

methylthio-2-

propanamine/MMTPA/SA

A


5. 3-chloro-2-hydrazinopyridine


Step-1 Chlorine gas along with AMP and hydrochloric acid gives CAMP

Step-2 CAMP is further reacted with NaNO2 with charging of HCl produce DCP

Step –3 DCP is further reacted with Hydrazine mono hydrate to form final

product 3-chloro-2-hydrazinopyridine (CHDP)

Chemical Reaction: Step I

N

NH2

N

NH2

Cl

3-Aminopyridine

(AMP)

2-Chloro-3-Aminopyridine

(CAMP)

Cl Cl+

Chlorine gas

+ ClH HCl

Step II

N

NH2

Cl N

Cl

Cl

2-Chloro-3-Aminopyridine

(CAMP)

2,3-Dichloropyridine

(DCP)

+ NaCl +N2(g)++ NaNO2 + 2 2 H2

Step III

N

Cl

Cl

2,3-dichloropyridine

+ NH2.NH2 H2O

N

Cl

NHNH2

3-chloro-2-hydrazinopyridine(DCP)

(CHDP)

+ H2O+ HCl

Hydrazine mono hydrate

Mass Balance:

Kg Kg

HCl 33 187 Effluent to Incinerator

3-Amino Pyridine 431 251 Effluent to MEE

Chlorine 390

DM Water 453

HCl 12 686 Effluent to MEE

Sodium Nitrate 231 118 Residue to incinerator

DM Water 348

Copper Chloride 32

Hydrazine hydrate 524 312 Effluent to ETP

DM Water 178 78 LOD to incinerator

1000 CHDP

Total 2633 2633

Formation of

Step 1

Formation of

Step 2

Mass Balance of CHDP

Formation of

Step 3


6. 2, 6- dichloro-4-(trifluromethyl) pyridine-3-carbonitrile


Ethyl 4,4,4-trifluoroacetoacetate and Cyanoacetamide along with KOH and

MeOH forms 2,4-dioxo-6-(trifluoromethyl)-1H-pyridine-3-carbonitrile. 2, 4-

dioxo-6-(trifluoromethyl)-1H-pyridine-3-carbonitrile is further treated with

POCl3 and Chlorine is added with benzene ring. Hydrogen gas is allowed to pass

in the reaction vessel in presence of sodium acetate which removes the chlorine

from benzene ring. And in the end sodium hydroxide and hydrochloric acid are

added to form final product TFNA.

Chemical Reaction:

O

OO

F

FF

+ N NH2

O

C C

KOH

MeOH

NH

F

FF

N

OH

O

C

+ + H2OCH3CH2OK

NH

F

FF

N

OH

O

C

N

F

FF

N

Cl

Cl

POCl

C

+ H3PO4 + HCl

H2O

N

F

FF

N

Cl

Cl

C

NaOAc

N

F

FF

N

C

+ CH3COOH + NaCl2 2H2

N

F

FF

N

C

NaOH

HCl

N

F

FF

OH O

C

+ NH3 + NaCl


Mass Balance:

Kg Kg

KOH 81 238 Effluent to ETP

2-Cyanoacetamide 332

ethyl 3-oxo

trifluoroacetoacetate291

methanol 150

Water 399

Water 445 470 Effluent to ETP

POCl3 566

Sodium acetate 432 696 Effluent to MEE

69 Residue to Incinerator

Sodium Hydroxide 46 370 Effluent to ETP

HCl 16 87 LOD to incinerator

Water 172 1000 TFNA

Total 2930 2930

Formation of Step 1

Formation of Step 2

Formation of Step 4

Mass Balance of TFNA

Formation of Step 3


7. 5-Benzyl-1-Methyl, 2-Nitro 2 imino-tetrahydro 1, 3, 5-trizan


1-Phenylmethanamine, Methylnitroguanidine & Formaldehyde are charged in the

reaction mixture to form BNHT

Chemical Reaction:

N

NH2

NH CH3O2N

+

NH2

+ O CH2

N

NH

NH

N

NO2

Methylnitroguanidine 1-phenylmethanamine Formaldehyde BNHT

+ H2O

Mass Balance:

Kg Kg


1-Phenylmethanamine 446 1000 BNHT

Methylnitro Guanidine 446

Formaldehyde 524

Total 2289 2289

Formation of

BNHT

Mass Balance of BNHT


8. 3-Aminomethyl tetrahydrofuran


2-butene 1, 4-diol & 4-hydroxy 2-(hydroxyl methyl) butanal is added and

agitated with H2SO4 and toluene, forming tetrahydrofuran -3-carbaldehyde

mass. Ammonia is gradually added to agitator forming final product 3-

Aminomethyl tetrahydrofuran.

Chemical Reaction:

O

NH2

Raney Ni, Aq. NH 3

OH

OH

CHO

4-hydroxy-2-(hydroxymethyl)butanal

H2SO4

Toluene O

CHO

tetrahydrofuran-3-carbaldehyde

+ H2O

AETF

OH

OH2-butene-1,4-diol

CO

H2

Mass Balance:

Kg Kg

2-butene-1,4-diol 855

Carbon monoxide 12

Hydrogen 14

Sulfuric acid 15 144 Effluent to MEE

Toluene 735 713 Toluene recovered

70 Residue to Incineration

Raney Nickel 1 674 Effluent to ETP

Ammonia 292 551 Ethyl Acetate Recovered

Water 651 47 Residue to Incineration

Ethyl Acetate 623 1000 AETF

Total 3198 3198

Mass Balance of AETF

Formation of

Step 1

Formation of

Step 2

Formation of

AETF


9. 3-(dimethoxy phosphinothioyl sulfanyl methyl)-5-methoxy-1, 3, 4-

thiadiazol-2-one


Step-1 Reaction of Phosphorous-pentasulfide with Methanol along with toluene

and catalyst forms DMTP

Step-2 Chloromethylation of M-Thiazone with paraformaldehyde and HCl gas

along with EDC froms CMMT

Step-3 Reaction of CMMT and DMTP with conc. H2SO4 form final product MTN.

Chemical Reaction

Step I

Step II

Step III

S

N N

OH3CO

Cl

CMMT

S

N NH

OH3CO

M-Thiazone

+ (CH2O)

n + HCl (gas)

Paraformaldehyde

EDC

+ H2O

P4S10 + 8 CH3OH

Toluene

TBAB catalystP

SOCH3

OCH3

SH + 2 H2S

DMTP

4

Phosphorouspentasulphide

S

N N

OH3CO

Cl

+ P

SOCH3

OCH3

SH

Con. H2SO

4

P

S OCH3

OCH3S

S

N N

OH3CO

+ HCl

CMMT / EDC DMTP MTN


Mass balance:

Kg Kg

Stage-I

Toluene 436 34 Effluent To MEE

P2S5 509 425 Rec Toluene

Methanol 293 742 DMTP

TBAB 5 42 NaSH by-product

Stage-II

Dry HCl gas 171 33 Effluent to MEE

EDC 1146 1723 CMMT solution in EDC

M-Thiazone 353

Paraformaldehyde 86

CMMT solution in EDC

(Stage-I)

1723 592 Effluent to ETP

DMTP (Stage-I) 742 1236 EDC Distillate recycled

98% H2SO4 37 86 Residue to incineration

Water 287 1000 MTN

EDC 125

Total 5913 5913

Formation of

DMTP

Formation of

CMMT

Formation of

MTN

Mass Balance of MTN


10. (RS)-(O-2,4-dichlorophenyl O-ethyl S-propyl phosphorodithioate)


Step-1 n-Propyl Mercaptane Phosphorus trichloride and sulful reacts together

with MEP to forms Propyl phosphorodichlorido dithioate.

Step-2 In second step K-500 and ethanol reacted with methlethyl pyridine

along with toluene to form k-550.

Step-3 K-550 treated with 2, 4-DCP and NaOH to form PTF.

Chemical reaction: Step I

Step II

Step III

CH3

SH

+ +

CH3

SP

Cl

Cl S

n-Propyl mercaptane Phosphorous trichloride

MEP

PCl 3S

HCl

Sulphur

+Propyl

phosphorodichloridodithioate

K-500

P

Cl

ClS

SCH3 + CH3OH P

Cl

OS

SCH3 CH3 +

K-550Ethanol

+N

CH3

CH3

Methylethyl pyridine

Toluene

N

CH3

CH3HCl

methylethyl pyridine.HCl

P

OO

SS

CH3

CH3

Cl

Cl

MW 345.24

PTF

P

Cl

OS

SCH3

CH3

K-550

+

2,4-DCP

OH

Cl Cl

MW 163

+ NaCl+ NaOH

+ H2O


Mass Balance:

Kg Kg

Sulphur 76 36Residue To

incinerationPCl3 380

n-Propyl Mercaptane 150

Toluene 402 107 Effluent to ETP

Methyl Ethyl Pyridine 535 374 Toluene Recycled

Ethanol 108

2,4 Dichlorophenol 278 981 Effluent to MEE

NaOH 15 1000 Final PTF

DM water 555

Total 2498 2498

Mass Balance of PTF

Preparation of K-

550

Preparation of

PTF

Preperation of K-

500


POCH3S

OCH3SH+ + H2S

O,O-dimethyl hydrogen dithiophosphate

CatalystCH3OH P2S5

POCH3S

OCH3SH + Na OHP

OCH3S

OCH3S

Na

+ OH2

O,O-dimethyl hydrogen dithiophosphate sodium salt O,O-dimethyl hydrogen dithiophosphate

11. Phosmet


Step-1 Phosfuruspenta sulfide and methanol forms Intermediate

Step-2 Intermediate further treated with NaOH forms O, O-diethyl hydrogen

dithiophosphate sodium salt.

Step-3 1Hisoindole-1,3-(2H) dione and HCHO forms HMP.

Step-4 HMP with Thionyl chloride forms mass of CMP

Step-5 CMP treated with O, O-diethyl hydrogen dithiophosphate sodium salt

form PNT along with NaCl.

Chemical Reaction:

Step I

Step II

Step III

NH

O

O

+ CH2O (Aq.) N

O

O

OH

1H-isoindole-1,3(2H)-dione 2-(hydroxymethyl)-1H-isoindole-1,3

(2H)-dione

formaldehyde

(Phthalimide (S)) (HMP)

Step IV

N

O

O

OH+ SOCl2 N

O

O

Cl

+ SO2 + HCl

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

2-(chloromethyl)-1H-isoindole-1,3(2H)-dione

Thionyl chloride

Sulfur dioxide

(HMP) (CMP) Step V


N

O

O

Cl

+S

P

SO

O

CH3

CH3

Na N

O

O

S P

S

O

O CH3

CH3

S-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl] O,O-dimethyl dithiophosphate

+ NaCl

2-(chloromethyl)-1H-isoindole-1,3(2H)-dione

Na-DMTA

(CMP) (PMT)

Mass Balance:

Kg Kg

Stage-I

23.5 % NaOH sol. 380 492 27% NaSH-by product

328 H2S Gas

Methanol 295 10 Filter Solid to incinerator

Phosphorous

pentasulfide536 36 Pre Cut recycle

Catalyst 2 88 Residue to incinerator

Caustic 31 618 Na-DMTA

Stage-II


Phthalimide 370 708 HMP

37% formalin 310

Na-DMTA (Stage-I) 618 361 SO2+HCl Scrubber spent

HMP (Stage-II) 708 957 Effluent to ETP

Thionyl Chloride 627 1000 PMT

Water 308

NaOH 56

Total 4596 4596

To caustic scrubber

Formation of Na-DMTA

Mass Balance of PMT (Phosmet)

Formation of HMP

Formation of CMPand

PMT, Crystallisation,

Filtration and drying


12. 3-Methyl Antranilic Acid


Step-1 2-Nitro 1, 3-diMethyl Benzene and Acetaldehyde react with each other in

presence of oxygen and Acetic Acid forms 2-Nitro 3-Methyl Benzoic Acid.

Step-2 2-Nitro 3-Methyl Benzoic Acid along with Hydrogen gas reacts with

methanol. Agitation of the reaction mass provides the final product 3-Methyl

antranilic acid.

Chemical Reaction:

Step I

Step II

Mass Balance:

Kg Kg

Acetic Acid 1981 1942 Acetic acid recovered

2-Nitro-1,3-

dimethylbenzene757 910 Effluent to MEE

Acetaldehyde 289

DM Water 532

Oxygen 509

Methanol 1815 7 H2 to atmosphere

Hydrogen Gas 25 513 Effluent to ETP

DM Water 234 1770 Methanol recycled

1000 Q4039

Total 6142 6142

Formation of

Step 1

Mass Balance of Q4039

Formation of

Q4039

NO2

CH3 CH3

NO2

CH3 COOH

Acetic acidCH3

O

HCH3

O

OH++

2-Nitro-1,3-dimethyl benzene Acetaldehyde2-Nitro-3-methyl

benzoic acid

+ H2O

+ 2O2

Oxygen Acetic acid

NO2

CH3 COOH

2-Nitro-3-methyl benzoic acid

+ 3H2

Methanol

NH2

CH3 COOH

+ 2H2O

3-Methyl anthranilic acid


13. 3-Methyl-2-Nitrobenzoic acid


2-Nitro 1,3-dimethyl benzene along with acetaldehyde reacts with each other in

addition to Co(CH3CO2)2 and Acetic Acid, in presence of air forms 3-Methyl-2-

Nitrobenzoic acid.

Chemical Reaction:

Mass Balance:

Kg Kg

Acetic Acid 357 547 Effluent to ETP

2-Nitro-1,3-

dimethylbenzene840 343

Acetic Acid

recovered

Acetaldehyde 264 156 LOD to incinerator

DM Water 585 1000 YB449

Total 2046 2046

Mass Balance of YB449

Formation

of Step 1

NO2

CH3 CH3

NO2

CH3 COOHCo(CH3CO2)2

Acetic acidCH3

O

HCH3

O

OH+ +

MW 151.16 MW 44.05 MW 181.14MW 60.05

2-Nitro-1,3-dimethyl benzene Acetaldehyde

110°C

700-900 psgi

+ H2O

Air

MF C8H

9NO

2MF C

2H

4O MF C

8H

7NO

4MF C

2H

4O

2

+ 2O2

Acetic acidYB449


14. 2-amino-5-chloro-N, 3-dimethylbenzamide


Step-1 2-Nitro 1, 3-diMethyl Benzene and Acetaldehyde react with each other in

presence of oxygen and Acetic Acid forms 2-Nitro 3-Methyl Benzoic Acid.

Step-2 Along with Hydrogen gas 2-Nitro 3-Methyl Benzoic Acid. Will reacts with

Methanol and agitation provides final product 3-Methyl antranilic acid.

Step-3 Ethyl Chloro Formate along with toluene, NaOH and K2CO3 is agitated

with 3-Methyl antranilic acid further to form Compound-C Na Salt. In this mass,

hydrochloric acid is passed which removes the Sodium and forms Compound-C.

Step-4 Compound C is further treated with aq. HCl or H2O2 as oxidizing reagent

and Acetic Acid forms compound-D.

Step-5 Reaction of Compound-D with Methane sulphonic acid and Toluene

reflux forms Compound E.

Step-6 Compound E and Methylamine reacts together along with acetic acid or

ethyl acetate to form intermediate which further converts to final product DPX.

Chemical Reaction:

Step I

Step II

NO2

CH3 CH3

NO2

CH3 COOH

Acetic acidCH3

O

HCH3

O

OH++

2-Nitro-1,3-dimethyl benzene Acetaldehyde2-Nitro-3-methyl

benzoic acid

+ H2O

+ 2O2

Oxygen Acetic acid

NO2

CH3 COOH

2-Nitro-3-methyl benzoic acid

+ 3H2

Methanol

NH2

CH3 COOH

+ 2H2O

3-Methyl anthranilic acid


Step III

Step IV

Step V

Step VI

+

Ethylchloroformate

MW 108.52

NH2

COOH

CH3

DPX-Q4039

MW 151.16

Cl

O

O CH3NaOH

NH2

COONa

CH3

DPX-Q403Na-Salt

+

NHCOOC 2H5

COONa

CH3

+ NaCl

MW 58.5

Toluene

Water

Aq. NaOH

Aq. K2CO3

HCl

NHCOOC 2H5

COOH

CH3

Compound-C Na-Salt

Compound-C

MW 223.22

+ NaCl

MW 58.5

NHCOOC 2H5

COOH

CH3

Cl

Compound-D

MW 257.67

NHCOOC 2H5

COOH

CH3

Compound-C

MW 223.22

aq. HCl / H2O2

+ 2 H2O

Acetic acid

Yield 90%

Compound-E

MW 211.60

NHCOOC 2H5

COOH

CH3

Cl

Compound-D

MW 257.67

CH3

ClO

NH

O

O

+Toluene

C2H

5OH

Methane sulphonic acid

MW 46

Reflux

+

Methylamine

MW 31.05 MW 242.65

CH3

ClNH

NH

O

CH3

O

OH

Compound-E

MW 211.60

CH3

ClO

NH

O

O

CH3 NH2

Ethylacetate / Acetic acid

Yield 95%

CH3

ClNH

NH2

O

CH3

+ CO2

DPX-G2S78 or Compound-FMW 198.64

Intermediate

55-60oC


Mass Balance:

Kg Kg

Acetic Acid 762 383 Effluentto MEE

Oxygen 36 729 Effluent to ETP

2-Nitro-1,3-

dimethylbenzene

1004732 Acetic Acid recovery

Acetaldehyde 352 35 Residue to Incinerator

DM Water 744

NaOH flaks 78

Methanol 1097 1064 Methanol recycle

H2 Gas 41

Water 872 814 Toluene recovered

Aq. NaOH 185

Aq. K2CO3 100

Toluene 857

Ethyl chloroformate 80

HCL 55

Acetic Acid 969 372 Effluent to Incinerator

Conc. HCl 16 416 Effluent to MEE

Hydrogen Peroxide 57 616 Effluent to ETP

Na2SO3 8 930 Acetic acid recovery

Water 213


Methane sulpfonic

acid)

20484 Effluent to ETP

DM Water 228

Ethyl acetate 965 927 Ethyl acetate recycle

Acetic acid 480 456 Acetic acid recovered

Methylamine 228 250 LOD to incinerator

DM Water 254 8 CO2 gas

555 Effluent to ETP

1000 DPX

Total 11471 11471

Formation of setp-

6

Mass Balance of DPX

Formation of

Step 1

Formation of

Step 2

Formation of

Step 3

Formation of

Step 4

Formation of

Step 5


15. 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid


Step-1 3-Chloro-2-hydrazinopyridine and diethyl maleate is mixed in agitator to

form intermediateEthyl-(3-choropyridine-2-yl)-5ox-o-pyrazolidine-3-carboxylate

Step-2 ACN and Potassium oxy bromine are added to this intermediate to form

Ethyl-3-bromo-1-(3-chloropyridine–2-yl)-4, 5-oxo-pyrazolidine-3- carboxylate.

Step-3 Furthe H2SO4 is added with CH3CN to Ethyl-3-bromo-1-(3-chloropyridine

– 2-yl) -4,5-oxo-pyrazolidine-3-carboxylate and agitated to form Ethyl-3-bromo-

1-(3-chloropyridine – 2-yl) 1-H pyrazole-5- carboxylate.

Step-4 Ethyl group is substituted by Sodium Hydroxide to forms Sodium -3-

bromo-1-(3-chloropyridine-2-yl) 1-H pyrazole-5- carboxylate. Hydrochoric acid

is gradually added to the solution to remove the Sodium and to form final

product 3-bromo-1-(3-chloropyridine-2-yl) 1-H pyrazole-5-carboxylic acid

(BPCA).

Chemical Reaction:

Step I

NCl

NHNH2

+ CH3 O

O CH3

O

O

N

NNH

O

O

O

CH3

Cl

3-Chloro-2-hydrazino pyridine

FW: 143.574

Diethyl maleate

FW : 172:178

Ethyl-(3-chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate

FW : 269.689

+ C2H5OH

Step II

N

NNH

O

O

O

CH3

Cl

POBr3

N

NN

Br

O

O

CH3

Cl+ H3PO4

Ethyl-(3-chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate

FW : 269.689

Ethyl-3-bromo-1-(3-chloropyridin-2-yl)-4,5-oxo-pyrazolidine-3-carboxyate

FW : 332.581

+

ACN

3

3

Step III

N

NN

Br

O

O

CH3

ClN

NN

Br

O

O

CH3

Cl

+

ethyl-3-bromo-1-(3-chloropyridin-2-yl)-4,5-oxo-pyrazolidine-3-carboxylate

FW : 332.581

ethyl-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate

FW : 330.565

H2

H2SO4, Potassium Per Sulphate

CH3CN

Step IV


N

NN

Br

O

O

CH3

Cl

NaOH N

NN

Br

ONa

OCl C2H5OH+

ethyl-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate

FW : 330.565

Sodium3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid

FW : 324.493

+

N

NN

Br

ONa

OCl +

FW : 36.46

HClN

NN

Br

OH

OCl

3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid

FW : 302.512 FW : 58.44

+ NaCl

Sodium3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid

FW : 324.493

Mass Balance:

Kg Kg

Water 752

3 chloro-2-pyridinone

hydrazone460 732 Ethanol Recovered

diethyl maleate 640

Acetonitrile 1770 1717 Acetonitrile recovered

phosphorous oxy bromide 760 523 Effluent to ETP

Water 2105 250 Solid Waste to incinerator

Acetonitrile 385 122 Effluent to MEE

Sulphuric Acid 760 18 H2 to atmosphere

potassium per sulphate 523 373 Acetonitrile recovery

Acetonitrile 868 850 Acetonitrile recovery

Water 72 2500 Effluent to MEE

Sodium Hydroxide 160 1525 Effluent to incineration

HCl 355 1000 BPCA

Total 9610 9610

Mass Balance of BPCA

Formation of

Step 1

Formation of

Step 2

Formation of

Step 3

Formation of

Step 4


16. 3-[2-[4-(1, 1-dimethylethyl) phenyl] ethoxy] Quinazoline


Step-1 4-OHQ is added in solution of Thionyl Chloride in reactor to form 4-CQ

Step-2 4-CQ and TBPE both chemical are treated in a reaction vessel to form

FNZQ.

Chemical Reaction:

N

N

OH

+ SOCl2

4-OHQ Thionyl Chloride

N

N

Cl

4-CQ

+ SO2 + HCl

Step-I

OH

CH3 CH3

CH3

CH3

CH3CH3

N

N

O

N

N

Cl

4-CQ

+

TBPE FNZQ

+ HCl

Step-II

Mass Balance:

Kg Kg

Caustic Solution 492 564 Scrubber spent to MEE

34 SO2

38 HCl

Thionyl Chloride 1504

4-OHQ 175 1420 Effluent to ETP

Water 954

TBPE 229 143 HCl By-Product


1000 FNZQ

Total 3720 3720

Mass Balance of FNZQ

Formation of

Step 1

Formation of

Step 1


17. 2-ethyl-3, 7-dimethyl-6-[4-(trifluoromethoxy)phenoxy]-4-quinolyl

methyl carbonate


Step-1 PTC reacts with chorine and forms CMBC

Step-2 CMBC reacts with IPA forms CMBP

Step-3 CMBP is treated with HNO3, MDC and Sulfuric Acid to form CMNBP

Step-4 CMNBP and TFMP are treated in an agitator with K2CO3 and DMAC to

form NPBP.

Step-5 NPBP autoclaved with hydrogen and methanol forms APBP

Step-6 APBP treated with 3-Pentanol and Xylene forms PQO

Step-7 PQO reacts with NaOH, TBAB, DMC and Toluene to forms FMTQ

Chemical reaction:

Step I

Step II

Step III

Step IV

Cl O

C H 3 Cl

O

C H 3

Cl + HCl

PTC CMBC +

Cl 2

Chlorine Hydrochloric acid

FeCl3

O

O

CH3

Cl

CH3

CH3

+ HCl

CMBC

Cl

O

CH3

Cl

CMBP

+

CH3

CH3OH

IPA

O

O

CH3

Cl

CH3

CH3

CMBP CMNBP

O

O

CH3

Cl

CH3

CH3

NO2

+ H2O

MDC

H2SO4HNO3+

O

O

CH3

Cl

NO2

CH3

CH3

CMNBP TFMP

+

NPBP

DMAc

+

OH

F3CO

O

O

CH3 NO2

CH3

CH3

O

F3CO+

K2CO3

+ KClKHCO3


Step V

Step VI

Step VII

APBPNPBP

O

O

CH3 NO2

CH3

CH3

O

F3CO + 3H2

Methanol

In Autoclave O

O

CH3 NH2

CH3

CH3

O

F3CO +2H2O

CH3 CH3

O

O

O

CH3 NH2

CH3

CH3

O

F3CO+

3-Pentanone

AlCl3

O

CH3 NH

O

F3CO

CH3

CH3

APBP

PQO

+CH3

CH3

OH

+

Isopropanol

+ H2O + 3HCl + Al(OH)

3

+ 3H2O

Xylene

DMAC,Toluene

DMAC

Toluene

+

Cl O

O

CH3

O

CH3 N

ONa

CH3

CH3

F3CO

O

CH3 N

H

O

CH3

CH3

F3CO

PQOPQO-Na salt

MCF

O

CH3 N

O

CH3

CH3

F3CO

OCH3

O

+

H2O

NaCl

FMTQ

TBAB+ NaOH


Mass Balance:

Kg Kg

PTC (p-Toluyl chloride) 462

FeCl3 (Iron chloride) 2 86 HCl by-product

Cl2 gas (Chlorine gas) 624

IPA 956 348 HCl by-product

494 Effluent to ETP

MDC 430 1198 Effluent to MEE

H2SO4 183 421 MDC-recycled

HNO3 107 250 Residue to incinerator

Water 193

DMAC 817 278 Effluent to ETP

TFMP 581 800 DMAC-recycled

K2CO3 45

Water 162

Methanol 191 262 Effluent to MEE

Water 620 188 Methanol Recovered

Hydrogen 3

Xylene 486 672 Effluent to MEE

AlCl3 68 101 Residue to Incinerator

3-Pantanone 337 392 HCl by-product

Sulfolane 314 471 Xylene recovered

337 Isopropanol recovered

DMAC 1485 395 Effluent to MEE

Methyl chloroformate 243 1433 DMAC-recycled

NaOH 20 241 LOD to incinerator

TBAB 40 225 Toluene recycled

Toluene 237 1000 FMTQ

Water 986

Total 9592 9592

Mass Balance of FMTQ

Preparation of

CMBC

Formation of FMTQ

Preparation of

CMBP

Formation of

CMNBP

Formation of NPBP

Formation of PQO

Formation of APBP


18. Dimethyl Cyanodithioimido Carbonate


Carbon Disulfide and Cyanimide are mixed with Methyl Chloride to form

Dimethyl cyano dithioimido carbonate (CCITM)

Chemical Reaction:

N

N S

S

CH3

CH3

Mol. Formula = C4H6N2S2

Mol. Wt. = 146.23384

dimethyl cyanodithioimidocarbonate

++SS

Mol. Formula = C S2

Mol. Wt = 76.143

N NH2

Mol. Formula = C H2 N2

Mol.Wt. = 42.040

Cyanamide

CH3

Cl

Carbon disulfide

Mol. Formula = C H3 Cl

Mol. Wt.= 50.487

Methyl chloride

2 + 2HCl

Hydrochloric acid

Mol. Formula = HClMol. Wt. = 36.5

Mass Balance:

Kg Kg

Aq. Cynamide 129 462 Effluent to Incinerator

Carbondisulphide 448 610 Effluent to ETP

Methylchloride 810 74 HCl by-product

DM Water 759 1000 CCITM

Total 2146 2146

Mass Balance of CCITM

Formation of

CCITM


19. 2-chloro-5-chloromethyl pyridine


Step-1 3-Picoline when reacted with H2O2 and H2SO4 in a reaction vessel forms

3-Picoline –N-Oxide Solution.

Step–2 This 3-Picoline-N-Oxide Solution is further treated with triethyl amine,

benzoyl chloride and MDC to form CMP Isomers.

Step–3 Chlorine gas along with CMP and AIBN gives 2-Chloro 5- Chloro Methyl

Pyridine (CCMP)

Chemical Reaction:

Step I

N

CH3

+ H2O2

H2SO4

N

CH3

O-

+ H2O

3 - PicolineHydrogen Peroxide

3 - Picoline - N- Oxide

Step II

+

CMP

N+

CH3

O-

N

CH3

Cl

MDC

3- Picoline-N-Oxide CMP Isomer

N

CH3

Cl

+

ClO

benzoyl chloride

+ N

CH3

CH3

CH3

+

H

N+

CH3

CH3

CH3

O-

O

Triethyl amine

Triethyl amine benzoate

H

N+

CH3

CH3

CH3

O-

O

Triethyl amine benzoate

H O

O

N

CH3

CH3

CH3

+ NaOH + + NaCl

Sodium hydroxide Triethyl amine benzoic acid

Sodium chloride

+ HCl

+ H2O

Water


Step III

Mass Balance:

Kg Kg


Sodium Tungstate 10 97 Salts to incinerator

Sulphuric Acid 93

3-Picoline 927


MDC 739 724 MDC-recycled

Triethyl Amine 989 959 Triethylamine recycled

HCl 13 652 Benzoic acid recycled

Benzoyl Chloride 412 206 Effluent to MEE

Sodium Hydroxide 31 423 Effluent to ETP


Chlorine Gas 407 142 Residue to incinerator

AIBN 34 1000 CCMP

Total 5545 5545

Formation of

Step 1

Formation of

Step 2

Formation of

Step 3

Mass Balance of CCMP

Cl N

CH3

2-Chloro-5-methyl pyridine (CMP)

2-Chloro-5-chloromethyl pyridine (CCMP)

Cl

Cl NAIBN

Water

+ Cl Cl

Chlorine gas

+ H Cl

Hydrochloric acid


Herbicides and Intermediates

20. 2, 6-dimethylindanone


Step-1 Water along with Sodium Propionate, 4-Methyl Benzaldehyde and

Propionic Anhydride is treated in a reactor. With further distillation followed by

agitation gives an intermediate, C-acid.

Step-2 C-acid is treated with Sodium Hydroxide; Nickel and Hydrogen gas along

with water gives another intermediate DHC- Acid which is obtained after

distillation and filtration of mass.

Step-3 DHC- acid is now agitated with Phosphorous Trichloride and Toluene to

form an intermediate DHC- Acid Chloride, which is obtained by distillation of the

mass.

Step-4 DHC-Acid Chloride is now treated further with water and Toluene to give

the final product DMI followed by distillation and cooling.

Chemical Reaction:

Step I

+

4-Methyl bezaldehyde

(CH3 CH

2 CO)

2O

Propionic anhydride

CH3CH2COONa

Mol. wt-130.14Mol. wt-120.4 Mol. wt-176.2

CH3

COOH

CH3

+ CH3CH

2COOH+

Sodium propionate

Mol. wt-96.07

+ CH3CH2COONa

CHO

CH3

C - Acid

Step II

Step III

CH3

COOH

CH3

CH3

CH3

COCl

+

2-Me-3-(4-Me-Phenyl)propionic acid 2-Me-3-(4-Me-Phenyl)propanoyl chloride

Mol-wt-178.22 Mol-wt-196.67

H3PO3 +

+ PCl3

Phosphorous acid

Hydrochloric acid

Mol-wt-36.45Mol-wt-82.00

Phos.trichloride

Mol-wt-137.33

HCl

Solvent: Toluene

Step IV

CH3

CH3

COOH

CH3

COOH

CH3

(2E)-2-methyl-3-(4-Me-Phenyl) acrylic acid

M.Wt-176.2

2-Methyl-3-(4-Me-Phenyl) Propionic acid

M.Wt-178.22

+ H2

Hydrogen

M.Wt-2.00

Solvent: Toluene


CH3

COCl

CH3

O

CH3

CH3

DMI

+

2-Me-3-(4-methylphenyl) propanoyl chloride

Mol.wt-196.67 Mol.wt-160.20

Hydrochloric acid

Mol.wt-36.46

HCl

Solvent: Toluene

Mass Balance:

Kg Kg

Propionic anhydride 1809 2934

Mixture of Sodium

Propionate & Propionic

anhydride-sodium

propionate recoverySodium Propionate 1076

4-methyl benzaldehyde 1265

Water 466

Hydrogen 25 899 Effluent to ETP

Caustic lye (30%) 346 1269 Toluene recycled

DM Water 178

Toluene 1295

PCl3 300 1058 Rec.Toluene-recovery

Toluene 1079

Toluene 831 500 Effluent to MEE

Water 188 806 Rec. Toluene recovery


332 HCl by-product1000 DMI

Total 8859 8859

DMI Frationation

Mass Balance of DMI (2,6-dimethylindanone)

C-ACID Formation

DHC-Acid

Formation

DHC-acid Chloride

Formulation


21. 2, 6-dimethyl-2, 3-dihydro-1H-inden-1-amine


Step-1 DMI reacts with HCONH2 and HCOOH and produce the Intermediate. The

Intermediate is further agitated with HCl and NaOH in a closed reactor which

forms DMAI Isomers.

Chemical Reaction:

Mass Balance:

Kg Kg

Formamide 852 312Organic layer to

IncineratorFormic Acid 333 762 Effluent to MEE

DMI 454 672 Effluent to ETP

Water 920 1000 DMAI

HCl 81

Caustic Soda 107

Total 2746 2746

Mass Balance of DMAI

Formation of

Step 1

O

CH3

CH3

+ +HCONH2HCOOH

CH3

CH3

NH

O

H

+ H2O + CO2

DMI Intermediate

CH3

CH3

NH

O

H

+ HCl +

CH3

CH3

NH2

+ NaCl + HCOONa

Intermediate DMAI

2NaOH+ H

2O

CH3

CH3

NH2

trans-DMAI

CH3

CH3

NH2

DMAI

+CH3

CH3

NH2

cis-DMAI


22. 3H-1, 2, 4-Triazol-3-one, 4-amino-2,4-dihydro-5-(1-methylethyl)-


Step-1 Isobutyric acid agitated with hydrazine hydrate and toluene form 2-

methyl propane hydrazide.

Step-2 2-methyl propanehydrazide reacts along with methylcarbonochloridate,

NaOH and EDC forms methyl2-(2-methylpropanoyl) hydrazinacar boxylate.

Step-3 The methyl2-(2-methylpropanoyl) hydrazine carboxylate is reacted with

hydrazine forms IAT.

Chemical Reaction:

O

OH

Isobutyric acid

+ N2H4.H2O

NN

NH

O

NH2

O

NHNH2

Cl

O

Omethyl carbonochloridate

NaOH+EDCO

NHNH

O

O

N2H4.H2O

2-methylpropanehydrazide

methyl2-(2-methylpropanoyl)hydrazinecarboxylate

+ NaCl+H2O

+CH3OH + H2O

Hydrazine

hydrate

Toluene

Step 1Step 2

Step 3

Mass balance:

Kg Kg


Iso Butyric Acid 727 1201 Toluene-recycled

Hydrazine Hydrate 438 121 Residue to incinerator

Titatnium Dioxide 26

1,2-dichloro Ethane 476 452 Effluent to MEE

Caustic Soda 67 7811,2-dichloro ethane-

recycleMethyl Chloroformate 452 66 Residue to incinerator

Water 778

Hydrazine Hydrate 235 361 Effluent to ETP

157 Effluent to Incinerator

1000 IAT

Total 4425 4425

Formation of Iso

Butyric Acid

Hydrazide

Formation of

hydrazine caboxilic

acid

Mass Balance of IAT

Formation of

hydrazine caboxilic

acid


23. Ethyl (2R)-2-{4-[6-chloro-1, 3-benzoxazol-2-yl) oxy] phenoxy}

propanoate


2,6-Dichloro-1,3-benzoxazole and ethyl propanoate derivative reacts with K2CO3

and toluene in an agitation reaction and forms FPES.

Chemical Reaction:

O

OH

O

O CH3

CH3

+N

O

Cl

Cl

ethyl (2R)-2-(4-hydroxyphenoxy)propanoate

2,6-dichloro-1,3-benzoxazole

N

O

O

Cl

O

O

O CH3

CH3

ethyl (2R)-2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}propanoate

+ 2 KCl+ CO2 + H2O

K2CO3,Toluene

Mass Balance:

Kg Kg

Toluene 2910 87 Residue Incinerator

ethyl(2R)-2-(4-hydroxy

phenoxy)propanoate428 2823 Toluene recovered

Polyethylene Glycol 32 433 Effluent to ETP

Potassium Carbonate 152 1000 FPES

Water 478

2,6-dichlorobenzene

oxazole344

Total 4343 4343

Mass Balance of FPES

Formation of

Step 1


24. (2-{2-chloro-4-mesyl-3-[(RS)]-tetrahydro-2-furylmethoxymethyl}

benzoyl)-cyclohexane-1, 3-Dione)


AE-513 is now treated with Xylene and Thionyl Chloride with Acetonitrile,

Triethyl Amine and 1, 3-Cyclohexanedione. This mass is agitated after which

addition of Acetone Cyanohydrins and Sodium Bicarbonate is done. Filtration

and distillation process further give the final product AE-473.

Chemical Reaction:

Mass Balance:

Kg Kg

Emission 739 N2 + CO2

10% NaOCl Sol. 3997 Hypo

Scrubber

3772 Scrubber effluent to

MEE

NaOH 396 Caustic

Scrubber

684 Scrubber Effluent to

MEE

319 CO2 105 HCl

196 HCN 183 SO2

Xylene 1260 1239 Effluent to ETP

AE-513 1022 43 Solid to Incineration

Thionyl Chloride 400 1210 Recovered Xylene

Acetonitrile 860 551 Residue to Incinerator

1,3 Cyclohexanedione 204 432 Recycled IPA

Triethyl Amine 382 843 ACN recycled

Acetone cyanohydrin 28 1000 AE-473

Sodium Bicarbonate 15

Water 1330

HCl 88

Isopropanol 450

Caustic Flakes 81

Total 10513 10513

AE-473

Mass Balance of AE-473 ((2-{2-chloro-4-mesyl-3-[(RS)]-tetrahydro-2- furylmethoxymethyl}

benzoyl)-cyclohexane-1, 3-Dione))


25. 2-{2-chloro-4-(methylsulfonyl)-3-[(2, 2, 2-trifluoroethoxy) methyl]

benzoyl} cyclohexane-1,3-dione


747-Either treated with Thionyl Chloride along with toluene forms Acid Chloride

derivatives which is further treated with 1, 3-CHD forms O-acyl intermediate.

Acetone cyclohydrin is allowed in reaction vessel to form final product TMBT.

Chemical Reaction:

Mass Balance:

Kg Kg

Toluene 1830 1794 Toluene-recycled

747 Ether 566

Thionyl chloride 200


1,3 CHD 160 1711 Toluene-recovered

Triethyl amine 344

Cyanohydrine 118 316 Effluent to ETP

Water 520 1000 TMBT

Total 5503 5503

Mass Balance of Tembutrion(TMBT)

Fromation of

Step-1

Formation of

Step-2

Formation of

TMBT

+ SOCl2

Toluene

O

O

TEA

Toluene

Cl

O

S

CH3

OO

O

O

O CF3

O

O

Cl

O CF3

S

CH3

OO

O

(C2H5)3N.HCl+

Acid chloride derivatie

1,3-CHD

Thionyl chloride

+ HCl

Cl

HOOCO

SCH3

O O

CF3

Cl

ClOCO

SCH3

O O

CF3

O-Acyl intermediate

747-Ether

Acetone cynohydrin

TMBT


26. 2-chloro-4-(methylsulfonyl)-3-[(2, 2, 2-trifluoroethoxy) methyl]

benzoic acid


AE-014 and TFE both raw materials treated with NaOH prills and ACN along with

o-DCB to forms 747-Ether.

Chemical Reaction:

Mass Balance:

Kg Kg

ODCB 1378 865 Effluent to MEE

AE-014 816 949 Effluent to ETP

NaOH Prills126 1344 Rec ODCB recovered

Acetonitrile 540 529 Rec ACN recovered

Trifluoroethanol 713 1000 747-Ether

Water 1089

HCl 25

Total 4687 4687

Mass Balance of 747-Ether

Formation of 747

Ether


27. 3-Chloro-2-Methylthioanisole


35 % HCl solution is mixed with 3-Chloro-2-Methyl Aniline, NaNO2, Sodium

Carbonate under controlled condition. The mass is then reacted with Sodium

Methyl Mercaptane to carry out coupling reaction. Then EDC is charged to wash

the reaction mass and separate the organic & aqueous layer. EDC is being

recovered by distillation. The final product 2C6SMT is separated from the mass

by fractionation under vacuum.

Chemical Reaction:

Mass Balance:

Kg Kg

3-chloro-2-methyl

aniline410 140

Residue to

incinerator

HCl 53 788 Effluent to MEE

Sodium nitrite 480 761 Recovered EDC

Sodium carbonate 7 1057 Effluent to ETP

EDC 777 1000 2C6SMTSodium Methyl

Mercaptane1052

Water 967

Total 3746 3746

Mass Balance of 2C6SMT(3-chloro-2-methylthioanisole)

Formation of

2C6SMT

Cl C H 3

N H 2 Cl C H 3

S C H 3

2 NaCl N2

3-chloro-2-methylaniline +

NaNO2 + 2 HCl + CH3` SNa + + +

2H 2 O

sodium methyl mercaptane

2C 6 SMT Formula Weight = 141.59812 Formula Weight = 172.67506

Solvent: EDC


28. 5-(methylamino)-2-phenyl-4-[3-(trifluoromethyl) phenyl] furan-

3(2H)-one


Step-1 (3-trifluoromethylphenyl) acetonitrile and ethyl phenyl acetate are

treated with in an agitation reactor to form Phenyl butane nitrile compound.

Step-2 Phenyl butane nitrile further treated with acetic acid forms APTPF

Step-3 Reaction of APTPF with Methyl Amine forms final product Flurtamone

Chemical Reaction:

Step I

Step II

Step III

F

FF

N

+

O

O CH3

NaOEt

O

N

F

F

F

3-oxo-4-phenyl-2-[3-(trifluoromethyl)phenyl]butanenitrile(3-trifluoromethylphenyl)acetonitrile

Ethylphenylacetate

+ C2H5OH +NaCl

O

O

NH2

F

F F

Br2, CH3COOH

O

N

F

F

F

3-oxo-4-phenyl-2-[3-(trifluoromethyl)phenyl]butanenitrile 5-amino-2-phenyl-4-[3-(trifluoromethyl)phenyl]furan-3(2H)-one

+ H2O

+ 2HBr + CH3COOH

NH3+

O

O

NH

F

F F

CH3

Flurtamone

O

O

NH2

F

F F

5-amino-2-phenyl-4-[3-(trifluoromethyl)phenyl]furan-3(2H)-one

+ CH3 NH2

Methyl amine


Mass Balance:

Kg Kg

3-trifluoromethylphenyl

acetonitrile400 350 Effluent to ETP

Sodium Ethoxide 400 247 Effluent to MEE

Ethyl Phenyl Acetate 310

Bromine 380 203 Efffluent to MEE

Glacial Acetic Acid 665 600 Acetic Acid recovered

Water 138

Methylamine 413 223 Effluent to MEE

HCl 44 607NH3 solution as by-

productWater 767 287 Effluent to ETP

1000 FLURT

Total 3517 3517

Formation of

Step 1

Formation of

Step 2

Formation of

Step 3

Mass Balance of FLURT


29. Methyl (methylthio) Acetate


Methyl chloroacetate and Sodium Methyl Mercaptane reacts in a reactor and

forms MTAA

Chemical Reaction:

ClO

CH3

O+ CH3

SNa

CH3

OS

CH3

OMethyl chloroacetate

M.W.=108.523

Sodium methyl mercaptane

M.W. =70

Methyl(methylthio)acetate

M.W.=120.171

+ NaCl

Mass Balance:

Kg Kg

DM Water 537 190 Effluent to MEE

NaOH 65 97 Residue to incinerator

Phosphoric Acid (H3PO4) 157 359 Effluent to ETPTetrabutyl ammonium

bromide (TBAB)24 681 Rec MDC

Methyl chloro acetate 604 1000 MTAA

Sodium Methyl Mercaptane 246

MDC 694

Total 2327 2327

Mass Balance of MTAA

Formation of

MTAA


30. 1-(3-chloro-4, 5, 6, 7- tetrahydropyrazolo [1, 5-a] pyridin-2-yl)-5-

methyl (prop-2-ynyl) amino] pyrazole-4-carbonitrile


Step-1 TMOF and Malononitrile react with zinc chloride to form MMMN

Step-2 1, 1, 7-TCHO and Hydrazine hydrate reacts and form Int-2a

Step-3 Int-2A and MMMN and BMMM react together and form Int-3a

Step-4 Int-3a and HCl oxidized with H2O2 forms Int 4a

Step-5 Int-4a along with NaOH forms Int 4b

Step-6 Int 4b treated with TMOF, TBAB and p-TSA forms Int-5c

Step-7 Int 5c and proparygyl chloride treated with NaOH forms PYCL

Chemical Reaction:

Step I

OMe

OMe

OMe

H +

CN

CN

ZnCl2+

O

CN

CNCH3

Malononitrile MMMN

2MeOH

TMOF

n-butanol

O

CN

CNCH3

MMMN

n -Bu O

CN

CN

BMMN

+C4H10O+

CH3 O

CN

CN

MMMNButanol

+ MeOH

Step II

Cl

O

Cl

Cl

NNH

NH

NH2

Cl

1,1,7-TCHO

+

Hydrazine hydrate

+ 2HCl

2 NH2 NH2

H2O+

Int-2a

Step III

NNH

NH

NH2

Cl +N

NHN

N

Cl

NH2

CN

Int-2a

CN

NC

OCH3

MMMN+BMMN

+ MeOH + C4H

10O

MethanolInt-3a Butanol


Step IV

NNH

N

N

Cl

NH2

CNN

NH

N

N

NH2

CN

Cl

Cl

Int-4aInt-3a

+ 2H2O+HCl + H2O

2

Step V

NNH

N

N

Cl

NH2

CN

Cl

NN

N

N

NH2

CN

Cl

Int-4bInt-4a

+ H2O+NaOH + NaCl

Step VI

NN

N

N

NH2

CN

Cl

OMe

OMe

OMe

Int-4b

TMOF

TBAB 2 H2O+ + +

NN

N

N

NH

CN

Cl

CH3Int-5c

2CH3OH

Methanol

TBAB HCOOH p-TSA + H2O+ + + +

Step VII

NN

N

N

NH

CN

Cl

CH3

NN

N

N

N

CN

Cl

CH3

CH

CH Cl

Int-5c

+ + NaCl

PYCL

Propargyl chloride

+NaOH

sodium hydroxide

+H2O


Mass Balance:

Kg Kg

Malononitrile 577 830 Recovered Methanol

Zinc chloride 1 115 Recovered n-Butanol

n-Butanol 561

Trimethylorthoformate 1113

Hydrazine Hydrate 531 643 n-butanol recycled

1,1,7-trichloroheptene-3-

one458 597

Nitrogen to Wet

Scrubber

Conc. HCl 50 141 Effluent to ETP


Hydrogen Peroxide 188 149 HCl by-product

NaOH Soln 55

Trimethylorthoformate 922 733 Effluent to ETP

TBAB 27 590 Recovered TMOF

DM Water 262

Caustic Lye 167 646 Effluent to MEE


Propargyl chloride 212 1000 PYCL

Total 5833 5833

Mass Balance of PYCL

Formation of Step 4

Formation of Step 1

Formation of Step 3

Formation of Step 2


31. 3-[1-(3, 5-dichlorophenyl)-1-methylethyl]-3,4-dihydro-6-methyl-5-

phenyl-2H-1,3-oxazin-4-one


Step-1 Mehtyl phenylacetate and Ethyl acetate reacts with Sodium Methanolate,

Hydrochloric acid and Ethyl Acetate and forms EAPA.

Step-2 EAPA reaction with Chloromethane and Magnesium Metal and TFH forms

DCAL

Step-3 DCAL treated with acetonitrile, sulfuric acid, sodium hydroxide forms

DCAA

Step-4 DCAA dissolved in hexanol with sodium hydroxide forms DCAM

Step-5 DCAM treated with -1-methylethylamine and formaldehyde with solvent

xylene forms DCIM.

Step-6 EAPA and DCIM reaction in xylene forms MY-100

Chemical Reaction:

Step I

OCH3

O

OC2H5

O

CH3 O

CH3 O

O

CH3

+ + +

methyl phenylacetate

M F = C9H

10O

2

F W = 150.17

ethyl acetate

M F = C4H

8O

2

F W = 88.10

EAPA

M F = C12

H14

O3

F W = 206.23

+

M F = CH3NaO

F W= 54.02

sodium methanolate

HClCH3ONa

Solvent: Ethyl acetate2 CH3OH + NaCl

Step II

Cl

O

Cl

Cl

3,5-dichlorobenzoyl chloride

OH

Cl

Cl

CH3CH3

2-(3,5-dichlorophenyl)propan-2-olM F = C

7H

3Cl

3O

F W = 209.45

+

M F = CH3Cl

F W = 50.48

chloromethane

+ Mg2+

M F = MgF W= 24.3

Magnesium Metal

M F = C9H

10Cl

2O

F W = 205.08

+ ++ 2H+2 CH3Cl MgCl2 HClSolvent: THF


Step III

OH

Cl

Cl

CH3CH3

NH

Cl

Cl

CH3CH3

CH3

O

( DCAA)M F = C9H

10Cl

2O

F W = 205.08

2-(3,5-dichlorophenyl)propan-2-ol

+

M F = C2H

3N

F W= 41.05

acetonitrile

+

M F = H2O

4S

F W = 98.07

sulfuric acid

M F = C11

H13

Cl2NO

F Wt= 246.13

+

M F = HNaOF W = 39.99

sodium hydroxide

+

M F = Na2O

4S

F W= 142.04

sodium sulfate

+

M F = H2O

F W= 18

Water

CH3CN H2SO4 2 NaOHSolvent: Acetonitri le

Na2SO42 H2O

Step IV

NH2

Cl

Cl

CH3CH3

DCAM

NH

Cl

Cl

CH3CH3

CH3

O

( DCAA)

M F = C11

H13

Cl2NO

F Wt= 246.13

+

M F = HNaOF W = 39.99

sodium hydroxide

+

M F = C9H

11Cl

2N

F W = 204.09

sodium acetate

M F = C2H

3NaO

2

F W = 82.03

NaOH CH3COONa

Solvent: Hexanol

Step V

N

Cl

Cl

CH3

CH3

CH2

+H O +NH2

Cl

Cl

CH3CH3

1-(3,5-dichlorophenyl)-1-methylethylamine

M F = C9H

11Cl

2N

F W = 204.09

formaldehyde

M F = CH2O

F W = 30.025

M F = C10

H11

Cl2N

F W = 216.10

( DCIM)

H2O

Solvent: Xylene

Step VI

O

O CH3

CH3 O

Cl

Cl

CH3

CH3N

CH2

N

O

O CH3 CH3

Cl

ClCH3

CH3 OH

EAPA

Xylene

EthanolDCIM MY-100

Molecular Formula = C12

H14

O3

Formula Weight = 206.26Molecular Formula = C

10H

11Cl

2N

Formula Weight = 216.1

++


H19

Cl2NO

2


Molecular Formula = C2H

6O



Mass Balance:

Kg Kg

Stage-I

Methyl phenyl Acetate 205 510 Ethyl Acetate recycled

Ethyl acetate 536 129 Effluent to ETP

Sodium Methanoate 359 1030 EAPA

Water 512

HCl 56

Stage-II

3,5-dichlorobenzoyl

Chloride217 205 Effluent to ETP

Chloromethane 292 1063 THF recycled

Water 638

Magnesium metal 1

THF 1108

Acetonitrile 41 98 Effluent to MEE

Sulphuric Acid 100 464 Incineration salt

DM Water 401

Sodium Hydroxide 64

Hexanol 2126 504 Effluent to ETP

NaOH 97 1956 Hexanol recycled

Formaldehyde 221 324 Effluent to MEE

Xylene 506 491 Xylene recovered

706 DCIM

EAPA (Stage-I) 1030 738 Effluent to ETP

DCIM (Stage-II) 706 103 Xylene recovered

Xylene 106 1000 MY-1000

Total 9321 9321

Formation of DCIM

Formation of

MY_100

Formation of DCAM

Mass Balance of MY-100 (3-[1-(3,5-dichlorophenyl)-1-methylethyl]-3,4-dihydro-6-methyl-

5-phenyl-2H-1,3-oxazin-4-one)

Fractionation of

DCAL

Formation of DCAA

Formation of EAPA


32. 3-[[(2, 5-dichloro-4-ethoxyphenyl) methyl] sulfonyl]-4, 5-dihydro-

5, 5-dimethylisoxazole


Step-1 2, 5 DCP reacts with Diethyl sulfate in presence of caustic lay in agitator

reactor to form DCEB.

Step-2 DCEB and Paraformaldehyde react in presence of acidic nature, so HCl is

charged in reactor to maintain the acidity of mass and after reaction EBC is

formed.

Step-3 BIO and Thiourea reacts to each other in reactor to forms ITCA for next

step.

Step-4 ITCA reacts in presence of Caustic to convert into SIO.

Step-5 EBC and SIO are charged in reactor, agitating the mass its forms ISB.

Step-6 ISB reacts with oxidizing agent H2O2. IPA is added to remove the

impurity. After getting the lake palace the IPA was recovered through distillation

process.

Chemical Reaction:

Step I

Cl

OH Cl

Cl

H5C2O Cl

Diethyl sulphate

2,5-DCP DCEBNaOH

Step II

(HCHO)n

35 %aq.HCl

Cl

H5C2O Cl

Cl

H5C2O Cl

Cl

DCEB EBC

Step III

O

N CH3

CH3Br

BIO

+ NH2 NH2

S

Thiourea

ON CH

3

CH3

S

NH2

NH

HBr.

ITCA


Step IV

Step V

Step VI

Mass Balance:

ON CH3

CH3S

NH2

NH

HBr.

ITCA

+ 2 NaOH

ON CH3

CH3NaS

SIO

+ NH2

O

NH2+ NaBr + H

2O

ON CH3

CH3NaS

SIO

+

Cl

Cl

Cl

H5C2O

EBC

Cl

ClH5C2O

ONCH3

CH3S

ISB

+ NaCl

Cl

H5C2O Cl

S

O

NCH3

CH3

Lake Palace ISB

Cl

H5C2O Cl

S

O

NCH3

CH3O

O+ 2H2O

2+ 2H2O

IPA


Kg Kg

Stage-I

DCP 161 200 Effluent to MEE

NaOH 60 25 Effluent to ETP

Water 340

Diethyl Sulfate 183

Paraformaldehyde 176 350 Effluent to ETP

HCl 29 775 EBC

Water 401

Stage-II

BIO 1292 752Organic Layer to

Incinerator

Thiourea 89

Water 420

NaOH 77 209 Effluent to MEE

917 SIO

EBC (Stage-I) 775 323 Effluent to MEE

SIO (Stage-II) 917

Water 589

Hydrogen Peroxide 455 884 Effluent to ETP

IPA 890 543 LOD to incinerator

876 IPA Recovery1000 LP

Total 6853 6854

Mass Balance of LP

Formation of LP

Formation of Step

2

Formation of Step

3

Formation of Step

1

Formation of Step

4

Formation of Step

5


33. Pantoxazone


Step-1 A solution of para flurophenol in Ethylene DiChloride (EDC) is prepared

in an agitated vessel. Now chlorine is fed to form reaction mass

Step-2 Caustic lye along with Ethyl Chloro Formate treated with reaction mass

as received from step-1. This mass is neutralized with caustic lye solution. Now

to the reaction mass is added Ethyl Chloro Formate. When the feed is over mass

is washed with water and is sent to next step.

Step-3 In a vessel mixture of sulfuric acid and nitric acid is prepared and mass

of Step-2 is received in a reactor; Nitrating mixture is now slowly fed into this

mass forms an organic Mass

Step-4 Reaction mass receive from step-3 is taken in a reactor. Hydrogen gas is

fed in this mass. The reduced mass is sent for next step.

Step-5 In a vessel Cyclo Pentyl Bromide is treated with caustic lye. Mass of

Step-5 is added Cyclo Pentyl Bromide. Toluene is distilled off from the reaction

mass. This mass is than sent to next step.

Step-6 Toluene is taken and metal sodium is charged under nitrogen

atmosphere and agitated. Ethyl alcohol is fed. Mass a mixture of ethyl chloro

acetate & acetone is fed to get alkyl butanoate. The mass is than reacted with

Alkyl Butanoate forms KPP.

Chemical Reaction:


Mass Balance:

Kg Kg

4 Fluorophenol 620 1718 HCl byproductChlorine 430 1842 NaBr - byproduct

Caustic 590 828 Effluent to ETP

Ethyl Chloroformate 736 30Solid waste to

incineratorSulphuric Acid 520 690 Toluene recycledNitric Acid 582 1000 KPP-314Hydrogen Gas 64

Chloroformate 670

Alkyl Bromide 536Alkyl Butaneoat 200Water 432

Toluene 728

Total 6108 6108

Mass Balance of KPP (Pentaxozone)

KPP-314


34. Methyl Dichloro Phosphine


Step-1 Methyl Chloride, Aluminum Chloride and Phosphorus trichloride reacts

with Diethyl phthalate forms mass of Methyldichlorophosphine.

Step-2 Methyldichlorophosphine treated with n-Butanol forms final product

MPBS

Chemical Reaction:

Step I

Step II

Mass Balance:

Kg Kg

Phosphorous

trichloride2422 2373

Phosphorous

trichloride-recycled

Aluminium Chloride 1176 2469AlCl3.Diethyl Phthalate-

recoveryMethyl Chloride 472 18 Residue to incinerator

Diethyl phthlate 1558 13 Cut-1-recycled

Yellow Phosphorous 176

N-Butanol 899 356 HCl By-product


DM Water 333 887 n-Butanol-recycled

1000 MPBS

Total 7693 7693

Formation of

Step 1

Mass Balance of MPBS

Formation of

Step 2

PCl3+ AlCl

3 +CH3Cl

PCH3

Cl

Cl

+ AlCl3

Methyl dichlorophosphine

Methyl Chloride Aluminum chloride Phosphorous trichloride

Diethyl phthalate

O

O

CH3

O

O CH3

+

Diethyl phthalate.+Cl2

PCH3

Cl

Cl

+ OH CH32P

CH3

O

H

O CH3

Methyl dichlorophosphine n-Butanol Methyl phosphonic butyl ester

+ +n-BuCl HCl


35. N-(2 Chloro-4 Fluoro-5-((ethoxy carbonyl)-amino)-benzoyl)-N-iso-

propyl-N-methyl-sulfamid


Step-1 Chlorine gas along with CFT, AIBN is agitated in a reactor to form an

intermediate product CFN thereby producing 30% HCl as a byproduct.

Step-2 CFN is then treated with DM water and Iron Chloride. The mass is then

quenched with Chlorobenzene which is then treated with Sodium Hydroxide and

water to form another intermediate product SLFD.

Step-3 This intermediate SLFD is further treated with Hydrogen gas and water

in presence of catalyst to form the final product PCM.

Chemical Reaction:

Step I

F

CH3

Cl

F

CCl 3

Cl

CCl 3

F

Cl

O2N

2-chloro-4-fluorotoluene 2-chloro-4-fluorobenzotrichloride 2-chloro-4-fluoro-5-nitrobenzotrichloride

Cl2

AZO INITIATOR

HNO3 / H2SO4

Step II

O2N

F Cl

CCl 3

1-chloro-5-fluoro-4-nitro-2-(trichloromethyl)benzene

hydrolysis

O2N

F Cl

O

Cl+ ClH2

2-chloro-4-fluoro-5-nitrobenzoyl chloride

+ OH2

CH3

NH

CH3

CH3 + SO2Cl 2

CH3

N

CH3

CH3

SO

O

Cl

+ClHNH3 gas

CH3

N

CH3

CH3

SO

O

NH2

N-isopropyl-N-methylamine isopropyl(methyl)sulfamoyl chloride N-isopropyl-N-methylsulfamide

+ ClH

O2N

F Cl

O

Cl

+CH3

N

CH3

CH3

SO

O

NH2

O2N

F Cl

OCH3

N

CH3

CH3

SO

O

NH

+ ClH

2-chloro-4-fluoro-N-{[isopropyl(methyl)amino]sulfonyl}-5-nitrobenzamide

N-isopropyl-N-methylsulfamide

2-chloro-4-fluoro-5-nitrobenzoyl chloride


Step III

NO2

F Cl

O

NHS

O O

N

CH3

CH3

CH3 Step 4A

Catalyst

Methanol

+ 3H2

H2N

F Cl

O

NHS

O O

N

CH3

CH3

CH3

+ 2H2O

H2N

F Cl

O

NHS

O O

N

CH3

CH3

CH3

+

Cl

O

O CH3

CH3

O

NH

F

Cl

O

NHS

O O

N

CH3

CH3

CH3

+ HCl

Step 5A

Toluene

800-Cl-Sulfonamid 800-Cl-Anil in Water

800-Cl-Anil in Ethyl Chloroformate800-Chlorid

Hydrochloric Acid

Hydrogen

Mass Balance:

Kg Kg

Stage I

2,4-CFT 451 548 Effluent to ETP

Chlorine gas 652 242 Effluent to MEE

Oleum 297 488 Recovered Ethanol

Ethanol 508


990 Intermediate-1

Stage II

N-isopropyl-N-

methylamine495 196 Effluent to MEE

NH3 112 186 HCl by-product

SO2Cl2 283

Water 282 790 Intermediate-2

Intermediate-1

(Stage-I)990 642 Effluent to ETP

Intermediate-2

(Stage-II)790 165 Residue to Incinerator

Water 346

Methanol 320 287 Methanol recovered

Hydrogen 11

ECF 330 462 Effluent to ETP


236 HCL by-product

1000 PCM

Total 6565 6565

Mass Balance of PCM (N-(2 Chloro-4 Fluoro-5-((ethoxy carbonyl)-amino)-benzoyl)-N-

iso-propyl-N-methyl-sulfamid)

Formation of CFN

Formation of SLFD

intermediate-1

Formation of SLFD

intermediate-2

Formation of SLFD

Formation of

Intermediate-3

Formation of PCM


36. Ethyl 3-amino-4,4,4-trifluorobut-2-enoate


Step-1 Ethyl trifloroacetate and ethyl acetate are charged in a reactor for

agitation reaction with HCOONa to obtain ETFAA.

Step-2 ETFAA treated with ammonium acetate along with acetic acid produce

EATB.

Chemical reaction:

Step I

ethyl trifluoroacetate ethyl acetate ETFAA

F3C O

O

+O

O

HCOONa F3C

O

O

O

+ CH3CH2OH

Step II

ETFAA

F3C

O

O

O

+ CH3COONH4

AcOH F3C

NH2

O

O

+

EATB

CH3COOH + H2O

Mass Balance:

Kg Kg

ETFA 558 1353 Distillate recycled

Ethyl Acetate 493 248 Residue to incinerator

Sodium Ethoxide 283 323 Effluent to ETP

Acetic Acid 354 1000 EATB

Ammonium Acetate 570

Sodium Bicarbonate 98

Water 568

Total 2924 2924

Formation of

Step 1

Mass Balance of EATB


37. 2, 6-bis (4,6-dimethoxypyrimidin-2-yloxy)benzoic acid


DHBA and DMMSP are agitated with NaH and THF to form BPS.

Chemical Reaction:

Mass Balance:

Kg Kg

THF 617 18 H2 to atmosphere

NaH 200 669 Effluent to ETP

DHBA 253 598 THF recovery

DMMSP 770 1000 BPS

Water 445

Total 2285 2285

Formation of

Step 1

Mass Balance of BPS

OHOH

O OH

+NN

S OO

CH3

OCH3H3CO

2 + 3 NaH

MW 154.12

THF N

N N

N

OO

COONa

OCH3

OCH3

H3CO

OCH3

BPS

MW 218.23

+ 2 CH3SO2Na + 3 H2

DHBA DMMSPMW 452.35

Na-Salt MSA

MW 102.08MW 24

Sodium hydride


38. N, N-Dimethyl-2-[N-[N-(4, 6-dimethoxypyrimidin-2-yl)-

aminocarbonyl] aminosulfonyl]-4-(N-formylamino) benzamide,

sodium salt


Step-1 PCF and ADMP react with each other with mixture of TFH and forms

ADMP Carbamate

Step-2 The reaction with NSA and ACN of ADMP carbamate produce NSU

Step-3 Reaction of NSU along with Hydrogen, NaMoO4 and H2SO4 produce ASU.

Step-4 ASU, Formic Acid and acetic anhydride reacts in a reaction vessel. On

further addition of Acetone FRSF is obtained.

Step-5 FRSF is reacted with sodium methoxide and acetone forming final

product FRSF-Na.

Chemical Reaction:

PCF

THF

O Cl

O

+N

N

OCH3

OCH3

NH2

ADMPADMP Carbamate

Step-I

+ HCl

Hydrochloric acid

O NH N

N

OCH3

OCH3

O

K2CO3 +

NSANSU

+O

NH N

N

O

CH3

O

O

CH3

N

O

O

N

CH3 CH3

O

S

NH2

OO

N

NNH

O

O

CH3

CH3

OK

N

O

CH3 CH3

SN

O O

O2N

ADMP Carbamate

+ ACN

OH

+ KHCO3

Phenol

Step-II

3 H2 NaMoO4 H2SO4

ASU

+

NSU

+ + KHSO4

N

NNH

O

O

CH3

CH3

OK

N

O

CH3 CH3

SN

O O

O2N

N

O

CH3 CH3

SNH

O O

NH2

N

NNH

O

O

CH3

CH3

O

2 H2O

Step III


HCOOH

FRSF

+

ASU

+ Ac2O

N

O

CH3 CH3

SNH

O O

NH

N

NNH

O

O

CH3

CH3

O

O

2CH3COOH

Formic Acid

N

O

CH3 CH3

SNH

O O

NH2

N

NNH

O

O

CH3

CH3

O

+

Acetic anhydride

Acetone

Step IV

Step V

NaOMe Acetone

FRSF-Na

++

N

O

CH3 CH3

SN

-

O O

NH

N

NNH

O

O

CH3

CH3

O

O

Na

CH3OH

Sodium Methoxide

N

O

CH3 CH3

SNH

O O

NH

N

NNH

O

O

CH3

CH3

O

O

FRSF


Mass Balance:

Kg Kg

Water 522 539 HCl by-product

17 HCl

THF 832 199 Effluent to ETP

ADMP 272 33 LOD to Incinerator

Phenyl chloroformate 423 799 THF Recyled

Acetonitrile 2200 2145 Acetonitrile-recycled

NSA 490

K2CO3 92

Water 1050


Hydrogen Gas 22 1100 Effluent to ETP

Sulphuric Acid 69 435 Effluent to Incinerator

Formic Acid 335

Acetic anhydride 368 272 Acetone-Recovery

Acetone 278

Acetone 330 216 Effluent to MEE

Sodium Methanoate 280 102 LOD to incinerator

323 Acetone-Recovery

1000 FRSF/FSS

Total 7970 7970

Mass Balance of FRSF-FSS

Formation of

Step 4

Formation of

Step 5

Formation of

Step 2

Formation of

Step 3

Formation of

Step 1

Scrubber


39. 3-ethylsulfonyl-2-pyridine sulfonamide


Step-1 3-AMP reacts with aq. HCl and NaOH along with Chlorine Gas and forms

CAMP.

Step-2 CAMP further treated with NaNO2 and NaHSO3 forms CAPS

Step-3 CAPS with K2CO3, NaHCO3, NaSO3 and C2H5Br is charged in agitation

reactor to form CESP.

Step-4 CESP further reacted with NaSH, chlorine Gas and Ammonia Gas in

presence of hydrogen forms finals product 3-ethylsulfonyl-2-pyridine

sulfonamide.

Chemical Reaction:

Step I

N

NH2

N

NH2

Cl

Aq.HCl

Cl2 NaOH + NaCl + H2O+ +

3-AMP CAMP

Step II

N

NH2

ClN

S

O

O

Cl

Cl

NaHSO3,+ N2 + NaCl + H2O

+ ++H Cl NaNO2

CAMPCAPS

32 3

Step III

N

S

O

O

Cl

Cl

N

S

O

O

Cl

NaHCO3 + CO2+ + NaClNa2SO3

K2CO3+ + +C2H

5Br

CAPSCESP

NaBr + SO2 + H OH

Step IV

N

S

O

O

ClN

S

O

O

SO

O

NH2

NaSH, + + NH4Cl2Cl

26 NH

3+ +

CESP

ESPS

+ + H2O

4NaOClO2+


Mass balance:

Kg Kg

3-Aminopyridine 378 20 Effluent to ETP

DM Water 384

HCl 44

Ferric Chloride 1

Chlorine gas 84

Sodium Hydroxide 75

Sodium Bisulfite 281 510 Effluent to MEE

Sodium Nitrite 213

HCl 42

DM water 201

Copper chloride 1

Caustic solution 158 185 Spent to MEE

27 SO2

Sodium Sulfite 337 609 Effluent to MEE

Sodium bicarbonate 18

Water 82

Ethyl Bromide 37

Potassium carbonate 23

NaSH 202 530 Effluent to ETP

Chlorine Gas 219 611 Effluent to Incinerator

Water 582 1000 ESPS

Ammonia 103

Total 3465 3465

Formation of Step 1

Formation of Step 2

Formation of Step 3

Mass Balance of ESPS

Formation of ESPS


40. Methyl 2-amino-4-{[(methylsulfonyl) amino] methyl}benzoate


Step-1 Reaction is carried out between Methyl 4-cyano 2-nitrobenzoate and HCl

charging hydrogen gas, Toluene and CAcOH to produce Intermediate.

Step-2 Methane sulfonyl chloride and trimethyl amine along with thionyl

chloride is added to intermediate and agitated further to produce final Product.

Chemical Reaction:

Step I

OO

NO2

CN

OO

NH2

NH2

HCl

+ 5 H + 2 H2+ HClii) Toluene

OO

NH2

NH2

HCl

OO

NH2

NH

SO O

MeSO2Cl

Et3N

+ S

O

O

Cl + 2 Et3 + 2 Et3

AMSB

methyl 4-cyano-2-nitrobenzoate

Step II

DMAc

i) CAcOH

Mass Balance:

Kg Kg

Methyl 2-nitro 4-

cyanobenzoate627 712 Toluene recycled

Acetic Acid 969 895Acetic acid

recycled

Hydrogen Gas 23

Toluene 727

HCl Gas 66

DMAC 800 768 DMAC recycled

Triethyl Amine 560 1372 MDC recycled

methanesulfonyl

chloride320 688 Effluent to MEE


MDC 1400 1000 Mesylamid

Total 6559 6559

Mass Balance of Mesylamid

Formation Step 1

Formation Step 2


41. 2-(trifluoromethoxy) aniline


Step-1 Bromine along with trifluromethoxy benzene forms 4-bromophenyl

trifluoromethyl ether

Step-2 4-bromophenyl trifluoromethyl ether treated with H2SO4, MDC with

fuming HNO3 forms mass of 4-bromo 2-nitrophenyl trifloromethyl ether and 4-

bromo 3-nitrophenyl trifloromethyl ether

Step-3 Mass of 4-bromo 2-nitrophenyl trifloromethyl ether and 4-bromo 3-

nitrophenyl trifloromethyl ether along with hydrogen gas forms the final product

Chemical Reaction:

Step I

O F

F

F

+ Br2

O F

F

F

Br

Trifluoromethoxy benzene Bromine 4-bromophenyl trifluoromethyl ether

+ HBr

Step II

+ Fuming HNO3

O F

F

F

Br

N+ O

-O

O F

F

F

Br

4-bromophenyl trifluoromethyl ether

H2SO4

4-bromo-2-nitrophenyl trifluoromethyl ether

+

O F

F

F

Br

N+

O-

O


MDC

- 2H2O

Step III

+O F

F

FNH2

+

O F

F

FNH2O F

F

F

Br

N+ O

-O


O F

F

F

Br

N+

O-

O


2-(trifluoromethoxy)aniline 3-(trifluoromethoxy)aniline

4 H2

+2 H2O + HBr


Mass Balance:

Kg Kg

Trifluoromethoxy

benzene1219 761 HBr By-Product

Bromine 1203

Fuming Nitric Acid 205 339 Effluent to ETP

Sulphuric Acid 22

Methylene

Dichloride185

DM Water 521

Hydrogen Gas 75 761 HBr By-product339 Efluent to MEE

232Residue to

Incinerator

1000 OTMA

Total 3431 3431

Formation of step-1

Formation of step-2

Formation of OTMA

Mass Balance of OTMA


42. Cyanazine


Step-1 2-hydroxy 2-mrthyl propanenitrile and ammonia gas react with each

other in a reactor from 2-amino 2-methylpropanenitrile.

Step-2 2, 4, 6-trichloro-1, 3, 5-triazine react with 2-amino 2-

methylpropanenitrile and forms CNZ.

Step–3 CNZ wash with DM water and form final product CNZ.

Chemical Reaction:

CH3

CH3

OH N

2-hydroxy-2-methylpropanenitrile

CH3

CH3

NH2N

2-amino-2-methylpropanenitrile

NH3

AMP

+ H2O

Step I

N

N

N

ClCl

Cl

2,4,6-trichloro-1,3,5-triazine

CH3

CH3

NH2

N

N

N

N

Cl

NH

Cl

CH3

CH3

N

+

CNZ-I

+ HCl

2-amino-2-methylpropanenitrile

Step II

N

N

N

Cl

NH

Cl

CH3

CH3

N

N

N

N

NH

NH

Cl

CH3

CH3

N

CH3

CNZ-II

+ HCl

Aq. Ethyl amine solution+H2O

Step III


Mass Balance:

Kg Kg

2-hydroxy-2-

methylpropanenitrile693 845 Effluent to MEE

Ammonia 481

2,4,6-trichloro-1,3,5-

triazine939 300 Effluent to ETP

145 HCl By-product

DM Water 787 422 Effluentto ETP

Aq. Ethyl amine 281 468 HCl by-product

1000 CNZ

Total 3180 3180

Formation of CNZ

Mass Balance of CNZ(Cynazine)

Formation of

intermediate-1

Formation of CNZ-I


43. N-(5, 8-dimethoxy [1, 2, 4] triazolo [1, 5-c] pyrimidine-2-yl)-2-

fluoro-6-(trifluoromethyl) benzenesulfonamide


Step-1 1, 4 dimethoxy benzene and Ethyl carbon isothiocyanatidate and

carbonate compound in reactor to form Intermediate.

Step-2 The intermediate is treated with FTBSC to form final Product DTPBS

Chemical reaction:

Step I

NN

O

O

CH3

CH3

NH2

1,4-dimethoxybenzene

S N

O

O CH3

ethyl carbonisothiocyanatidate

NN

O

O

CH3

CH3

NH NH

S O

O CH3

NN

O

O

CH3

CH3

NH NH

N O

O CH3

OH

NN

O

O

CH3

CH3

N

N

NH2

ethyl [(2,5-dimethoxypyrimidin-4-yl)carbamothioyl]carbamate

5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

Step 2

+ HSH

+O

O CH3H

ethyl formate

+ H OH

Step II

NN

O

O

CH3

CH3

N

N

NH2

CF3

S

O

O

Cl

F

F3C

S

O

O

F

NN

O

O

CH3

CH3

N

N

NH

5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-2-fluoro-6-(trifluoromethyl)benzenesulfonamide

FTBSC

+HCl


Mass Balance:

Kg Kg

Water 360 406 HCl by-product

46 HCl

4-amino-2,5-

dimethoxypyrimidine 600 1337 Effluent to ETP

ethoxy carbonyl

isothiocyanate 583 110 LOD to incinerator

Toluene 38

deionized water 57

hydroxylamine 154

Water 196Methanol 258

Toluene 223 219 Effluent to ETP2-fluoro-6-

(trifluoromethyl)

benzenesulfonyl

chloride

588 268 Effluent to MEE

Water 498 215 Toluene recycled

1000 DTPBS

Total 3555 3555

Mass Balance of DTPBS

Formation of Step 1

Formation of Step 2


Fungicides and intermediates

44. (2E)-2-(Methoxyimino)-N-Methyl-2-(2-Phenoxyphenyl) Acetamide


Step-1 Phenol reacts with 1, 2-dichlorobenzene and potassium hydroxide and

forms 1-chloro-2-phenoxybenzene.

Step-2 1-chloro-2-phenoxybenzene further treated with magnesium, THF or

Xylene in presence of Ethyl bromide forms Grignard mass which with further

addition of water forms butyl oxo (2-phenoxyphenyl) acetate.

Step-3 Methyl amine is further added to butyl oxo (2-phenoxyphenyl) acetate

forms N-methyl-2-oxo-2-(2-phenoxyphenyl) acetamide.

Step-4 N-methyl-2-oxo-2-(2-phenoxyphenyl) acetamide treated with

hydroxylamine sulphate forms (2E)-2-(Hydroxykmino)-N-methyl-2-(2-

phenoxyphenyl) acetamide.

Step-5 (2E)-2-(Hydroxykmino)-N-methyl-2-(2-phenoxyphenyl) acetamide

treated with dimethyl sulphate and potassium carbonate forms the final product.

Chemical Reaction:

Step I

OH Cl

Cl

+

O

Cl

Phenol 1,2-dichlorobenzene1-chloro-2-phenoxybenzene

KOH + + +KCl H2O

Step II

O

Cl

1-chloro-2-phenoxybenzene

MgO

MgCl

O

COCOOBu

butyl oxo(2-phenoxyphenyl)a

cetate

THF / Xylene

+Ethyl Bromide

Grignard mass

+ BuOH

H20+ Mg(OH)Cl

MW : 76.8

Step III

O

COCOOBu

O

COCONHCH3

butyl oxo(2-phenoxyphenyl)acetate N-methyl-2-oxo-2-(2-phenoxyphenyl)acetamide

40 % MeNH2

+ BuOH


Step IV

O N

O

NH

CH3

OH

N-methyl-2-oxo-2-(2-phenoxyphenyl)acetamide

(2E)-2-(hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

O O

O

NH

CH3

(NH2OH)2.H2SO4

+ H2SO4 H2O+ NH2OH

30% HCL

+ HCL

Step V

(CH3)2SO4O N

O

NH

CH3

OH

O N

O

NH

CH3

O

CH3

(2E)-2-(hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

(2E)-2-(methoxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

H2O/K 2CO3

Mass Balance:

Kg Kg

Molten Phenol 442 13851,2-dichloro benzene-

recovery1,2-dichloro benzene 1406

KOH 117

Water 52

Xylene 1447

Magnesium Turnings 8 1404 Xylene-Recovery

Ethyl Bromide 20

Di Butyl Oxalate 476

Water 378

Methylamine 582 1120 Effluent to MEE

Water 521

Hydroxyl amine

sulphate255 765 Effluent to ETP

HCl 79 84 LOD to incinerator

Potassium Carbonate 13 850 Effluent to ETP

Dimethyl Sulphate 233 56 LOD to IncineratorWater 636 1000 SSF-126/OXIME

Total 6664 6664

Mass Balance of SSF-126-OXIME

Formation of Step 4

Formation of Step 5

Formation of Step 1

Formation of Step 2

Formation of Step 3


45. N, N'-[1, 4-Piperazinediyl-Bis (2,2,2-Trichloroethylidene)]-Bis-

[Formamide]


Step-1 Trichloroacetaldehyde and Formamide together forms 2,2,2-trichloro-1-

hydroxy ethylformamide

Step-2 2, 2, 2-trichloro-1-hydroxy ethylformamide treated with Phosphorus

Trichloride forms 1,2,2,2-tetrachloro ethylformamide.

Step-3 1, 2, 2, 2-tetrachloro ethylformamide treated with Piperazine forms

TRFRN

Chemical Reaction:


Mass Balance:

Kg Kg

Trichloroacetaldehyde 849

Formamide 251

Phosphorous

Trichloride


Piperazine 656 1242 n-Butyl acetate

ByproductWater 622 397 Effluent to ETP

1000 TRFRN

Total 2917 2917

Mass Balance of TRFRN (Triforine)

Formation of step-1

Formation of step-2

TRFRN formation


46. N-(1-Cyano-1, 2-Dimethylpropyl)-2-(2,4—Dichlorophenoxy)

Propanamide


Step-1 DCPPA reacts with SOCl2 forms DCPPA-Cl

Step-2 DCPPA-Cl and ADMBN when treated with each other form FNXL in

combination with NaCl, CO2 and H2O.

Chemical Reaction:

Mass Balance:

Kg Kg

Caustic solution 264 321Scrubber effluent to

MEE

21 HCl

37 SO2

DCPPA 800 302 Residue to solid

incineratorToluene 900 882 Toluene Recovery

Thionyl Chloride 430

ADMBN 445 217 Residue

NaHCO3 2 577 Effluent to ETP

Water 450 1000 FNXL

NaOH 8

Total 3299 3299

Formation of DCPPA-Cl

Formation of FNXL

Mass Balance of FNXL

Caustic scrubber

CH3

O

OHO

ClCl+ SOCl

2 CH3

O

Cl

O

ClCl

Step-I

DCPPA-ClDCPPA

+ SO2 + HCl

CH3

CH3

CN

CH3

NH2

FNXL

CH3

O

O

ClCl

CH3

CH3

NC

CH3

NH

ADMBN

Step-II

NaCl+ H2OCO

2+ ++CH3

O

Cl

O

ClCl

DCPPA-Cl

NaHCO3


47. (1E)-1-(2, 5, 5-Trimethyl-1,3-Dioxan-2-yl)Propane -1,2-Dione 1-

(O-Methyloxime)


Step-1 Sulphuric Acid & Sodium Nitrite are charged in the reaction mixture of

Acetyl acetone & DM water & further MTBE (Methyl tert-Butyl Ether) is charged

in the above mixture to form HIPD, an intermediate.

Step-2 HIPD is charged in mixture of MTBE, Potassium Carbonate, DMF, and

Dimethyl Sulphate and then methylation is being done in presence of DMA to

form intermediate.

Step-3 The intermediate from step-2 is being added into mixture of toluene,

Neopentyl Glycol & TSA under agitation to form final product MIPD.

Chemical Reaction:

OO

CH3 CH3

+ NaNO 2 + H2SO4

OO

CH3CH3

NOH

+ Na2SO4 + H2O

Acetyl

acetone

mw:100.116HIPD

mw:129.114

mw:68.99 mw:98.07mw:142.03

OO

CH3CH3

NOH

HIPD

mw:129.114

+ K2CO 3 + (CH3)SO4

mw:138.18mw:126.127

OO

CH3CH3

NOCH 3

MIPD

mw:143.141

pentane-2,3,4-trione 3-(O-methyloxime)

pentane-2,3,4-trione 3-oxime


KHCO 3CH3KSO 4+ +

potassium bicarbonate

potassium methyl sulfate

mw:100.12 mw:150.20

Step-I

Step-II

Step-III

OO

CH3CH3

NOCH 3

CH3

CH3

CH2CH2 OHOH

MIPD

mw:143.141


Neopentyl glycol

mw:104.148

+ H2O

CH3

O

N

CH3 O

O

CH3 O CH3

CH3

(1E)-1-(2,5,5-trimethyl-1,3-dioxan-2-yl)propane-1,2-dione 1-(O-methyloxime)

mw:229.273

MIPD-ketal

2 2 2 2


OO

CH3 CH3

+ NaNO 2 + H2SO4

OO

CH3CH3

NOH

+ Na2SO4 + H2O

Acetyl

acetone

mw:100.116HIPD

mw:129.114

mw:68.99 mw:98.07mw:142.03

OO

CH3CH3

NOH

HIPD

mw:129.114

+ K2CO 3 + (CH3)SO4

mw:138.18mw:126.127

OO

CH3CH3

NOCH 3

MIPD

mw:143.141




KHCO 3CH3KSO 4+ +

potassium bicarbonate

potassium methyl sulfate

mw:100.12 mw:150.20

Step-I

Step-II

Step-III

OO

CH3CH3

NOCH 3

CH3

CH3

CH2CH2 OHOH

MIPD

mw:143.141


Neopentyl glycol

mw:104.148

+ H2O

CH3

O

N

CH3 O

O

CH3 O CH3

CH3

(1E)-1-(2,5,5-trimethyl-1,3-dioxan-2-yl)propane-1,2-dione 1-(O-methyloxime)

mw:229.273

MIPD-ketal

2 2 2 2

Mass Balance:

Kg Kg

DM Water 482 338 Effluent to ETP

Acetyl Acetone 543

Sulphuric Acid 106

Sodium Nitrite 563

NaCl 32

Potassium Carbonate 2 1260 Effluent to MEE

Dimethyl Sulphate 445

Dm Water 358

NPG 90% 801 152 Effluent to ETP

Dm Water 188 770Recovered NPG to

Incinerator1000 MIPD-Ketal

Total 3520 3520

MIPD-KETAL

FORMATION

Manufacturing process of MIPD

NITROZATION

METHYLATION


48. Orysastrobin


Step-1 Oximether reaction is carried out between Aqueous Methoxy Amine

Hydrochloride and MIPD Ketal at room temperature and atmospheric pressure.

Toluene is used as a solvent which is distilled off to get the Step1 product in

crude form.

Step-2 Hydroxyl Ammonium Sulphate is reacted with above product in presence

of catalyst and Sulphuric Acid is used to maintain the pH of the reaction mass.

Isopropyl Alcohol and Toluene are used as solvent which are distilled off giving

step II product in crude form.

Step-3 Methylamide is formed by addition of Sodium Methylate to above

intermediate. Distillation of mass helps recovering Methanol and giving final

product ORST.

Chemical reaction:

Step I

Step II

BOO-EZE/EZZ/EEE

MF 172.18

+ CH3ONa +

Cl

N

O

O

H3C

OCH3

241.5

CLMO

MF C11

H12

ClNO3

N

CH3

N

N

CH3

O

CH3

O

CH3

OH

MF C7H

13N

3O

3

+ CH3NH

2 N

NH

O

H3C

OCH3

N

CH3

N

N

CH3

O

CH3

O

CH3

O

ORST-EEEE / EEEZ

MW 391.42

+ 2CH3OH + NaCl

MF C18

H25

N5O

5

O

O

CH3CH3

CH3N

N

CH3

O

CH3

O

CH3

MW 258

BOK-EE/EZ/ZE

MF C12

H22

N2O

4

+ 2H2O + (NH

2OH)

2H

2SO

4

N

CH3

N

N

CH3

O

CH3

O

CH3

OH

+

MF C7H

12N

2O

3

BOO-EZE/EZZ/EEE

MW 172.18

CH3

CH3

OH

OH

MF C5H

12O

2

H2SO

4+2 2H2O+2

2


Step III

Mass Balance:

Kg Kg

MIPD-Ketal 366 1060 Effluent to MEE

NaOH 100

Methoxy Amine

hydrochloride

723

DM Water 581 625 Effluent to ETP

Hydroxylamoniumsulfate 890 500 H2SO4 Byproduct

Sodium Mithylate 72 608 Effluent to ETP

CLMO 310 1000 ORST

Methylamine 119

DM Water 633

Total 3794 3794

Mass balance of ORST (Orysastrobin)

Formation of BOK

Formation of BOO

Formation of

methylamide

BOO-EZE/EZZ/EEE

MF 172.18

+ CH3ONa +

Cl

N

O

O

H3C

OCH3

241.5

CLMO

MF C11

H12

ClNO3

N

CH3

N

N

CH3

O

CH3

O

CH3

OH

MF C7H

13N

3O

3

+ CH3NH

2 N

NH

O

H3C

OCH3

N

CH3

N

N

CH3

O

CH3

O

CH3

O

ORST-EEEE / EEEZ

MW 391.42

+ 2CH3OH + NaCl

MF C18

H25

N5O

5


49. (RS)-3, 5-Dichloro-N-(3-Chloro-1-Ethyl-1-Methyl-2-Oxopropyl)-p-

Toluamide Manufacturing Process:

Step-1 3-methyl, 1-pentyne-3-ol reacts with Phosphoryl Chloride forms mass of

3-Chloro-3-Methyl-1- pentyne.

Step-2 Along with Ammonia gas under Amination reaction, 3-Chloro-3-Methyl-

1- pentyne forms 3-Amino-3-Methyl-1-pentyne.

Step-3 Methyl p-toluene and chlorine gas forms Methyl-3, 5-dichloro-4-

methylbenzoate.

Step-4 Mehtyl-3, 5 -dichloro-4-methylbenzoate along with hydrochloric acid and

sodium chloride forms 3 ,5-dichloro-4-methyl benzoic Acid form.

Step-5 3, 5-dichloro-4-methyl benzoic Acid along with thionyl chloride forms 3,

5-dichloro-4-methyl benzoyl chloride derivatives.

Step-6 3, 5-dichloro-4-methyl benzoyl chloride and 3-amino 3-mehtyl 1-

pentane together reacts with each other and charge with MIBK to forms 3, 5-

dichloro-4-methyl benzoyl chloride solution in MIBK.

Step-7 3, 5-Dichloro-4-Methyl Benzoyl Chloride solution in MIBK reacts in

presence of silver nitrate to form Methyl 3,5-Dichloro-4-Methyl Benzoic acid in

MIBK.

Step-8 Methyl 3, 5-Dichloro-4-methyl benzoic acid in MIBK is treated with TCIA

powder then given caustic wash and water wash to form MIBK Solution of

Zoxamide.

Step-9 MIBK Solution of Zoxamide is given water wash to remove MIBK and

drying process carried out to get dry ZXMD.

Chemical Reaction:

Step I

CH3

OH

CH3 CH

CH3

Cl

CH3 CH

3-Methyl-1-pentyne-3-ol

POCl3

3-Chloro-3-Methyl-1-pentyne

+ H3PO

4+

Phosphoryl chloride


Step II

Step III

Step IV

Step V

Step VI

Step VII

CH3

Cl

CH3

CH

CH3

NH2

CH3

CH

Amination

3-Chloro-3-Methyl-1-pentyne3-Amino-3-Methyl-1-pentyne

+ 2 NH3

Ammonia gas

+ NH4Cl

CH3

COOCH3

CH3

COOCH3Cl

Cl

Methyl-p-toluate methyl 3,5-dichloro-4-methylbenzoate

+ 2 Cl2

Chlorine gas

+ 2 HCl

Hydrochloric acid

CH3

COOCH3Cl

Cl

CH3

COOHCl

Cl

methyl-3,5-dichloro-4-methylbenzoate

3,5-dichloro-4-methylbenzoic acid

NaOHHCl+ + CH3OHNaCl+ +

CH3

COOHCl

Cl

CH3

COClCl

Cl

3,5-dichloro-4-methylbenzoic acid

3,5-dichloro-4-methylbenzoyl chloride

SOCl2+

Thionyl chloride

SO2HCl+ +

CH3

COClCl

Cl

CH3

NH2

CH3

CH

+CH3

Cl

Cl

O

NH

CH3

CH3

CH

3,5-dichloro-4-methylbenzoyl chloride 3-Amino-3-Methyl-1-pentyne

+ HCl

3,5-dichloro-4-methyl benzoyl chloride solution in MIBK

MIBK

CH3

Cl

Cl

O

NH

CH3

CH3

CHCH3

Cl

Cl

N

OCH2

CH3

CH3

3,5-Dichloro-4-methyl benzoic acid in MIBK methyl 3,5-Dichloro-4-methyl benzoic acid in MIBK

AgNO3


Step VIII

Step IX

Mass Balance:

CH3

Cl

Cl

N

OCH2

CH3

CH3

CH3

Cl

Cl

N

O

CH3

CH3

Cl

TCIA

methyl 3,5-Dichloro-4-methyl benzoic acid in MIBK

NaOH

MIBK solution of Zoxamide

CH3

Cl

Cl

N

O

CH3

CH3

Cl

CH3

Cl

Cl

O

NH

CH3

CH3

ClO

ZXMD

+ H2O

MIBK solution of Zoxamide


Kg Kg

Stage-I

3-Methyl-1-pentyne-3-ol 559 79 Effluent to MEE

POCl3 581

Ammonia 303 491 Effluent to MEE

8743-Amino-3-methyl-1-

pentyne

Stage-II

Methyl-p-Toluate 437 361 HCl by-product

Chlorine gas 245

HCl 96 98 Effluent to ETP

NaOH 110

Thionyl Chloride 662 117 Effluent to MEE

129SO2 + HCl spent to

scrubber

8443,5-dichloro-4-methyl

benzoyl chloride

3,5-dichloro-4-methyl

benzoyl chloride (Stage-

II)

844 793 HCl By-product

MIBK 572 680 Effluent to MEE

3-Amino-3-methyl-1-

pentyne (Stage-I)874 561 MIBK Recovery

AgNO3 1 113 Effluent to ETP

Water 492

TClA 162 205 Effluent to ETPNaOH 46

Water 532


1000 ZXMD

Total 6720 6720

Formation of

intermediate-3

Formation of

intermediate-4

Mass balance of ZXMD (Zoxamide)

Formation of

intermediate-1

Formation of

intermediate-2

Formation of

Intermediate-5

Formation of

Intermediate-6

Formation of

Intermediate-7

Formation of

Intermediate-8

Formation of Step-9


50. 3, 4, 5-Trifluoro-aminobiphenyl


Magnesium and THF is added to AAA BrT FB raw material forming AAA-Mg Br

which is further reacted with trimethoxy boron in presence of THF forming

intermediate mixture of AAA – Boronic Ester and agitating the same mixture for

a while gives final product AAA-Boronic Acid (AMB)

Chemical Reaction:

Br

F

F

F

Mg

THF

MgBr

F

F

F

B OCH3

H3CO

H3CO

B-

F

F

F

OCH3

OCH3

H3CO

MgBr+

+

B

F

F

F

OCH3H3CO

HCl / H2O

B

F

F

F

OHOH

AAA-BrTFB

AAA-MgBr

AAA-Boronic ester

AAA-Boronic acid

MW: 210.979 MW: 235.284

MW: 339.21

MW: 203.96

MW: 175.9

MW: 103.9

THF

+ Mg(Br)(Cl) + 3 CH3OH

+ H2O

Mass Balance:

Kg Kg

Magnesium turnings 15 522 Effluent to ETP

Dry THF 664 644 THF recycled

AAA-BrTFB 967 264 Residue to incinerator

B(OCH3)3 531 531 Effluent to MEE

HCl 22 1000 AMB

Water 676

Caustic lye 86

Total 2961 2961

Mass balance of AMB (3,4,5-Trifluoro-aminobiphenyl)

Formation of AMB


51. S-Benzyl O, O-DiIsopropyl Phosphorothioate


SDTP and Benzyl Chloride reacted with toluene forms KTZ (Kitazin).

Chemical Reaction:

P

(CH3)2CHO

(CH3)2CHO SNa

OCl

+ P

(CH3)2CHO

(CH3)2CHO S

O

+ NaCl

Benzyl Chloride KTZSDTPMW 220.2 MW 126.59 MW 288.35

Toluene

Mass Balance:

Kg Kg

SDTP 1130 750 Effluent to MEE

Toluene 254 248 Rec. Toluene

Benzylchloride 444 25 Reside to incinerator


1000 Kitazin

Total 2595 2595

Mass balance of KITAZIN

Kitazin


52. 2-[3-Chloro-5-(Trifluoromethyl) Pyridin-2-yl] Ethanamine

Manufacturing process:

Step-1 2,3–dichloro-5-(trifluoromethyl) pyridine, Ethylcyno acetate, Potasium

Hydroxide and Hydrochloric acid are agitated in a reactor to form [3-Chloro-5-

(trifluoromethyl) pyridine-2-yl ]acetonitrile

Step-2 Dimethyle Ethar with charging of Hydrogen gas forms N-{2-[3-chloro-5-

(trifloromethyl) pyridine-2-yl] ethyl} acetamide.

Step–3 Just the solution of HCl is added to above mention intermediate to form

final product CTPE.

Chemical Reaction:

Step I

N

Cl

Cl

F3C

+NC

OEt

O

N

Cl

F3C

CN

2,3-dichloro-5-(trifluoromethyl)pyridine

(ethyl cyanoacetate)

[3-chloro-5-(trifluoromethyl)pyridin-2-yl]acetonitrile

+ CO2 + EtOH + +KCl 2H2O+ + HClKOH

N

Cl

F3C

CN

N

Cl

F3C

NH

O

[3-chloro-5-(trifluoromethyl)pyridin-2-yl]acetonitrile

N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}acetamide

Step II

+ 2 H (CH3CO)2OAcOH

+ + CH3COOH

N

Cl

F3C

NH

O

N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}acetamide

N

F

FF

Cl

NH2

(CTPE)

c. HCl

Step III

+ H2O + CH3COOH

NMP

H2


Mass Balance:

Kg Kg

2,3 dichloro-5-

trifluoromethyl)

pyridine

659 320 CO2 to Scrubber

NMP 2511 10 H2 to atmosphere

KOH 64 713 Effluent to MEE

ethyl acetoacetate 693 2270 Distillate recovery

Water 380

HCl 596

Acetic anhydride 275 935 Distillate recovery

Acetic acid 430

Hydrogen 10


HCl 290 280Residue to

incinerator

1000 CTPE

Total 6688 6688

Mass balance of CTPE

Formation of Step 1

Formation of Step 2

Formation of Step 3


53. Methyl (E)-2-{2-[6-(2-Cyanophenoxy) Pyrimidin-4-yloxy] Phenyl}-

3-Methoxyacrylate


Step-1 Acetic anhydride and Trimethyorthoformate is reacted and agitated with

2-(3H) Benzofuranone to form intermediate 3-(Methoxymethylene) benzofuran

3(H)-one.

Step-2 4, 6 Dichloropyrimidine and sodium methanoate is added in the

intermediate to form (E) Methl-2[2-(6-chloropyrimidine-4-yl-oxy) phenyl] -3-

methoxypropanoate.

Step-3 (E) Methl-2[2-(6-chloropyrimidine-4-yl-oxy) phenyl] -3-

methoxypropanoate is further agitated with 2 Cynophenol and DMF or K2CO3 to

form final product.

Chemical Reaction:

O

OAcetic Anhydride

Trimethyorthoformate O

O

O

CH3

NN

ClCl

NN

OCl

OCH3

OCH3

O

OH

CN

NN

OO

OCH3

OCH3

O

CN

AZST

Step-1st

Step-2nd

Step-3rd

2-(3H)-Benzofuranone 3-(Methoxymethylene)benzofuran-3(H)-one

4,6-Dichloropyrimidine

2-Cyanophenol

(E)-MEthl-2[2-(6-chloropyrimidin-4yl-oxy)phenyl]-3-methoxypropenoate

NaOMe

DMF / K2CO3

+ 2 CH3

+ NaCl

+ KCl CO2 H2O+ +


Mass Balance:

Kg Kg

2(3H)-Benzofuranone 482 697 Effluent to MEE

Trimethyl orthoformate 686 162 Effluent to ETP

Acetic anhydride 708 47 Filtered solid to incinerator

Water 774 672 Trimethyl to recovery

sodium methoxide 441 77 Filtered solid to incinerator

4,6-Dichloropyrimidine 577 892 Effluent to MEE

180 Residue to incinerator

2-cynophenol 238 123 Filtered solid to incinerator

Potessium carbonate 4 489 Rec. DMF

DMF 500 571 Effluent to ETP

Water 500 1000 AZST

Total 4910 4910

Mass balance of AZST(methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-

methoxyacrylate)

Formation of

intermediate-1

Formation of

intermediate-2

Formation of AZST,

Crystallisation,

Filtration and drying


54. 4-(Methoxy-6-(Trifluoromethyl)-1, 3, 5-Triazin-2-Amine


3-Amino-1, 2, 4-triazole is reacted with Methanol and Nitroimidazole to form

CMTH.

Chemical reaction:

N

N

N

O

NH2

F

FF

NH2 NH

NHN + MeOH + O

O

F

FF NaOMe, H2O

C2H4N4 CH4O C3H3F3O2C5H5F3N4O

2 + CF3COONa+ 2 CH3OH

Mass Balance:

Kg Kg

Methyl

trifluoroacetate575 449 Methanol recovered

Methanol 462 265 Effluent to ETP

2-Cyanoguanidine 80 1000 CMTH

Sodium methoxide 360

Water 235

Total 1714 1714

Formation of Step-1

Mass balance of CMTH


55. (1RS, 2SR, 5RS; 1RS, 2SR, 5SR)-2-(4-Chlorobenzyl)-5-Isopropyl-1-

(1H-1, 2, 4-Triazol-1-ylmethyl) Cyclopentanol


Step-1 Dimethyl hexanediotate treated with sodium methanoate and Toluene or

DMF to form Ketone Intermediate.

Step-2 Ketone Intermediate reacts with toluene forms Methyl 1-(4-

chlorobenzyl)-2-oxocyclopentanacarboxylate.

Step-3 Methyl 1-(4-chlorobenzyl)-2-oxocyclopentanacarboxylate rearrangement

reaction done in presence of sodium methanoate or DMF, forms C14H14ClNaO3.

Isopropylation of the same compound with IPB or KI or DMF adds the ethyl

group in the structure. Followed by Hydrolysis and Decarboxylation forms 2-(4-

chlorobenzyl)-5-isopropylcyclopentanone (Ketone-IP)

Step-4 Ketone-IP treated with TMSOB forms C16H21ClO. This compound treated

with sodium salt forms IPCZ.

Chemical Reaction:

OCOOMe

Cl

COOMe

COOMe

MeONa

Tol / DMF

Cyclisation:-

Step I

dimethyl hexanedioate

O Na

COOMe

Benzylation:-

O Na

COOMe

Cl

Cl

Toluene

+

+ NaCl

2


Step II

Rearrangement Reaction:-

OCOOMe

Cl

methyl 1-(4-chlorobenzyl)-2-oxocyclop

entanecarboxylate

O

COOMeCl

Na

+MeOHDMF

+NaOMe

O

COOMeCl

Na

Isopropylation Reaction:-

O

COOMe

Cl

CH3

CH3

methyl 3-(4-chlorobenzyl)-1-isopropyl-2-oxocyclopentanecarboxylate

+NaBr

KI/DMF

+IPB

Hydrolysis - Decarboxylation:-

O

COOMe

Cl

CH3

CH3

O

Cl

CH3

CH3

2-(4-chlorobenzyl)-5-isopropylcyclopentanone(Ketone-IP)

+ MeOH+ Na2CO3+ NaOH/Toluene

Step III

O

Cl

CH3

CH3

(Ketone-IP)

2-(4-chlorobenzyl)-5-isopropylcyclopentanone

O

Cl

CH3

CH3

4-(4-chlorobenzyl)-7-isopropyl-1-oxaspiro[2.4]heptane

TMSOB / t-BuONa / NMP

CH3 CH3


O

Cl

CH3

CH3

N

N

NNa

Sodium salt of 1H-1,2,4-triazole

Cl

CH3

CH3

OH

N

N

N

2-(4-chlorobenzyl)-5-isopropyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol

(IPCZ)

CH3 CH3

Mass Balance:


Kg Kg

Toluene 689 146 Methanol Recovery

Dimethyl Adipate 1177 655 Toluene-recycled

Sodium Methoxide 397

DMF 98

p-chlorobenzyl chloride 1050

Water 1261

Sodium Methoxide 397 188 Methanol Recovered

Toluene 1204 896 DMF Recovered

DMF 933

Potassium Iodide 45 4121 NaBr By-product

Isopropyl Bromide 884

Water 450

Sodium Hydroxide 67 1741 Recovered Toluene


Water 1171 581 Methanol Recovered

612 Effluent to ETP

749 Effluent to Incinerator


Sodium salt of 1,2,4-

Triazole 766 1138 N-methyl pyrrolidone

N-methyl pyrrolidone 1185 966 Effluent to MEE

Sodium tert-butoxide 442 167 LOD to incinerator

TMSOB 1596 899 Effluent to ETP

Water 111 321 Effluent to Incinerator

1000 IPCZ

Total 15716 15716

Mass Balance of IPCZ

Formation of IPCZ

Rearrangement

reaction of IPCZ

Isopropylation

reaction of IPCZ

Cyclyzation and

Benzylation reaction

of IPCZ

Decarbonation

reaction of IPCZ


56. 1-(2-Fluorophenyl)-1-(4-Fluorophenyl)-2-(1, 2, 4-Triazol-1-yl)

Ethanol


2-(2-florophenyl)-2-(4-fluorophenyl) oxirane when reacts with 1, 2, 4-triazol

and K2CO3 with DMF forms Flutriafol.

Chemical Reaction:

Mass Balance:

Kg Kg

DMF 741 507 Effluent to MEE

1,2,4-Triazole 371 384 Effluent to ETP

Potassium carbonate 17 248 LOD to incinerator

FOX 1153 711 DMF recovery

Water 568 1000 FTL

Total 2850 2850

Mass balance of FTL

Formation of Step 1

+DMF

O

F FNH

NN

1,2,4-TriazoleFlutriafol

OH

F

F

N

N

N

2-(2-fluorophenyl)-2-(4-fluorophenyl)oxirane

K2CO

3+ K

2CO

3 +

MW 138.2


57. 2-(2-fluorophenyl)-2-(4-fluorophenyl)-oxirane


Step-1 2-Florobenzoyl Chloride and fluorobenze are treated with each other in a

closed reactor forms 2, 4-Difluorobenzophenone.

Step-2 2, 4 Difluorobenzophenone is further treated with KOH, dimethyl

sulphate and DABCO along with toluene to form FOX.

Chemical reaction:

F

+

F

O

Cl

F

O

F

Fuorobenzene2-Fuorobenzoyl chloride

2,4'-Difluorobenzophenone

Step I

+ HCl

F

O

F F F

O

2,4'-Difluorobenzophenone 2-(2-fluorophenyl)-2-(4-fluorophenyl)-oxirane (FOX)

Step II

KOH, DABCO

O

SO

O

O

+ + KCH3SO4+ KOH + H2O

Toluene

Mass Balance:

Kg Kg

2-fluorobenzoyl Chloride 564 271 HCl By-Product

Fluorobenzene 304

Aluminium Chloride 255

dimethyl sulfoxide 806 401 Recovered toluene

dimethyl sulphate 521 549 Effluent to ETP


DABCO 23 765Dimethyl sulfoxide

recovery

Water 616 1000 FOX

Toluene 412

Total 3577 3577

Mass Balance of FOX

Formation of Step 2

Formation of Step 1


58. (4-Chlorophenyl) Methyl N-(2,4-Dichlorophenyl)-1H-1,2,4-Triazole-

1-Ethanimidothioate


Step-1 2, 4-dichloro aniline and chloroacetyl chloride treated with Na2CO3 and

Toluene, forms IMB-A1. This on further reaction with Toluene and PCl5 forms

IMB-A2

Step-2 1-chloro-4-(chloromethyl) benzene and Thiourea agitated with water

forms 4-chlorobenzyl imido thaio carbamate hydrochloride, which is further

treated with NaOH forms Intermediate. Addition of HCl after the reaction

completes, forms IMB-B

Step-3 C8H5Cl4N reacts with triazole forms amine derivative which is further

treated with Toluene and IMB – B to forms IBCZ

Chemical Reaction:

Step I

Cl

Cl NH

O Cl

Mol. F. = C6 H

5 Cl

2 N

(1Z)-2-chloro-N-(2,4-dichlorophenyl)ethanimidoyl chloride

Cl

Cl NH2+

O

Cl Cl

2,4-dichloroanilinechloroacetyl chloride 2-chloro-N-(2,4-dichlorophenyl)acetamide

Mol. F.= C2 H

2 Cl

2 O

2-chloro-N-(2,4-dichlorophenyl)acetamide

Mol. F.= C8 H

6 Cl

3 N O

+ ClH

PCl5

Cl

Cl N

Cl Cl

Mol. F.= C8 H

5 Cl

4 N

Toluene

Na2CO3/ Toluene

IMB-A1

IMB-A2


Step II

1-chloro-4-(chloromethyl)benzene

Cl

Cl

+ (NH2)2CSOH2

NaOH / H2O

Cl

S Na

Cl

SH

(4-chlorophenyl)methanethiol

Mol. F. C7 H

6 Cl

2

Mol. F = C7 H

7 Cl S

ClH

NH

NH2

Cl

S

4-chlorobenzyl imidothiocarbamate Hydrochloride

+

NH2

NH2O

urea

IMB-B

Step III

Cl

Cl N

Cl Cl N

H

N

N

Cl N

N N

N

N

N N

Cl

N-(2,4-dichlorophenyl)-N-[(1Z)-1,2-di-1H-1,2,4-triazol-1-ylethylidene]amine

Cl

SH

CH3CN / Toluene

Cl

S

Cl

N

NN

N

Cl

4-chlorobenzyl (1Z)-N-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanimidothioate

Mol. Formula = C17

H13

Cl3 N

4 S

Mol. F.= C8 H

5 Cl

4 N

1H-1,2,4-triazole

IMB-C

Mass Balance:


Kg Kg

Stage-I

2,4-dichloroaniline 358 538 Recycled Toluene

Chloro Acetyl Chloride 345 311 Effluent to ETP

Sodium Carbonate 43 692 Intermediate-1Phosphorous

pentachloride240

Toluene 555

Stage-II

1-Chloro-4-

(chloromethyl) benzene405 721 Effluent to ETP

CS.(NH2)2 220 655 Intermediate-2

HCl 35

NaOH 114

Water 602

1,2,4-Triazole 232 184 Toluene -recycle

Intermediate-1 (Stage-I) 692 1121 Effluent to MEE

Intermediate-2 (Stage-II) 655 331Cyanomethane

recycleCyanomethane 338 1000 IBCZ

Water 531

Toluene 188

Total 5553 5553

Mass Balance of IBCZ ((4-chlorophenyl)methyl N-(2,4-dichlorophenyl)-1H-1,2,4-

triazole-1-ethanimidothioate))

Formation of

intermediate-1

Formation of

intermediate-2

Formation of IBCZ


Fine Chemicals

59. 2-Amino-3-Chlorobenzoic Acid Methyl Ester


Step-1 Ammonia gas along with MeOH agitated in reactor to form an

intermediate product 3-CAA

Step-2 3-CAA then treated with K2CO3 and TBAB to form ACBM final Product.

Chemical Reaction:

OHO

NH2

Cl

OHO

Cl

Cl

OO

NH2

Cl

OHO

NH2

Cl

+ S

O

O

O O

(DCBA) (3-CAA)

(3-CAA) (ACBM)

K2CO3, TBAB

Step I

Step II

+ 2 NH + NH4Cl

+ S O

O

O

OH

NH3 / MeOH

CuCl (cat.)

MIBK

Mass Balance:

Kg Kg

2,3 dichloro benzoic

acid638 50

LOD to

incinerator

copper chloride 4 1400 Effluent to MEE

ammonia 571

Water 664

hydrochloric acid 53

MIBK 1360 1333 recovered MIBK

Dimethyl Sulphate 144 394 Effluent to ETP

TBAB 108 1000 ACBM

pottassium carbonate 4

Water 630

Total 4177 4177

Mass Balance of ACBM

Formation of Step

1

Formation of Step

2


60. 5-Amino-1, 2, 4-Triazole-3-Thiol


Aminoguanidine bicarbonate is agitated with Ammonium thiocyanate forms

intermediate hydrazine carboximidamide. HCl is added further to this

intermediate to form 2-carbamimidoyl hydrazine carbothioamide. Then NaOH is

mixed with this to produce final product 5-amino1, 2, 4 triazole-3-thiol (AMT).

Chemical Reaction:

NH

NH

NH2

NH2

.H2CO3 + NH4SCN

Ammoniumthiocyanate

NH2

NH

NH NH2 HSCN

hydrazinecarboximidamide

HCl

NH2

NH

NH

NH S

NH2

NaOHN

NH

N

NH2

SH

5-amino-1,2,4-triazole-3-thiol

(AMT)

2-carbamimidoylhydrazinecarbothioamide

Aminoguanidine bicarbonate

F.W =136.10F.W =76.12

F.W =133.17

HCl

F.W =169.63

F.W =116.14

+ NH3 + CO2

++ NH4ClH2O

Mass Balance:

Kg Kg

Aminoguanidine

Bicarbonate570 600 Effluent to MEE

Ammonium

Thiocynate510 365 Effluent to ETP

Water 880 84 LOD to incinerator

HCl 42 1000 AMT

Caustic Soda 47

Total 2049 2049

Manufacturing process of AMT

Formation of Step 1


61. 1-(Tetrahydropyran-4-yl) Ethanone


Step-1 Methyl aceto acetate and DMF is agitated with Bis (2-Chloroethyl) ether

to form ATHC mixture as intermediate.

Step-2 This Intermediate is further dissolved in aqueous H2SO4 solution form

final Product ATHP.

Chemical Reaction:

O

O

O

OCl

OCl +

O

O

O

Bis(2-chloroethyl)ether Methyl acetoacetateATHC

+ + KCl + KIDMF

Potassium carbonate

Potassium Iodide

K2CO3

O

O

O

O

O

O

ATHC ATHP

Aq. H2SO4 + H

O

O

CH3

methyl formate

+ H2SO4

Sulphuric acid

Sodium bicarbonateEDC

Mass Balance:

Kg Kg

Bis dichloro

diethylether1096 1639 DMF recycled

DMF 1707 259Residue to

incineratorPotassium

carbonate99 93

Solid to

incinerator

Potassium Iodide 22

Methyl

Acetoacetate599

H2SO4 192 1083 Effluent to ETP

DM Water 555 984 EDC recycled

Sodium

bicarbonate5 222

Residue to

incinerator

EDC 1004 1000 ATHP

Total 5280 5280

Mass Balance of ATHP

Formation of ATHC

Formation of ATHP


62. 4-Chloro-2, 6-Dimethyl Aniline


Chlorination of 2, 6- Dimethyl Aniline with H2SO4, EDC NaOH will produce CDMA.

Chemical Reaction:

NH2

+ H2SO4 + Cl Cl

Cl

NH2

2,6-dimethylaniline

+ HCl

(CDMA)

+ii) 2 NaOH

Na2SO4 + 2H2O

i) EDC

Mass Balance:

Kg Kg

2,6-Dimethylaniline 990 236 HCl Recovered

EDC 1580 880 Effluent to MEE

Sulphuric Acid 778 530 Effluent to ETP

Caustic 25 1533 Distilled EDC recovered

Chlorine Gas 194 124 Distilled DMA recovered

Water 737 1000 CDMA

Total 4303 4303

Mass Balance of CDMA

Formation of Step 1


63. 4-Chloro 2, 6-Dimethyl-Bromo Benzene


Step-1 2, 6 – Dimethyl aniline and H2SO4 is chlorinated in a reactor by adding

the chlorine gas in presence of EDC produce CDMA bisulfate salt.

Step–2 The Salt is further reacted with NaNO2 along with Hydro bromide

produce CDMB

Chemical Reaction:

NH2

+ H2SO4 + Cl Cl

Cl

NH3

+

2,6-dimethylaniline CDMA (bisulfate salt)

EDC

-HSO4

+ HCl

Step I

+ NaNO2 + HBr

Cl

Br

CDMB

Cl

NH3

+ -HSO4

CDMA (bisulfate salt)

+ NaBrN2 +

Step II

Mass Balance:

Kg Kg

EDC 1353 760 HCl by-product

2,6-Dimethyl Aniline 593 1312 Recovered EDC

Sulphuric Acid 585

Chlorine Gas 625

Hydrobromic Acid 189 661 Effluent to MEE

Sodium Nitrite 597 732 Effluent to ETP

Water 822 242N2 Gas to Wet

scrubber

57Residue to

Incinerator

1000 CDMB

Total 4764 4764

Formation of Step 2

Formation of Step 1

Mass Balance of CDMB


64. 1-Cyclopropy-2(2fluorophenyl) Ethanone


Isopropyl chloride and magnesium metal forms Isopropyl Magnesium chloride.

This solution is further reacted with 2-Floro Toluene to form an Intermediate.

The intermediate is further treated with CPCM and hydrochloric acid to form

CPFK.

Chemical Reaction:

CH3

F

+H3CO

O

O

F

CPFK

+ CH3OH + 2MgCl2

+ CO2

CPCM

+CH3

CH3CH3 CH3

MgCl

+

CH3 CH3

MgCl

CH3 CH3

Cl

Isopropyl magensium chlorideIsopropyl chloride

Propane

Methanol Magenisum Chloride

Carbondioxide

+ Mg+

Magensium Metal

+ 2HCl

Isopropyl magensium chloride

Hydrochoric acid

2

2-Fluoro Toluene

F

Mg --Cl

F

Mg --Cl

2

Mass Balance:

Kg Kg

Magnesium

Turnings38

2-Chloropropane 2450

2-Fluoro Toluene 521 42Propane Gas

incineration

CPCM 460 606 Effluent to MEE

HCl 102 1661 HCl by-product

DM Water 680 601

Methanol

Recovered

340 Effluent to ETP

1000 CPFK

Total 4250 4250

Formation of CPFK

Formation of Step-1

Mass balance of CPFK

Formation of Step-2


65. N, N'-Bis(2-Hydroxyethyl) Ethylene Diamine


Ethylene diamine treated with 2-chloroethanol in presence of sodium carbonate

forms the product.

Chemical Reaction:

Mass Balance:

Kg Kg

Ethylene Diamine 1498 1438Ethylene Diamine

Recovered

2-Chloro Ethanol 1344 503 Effluent to MEE

Sodium Carbonate 7 554 Effluent to ETP

DM Water 646 1000 DAEEA

Total 3495 3495

Mass balance of DAEEA

Formation of DAEAA

OHNH

NHOH

DAEEA

NH2NH2 OH

Cl

+Ethylenediamine 2-chloroethanol

Na2CO32+ 2 NaCl H

2O CO

2+ ++Sodium

carbonateSodium chloride


66. 2, 3- Dichloro-5-(Trichloromethyl) Pyridine


Step-1 Nicotinic Acid is react with chlorine gas and PCl3 in auto clave to form 2,

3-dichloro-5-(trochloromethyl pyridine).

Step – 2 2, 3-dichloro-5-(trichloromethyl) pyridine treated with hydrogen

fluoride in auto clave to form final product 2, 3-dichloro-5-(trifloromethyl)

pyridine (DCTFP).

Chemical reaction:

N

O

OH

N

Cl

Cl

Cl

Cl

Cl

Nicotinic acid

3 Cl PCl3 HF

N

F

F

F

Cl

ClAutoclave

Step Step

2,3-dichloro-5-(trichloromethyl)pyridine

2,3-dichloro-5-(trifluoromethyl)pyridine

Autoclave + POCl3

+ HCl

+ H2O

+ 3

Mass Balance:

Kg Kg

Phosphorous

Trichloride1549 120 HCl By-product

Nicotinic Acid 347 1494 Distilled recovered

Chlorine 528 183 Effluent to MEE

Water 483

AHF 565 844 Effluent to ETP

Water 524 355 HCL by-product

1000 DCTFP

Total 3996 3996

Formation of Step

1

Formation of Step

2

Mass balance of DCTFP


67. 2, 2-Dimethyl-5-Hydroxymethyl-1, 3-Dioxane


Step-1 Ethanol, Sodium pieces and p-Formaldehyde are reacted together with

Diethylmalonate which form a mass. This mass is treated with Sulphuric acid

there by producing the first intermediate DHM.

Step-2 The intermediate obtained in 1st step is treated with Triethyl Ortho

Formate successively thrice and addition of Acetone thereafter gives the

intermediate product DDD.

Step-3 Dimethyl sulfoxide, Water and Sodium Chloride are charged in the

above mass and agitated producing another intermediate DCD.

Step-4 The above intermediate is treated with a mixture of Diethyl Ether,

Lithium Aluminum Hydride. Adding water and ether to the reaction mass gives

the crude form of DHD. The crude mass is then distilled to obtain final product

DHD.

Chemical Reaction:

Step I

COOC2H5

COOC2H5OH

OHCOOC2H5

COOC2H5

Diethylmalonate

CH2O+ 2

DHM

Step II

COOC2H5

COOC2H5

O

O

CH3

CH3

COOC2H5

COOC2H5OH

OH

DHM

+

CH(OC2H5)3+

TEOF

COOC2H5

COOC2H5

O

O

H5C2O

DDD Int

+ 2 C2H5OH

DDD Int

COOC2H5

COOC2H5

O

O

H5C2O

DDD Int Acetone

CH3 CH3

O

DDD

HCOOC2H5+


Step III

COOC2H5

O

O

CH3

CH3

COOC2H5

COOC2H5

O

O

CH3

CH3 + C2H5OH CO2+

DDD

+ H2ODMSO

DCD

Step IV

COOC 2H5

O

O

CH3

CH3

LiAlH4

DCD

+4H2O

LAH

O

O

CH3

CH3

CH2OH

DHD

+ C2H5OH + LiOH + Al(OH)3 + 2H2

Mass balance:

Kg Kg

Methanol 918 895 Methanol-recovered

Paraformaldehyde 628 239 Residue to incinerator

Diethylmalonate 1522

Triethyl Ortho Formate 888 818 Effluent to MEE

Sodium Bisulphate 108 678 Acetone recovery

Acetone 714 339 Recovered Toluene

Toluene 346

Water 150

Dimethyl sulfoxide 829 250 CO2

Sodium chloride 440 575 Effluent to MEE

Toluene 5221354

Dimethyl sulfoxide

recovery

Water 261 512 Recovered Toluene

Lithium aluminium

hydride265 93

Hydrogen gas to

atmosphere

KOH 20 317 Effluent ETP

Water 431 754Solid to solid

Incinerator219 Residue to Incinerator

1000 DHD

Total 8043 8043

Mass balance of DHD

Formation of Step 4

Formation of Step 2

Formation of Step 1

Formation of Step 3


68. 4, 4-Dimethoxy-2-Butanone


Step-1 Methyl Formate charged with sodium methoxide and methyl formate

forms Sodium Formyl Acetone.

Step-2 Sodium Formyl acetone is further treated with methanol and H2SO4 and

the methanol is added slightly along the wall of the reactor in reaction. Agitation

of the mass gives the final product DMB.

Chemical Reaction:

Step I

H O

O

+O O

ONa

O

O

O

MeOH

MeOH

(Methyl formate)(Sodium formyl acetone)

(DMB)

CH-

O

O

Na+

O

ONa

(Sodium formyl acetone)

++ NaOCH3 2 CH3

2 CH3+

Step II

+ H2SO4 NaHSO4+ + H2O

Mass balance:

Kg Kg

Methanol 851 717Wet cake to

incineration


Methyl formate 905 834 Methanol Recovered

Acetone 640

NaOCH3 349

Methanol 2553 188Wet cake to

Incineration


H2SO4 123 2489 Methanol recycled

238Residue to

Incineration

1000 DMB

Total 6516 6516

Mass balance of DMB

Formation of Step 1

Formation of DMB


69. 2-Ethyl-2-Methyl Butanoic Acid


Step-1 Propionitrile and Ethyl Bromide treated with sodamide in presence of

THF forms 2-Ethyl 2-Methyl Butyronitrile.

Step-2 2-Ethyl 2-Methyl butyronitrile reacts with water and H2SO4 to form final

product Ethyl Methyl Butanoic Acid (EMBA)

Chemical Reaction:

+ CH3 Br

CH3

CH3

CH3

N

THF

COOH

CH3

CH3

CH3

2-Ethyl-2-methylbutanoic acid

Step I

Propionitrile

2-Ethyl-2-methyl butyronitrile

CH3

N

Ethyl bromide+ 2NaBr + 2NH3

+ NH3

+ Na NH2

Sodamide

2

CH3

CH3

CH3

NH OH+

2

2-Ethyl-2-methyl butyronitrile

2

Step II

H2SO

4

Mass Balance:

Kg Kg

Sodamide 583 1701 Recovered THF

Propionitrile 324 236 NH3 by-product

Ethyl Bromide 809 872 Effluent to MEE

Water 339 310Effluent to

Incinerator

THF 1727

Sulphuric Acid 553 739 Effluent to ETP

Water 658 49Residue to

incinerator86 NH3 By-product

1000 EMBA

Total 4993 4993

Formation of Step-1

Formation of EMBA

Mass balance of EMBA


70. Mono Methyl Hydrazine


Hydrazine Hydrate treated with Methyl chloride with NaOH forms MMH.

Chemical Reaction:

Mass Balance:

Kg Kg

Chloroform 1548 861 Residue to Incinerator


Caustic Lye 1116 1909 UDMH

Water 1331 1227 SDMH

1000 MMH

Total 5496 5496

Mass balance of MMH

Formation of Step 1

NH2 NH2 + CH3

Cl

NaOH

NH2 NH

CH3 + NaCl + H2O

Hydrazine hydrate

Methylchloride MMH


71. 10-H Phenothiazine


Diphenylamine and Sulphur reacts with each other and forms 10H-

phenothiazine.

Chemical Reaction:

NH

S

NH

+ + H2S

diphenylamine10H-phenothiazine

SulphurHydrogen sulphide gas

2 S

Mass Balance:

Kg Kg

Diphenylamine 899 178

H2S Scrubbed in

Caustic solution and

converted to NaSH

byproduct

Sulphur 352 63Solid waste to

incineration


1000 10-H Phenothiazine

Total 1802 1802

Mass balance of 10-H Phenothiazine

Formation of Step 1


72. 3-Phenoxy Benzaldehyde


Step-1 Benzaldehyde along with mixture of bromine and chlorine gas forms

MBB.

Step-2 MBB with 1, 2 ethenediol in an agitation reaction forms MBBA.

Step-3 MBBA and Phenol reacts with each other forms mass which on further

reacting with KOH and CuCl forms MPBA.

Step-4 MPBA is dissolved in water and treated with H2SO4 to obtain the product

MPB.

Chemical Reaction:

Step-I

benzaldehyde3-chlorobenzaldehyde3-bromobenzaldehyde

HO

+ Br2 + Cl2HCl

HO

Br

HO

Cl

+ +

MBB

+ HBr2

3-bromobenzaldehyde

HO

Br

+

OH

OH

MEGBr

O

O

+ H2O

MBBA

Step-II

O

O

OBr

O

O

MBBA

+

OH

phenol

+ KOH

CuCl

+ KBr + H2O

MPBA

Step-III


O

O

O

MPBA

+ H2O

H2SO4

O

H

O

3-phenoxybenzaldehyde

+OH

OH

MEG

Step-IV

Mass Balance:

Kg Kg

Benzaldehyde 139 122 HCl by-product

Bromine 13 86 HBr By-product

Chlorine 46

HCl solution 705

Formic Acid 9

Thio Sloution 357

Soda sloution 7

1,2-Ethanediol (MEG) 652 4031,2-Ethanediol (MEG)

Recovery

Cuprous chloride 12 357 Effluent to ETP

KOH 387

Phenol 605

Water 229

Caustic Lye 185

Water 830 1200 Recovered MEG

H2SO4 33 1040 Effluent to MEE

1000 MPB

Total 4208 4208

Mass balance of MPB

Formation of Step 1

Formation of Step 2

Formation of Step 4

Formation of Step 3


Pyrazoles

73. N-{3-Isobutyl-4-[1, 2, 2, 2-tetrafluoro-1-(trifluoromethyl) Ethyl]

phenyl}-1, 3, 5- Trimethyl Pyrazole -4- Carboxylic Amide


Step-1 IBA and RFI react with each other along with sodium hydrosulfite and

potassium carbonate forms intermediates PRFA and ORFA.

Step-2 PRFA is then treated with zinc chloride and sodium methoxide, which

forms HFMA.

Step-3 HFMA and TMC along with NMP and sodium methoxide forms mass of

PAN.

Step-4 PAN and IBC combine with toluene and sodium hydride forms PFD.

Chemical Reaction:

Step I

NH2

CH3

CH3

NH2

CH3

CF 3

F3C

FCH3

+F3C

F3C

I

F

2 Na 2S2O4

2 K 2CO 3

+

NH2

CH3

CH3

F3C F

CF 3

+ 2 KI + 2 KHCO 3 + 2 Na 2SO4+ SO2

IBA RFIPRFA ORFA

2 2

Step II

NH2

CH3

CF3

F3C

FCH3

NH2

CH3

CF3

F3C

OCH3

CH3

ZnCl2

3 CH3ONa + NaF

2 H2O

Zn (OH )2+

PRFA HFMA

+2 MeOH+ 2NaCl

Step III

N

N

CH3

CH3

CH3

O

O

CH3

NH

CH3

F3

C

CF3O

CH3

N

N CH3

CH3

CH3

O

CH3

+

NH2

CH3

CF 3

F3C

OCH3

CH3

CH3ONa

PAN

+ 2 CH 3OH + NaOH

HFMA TMC

H2O

NMP


Step IV

NH

CH3

F3C

CF 3O

CH3

N

N CH3

CH3

CH3

O

CH3

N

CH3

F3C

CF 3O

CH3

N

N CH3

CH3

CH3

O

CH3

CH3

CH3

O

CH3 CH3

O Cl

+

Toluene

IBCPFDPAN

+ NaCl + H2

NaH

Mass Balance:

Kg Kg

Potassium Carbonate 7 256 Salt to Incinerator

Sodoium bisulphate 36 33 Effluent to ETP

IBA 381 482 Ethyl Acetate Recovery

Ethyl Acetate 492

RFI 947

Sodium Methoxide 243 954 Effluent to MEE

Zinc Chloride 34

Water 718

NMP 489 852 Effluent to Incinerator

TMC 259 474 NMP Recovery

Sodium Methoxide 80

Toluene 786 761 Recoverd Toluene

NaH in Paraffin 48 413 Effluent to ETP

Isobutyryl chloride 133 1000 PFD

DM Water 572

Total 5225 5225

Formation Step 4

Formation Step-1

Formation Step 3

Mass balance of PFD

Formation Step 2


74. 4-Chloro-N-[[4-(1, 1-Dimethylethyl) Phenyl] Methyl]-3-Ethyl-1-

Methyl-1H-Pyrazole-5-Carboxamide


4-chloro-3-ethyl-1-mehtyl-1H-pyrazole-5-carbonyl chloride is agitated with 1-

(4-tertbutylphenyl) methanamine and NaOH which gives product TBNF.

Chemical Reaction:

CH3

N

N

CH3

Cl

O

Cl

4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carbonyl chloride

+

CH3CH3

CH3

NH2

1-(4-tert-butylphenyl)methanamine

CH3 N N

CH3

Cl O

NH

CH3

CH3

CH3

N-(4-tert-butylbenzyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

NaOH+ NaCl + H2O

Mass Balance:

Kg Kg

4-chloro-3-ethyl-1-

methyl-1H-pyrazole-

5carbonyl Chloride

1081 674 Residue to Incinerator

1-(4-tert-

butylphenyl)methanami

ne



Water 826 1000 TBFN

Total 2585 2585

Mass balance of TBFN (4-chloro-N-[[4-(1,1-dimethylethyl)phenyl]methyl]-3-ethyl-1-

methyl-1H-pyrazole-5-carboxamide)

Formation of

intermediate-1


75. Tolfenpyrad


Step-1 Methylethyl Ketone reaction with diethyl ethanedioate, Sodium Ethoxide

and HCl in Toluene forms intermediate DKE.

Step-2 DKE is further treated with Hydrazine Hydrate in toluene forms EPE.

Step-3 EPE along with dimethyl sulfate, Sodium hypochlorite, Sodium

Hydroxide and Hydrochloric Acid forms EMCA.

Step-4 4-methylphenol and 4-chlorobenzonytrile and sodium hydroxide with

Dimethyl Formamide (DMF) forms TOBN.

Step-5 Hydrogen gas is allowed to pass through mass of TOBN with solvent

methanol. This reaction gives TOBA.

Step-6 Reaction of EMCA (obtained in step-3), thionyl chloride, Sodium

Hydroxide and TOBA in solvent Toluene forms final product TLF.

Chemical Reaction:

Step I

CH3

CH3

O+

O

O

OC2H5

OC2H5

CH3

O O

O

O CH3

Methylethyl ketone

M F = C4H

8O

F W = 72.10

diethyl ethanedioate

M F = C6H

10O

4

F W = 146.14

( DKE)

M F = C8H

12O

4

F W = 172.17

+++ +C2H5ONa HCl

Solvent: Toluene

C2H5OH NaCl

Step II

CH3

O O

O

O CH3

( DKE)


12O

4


+ NH

N

CH3

O

O

CH3hydrazine hydrate

Molecular Formula = H6N

2O


+

( EPE)


12N

2O

2


NH2NH2 . H2O 3 H2OSolvent: Toluene

Step III

N

N

CH3

CH3

O

OH

Cl

NH

N

CH3

O

O

CH3

( EPE)


12N

2O

2


+dimethyl sulfate


6O

4S


+ +

(EMCA)

M F = C7H

9ClN

2O

2

F W = 188.61

+(CH3)2SO4 NaOCl 2 NaOH HCl + CH3OH C2H5OH+ + Na2SO4 + NaClH2O +Solvent: water


Step IV

CH3

OH

+

Cl

CN

O

CNCH3

4-methylphenol


8O


4-chlorobenzonitrile


4ClN


++

(TOBN)


H11

NO


+NaOHNaCl H2O

Solvent: DMF

Step V

O

CNCH3

+

4-(4-methylphenoxy)benzonitrile (TOBN)


H11

NO


H2

O

CH3NH2

1-[4-(4-methylphenoxy)phenyl]methanamine ( TOBA)


H15

NO

Formula Weight = 213.275Molecular Formula = H

2


Hydrogen Gas

2Solvent: methanol

Step VI

O

H3CNH2

N

N

CH3Cl

OH

OCH3

N

N

CH3

Cl

NH

OCH3

O

CH3

TLF

+ +

thionyl dichloride

Molecular Formula = Cl2OS



9ClN

2O

2


+

+

+


H22

ClN3O

2


+

SOCl2 2NaOH

EMCATOBA

SO2 2 NaCl 2 H2O

Solvent: Toluene


Mass Balance:

Kg Kg

Stage-I

Methyl Ethyl Ketone 246 201 Salt to incineration

Diethyl Ethanedioate489

92Effluentto MEE

Sodium Ethoxide 287 199 Toluene recovered

HCl 19 236 Mek recovered

Toluene 208


Water 361 585 Toluene recovered

Toluene 609

DMS 424 771 Effluent to MEE

Sodium Oxychloride 330 464 Salt to incineration

Sodium Hydroxide 122 370 Effluent to Incinerator

HCl 21 943 EMCA

Water 823

Stage-II

4-methyl Phenol 462 165 Residue to Incinerator

4-chloro benzonitrile 850 63 Effluent to ETP

NaOH 97 1161 DMF recovered

DMF 1222

Hydrogen 31 235 Effluent to ETP

Methanol 1106 1083 Methanol Recovered

810 TOBA

EMCA (Stage-I) 943 339 Salt to Incineration

TOBA (Stage-II) 810 212 SO2 Scrubbed

Thionyl Chloride 156 788 Effluent to ETP

DM Water 371 1000 TLF

NaOH 58

Total 10395 10395

Formation of TLF

Formation of EMCA

Formation of TOBN

Formation of TOBA

Mass balance of TLF(Tolfenpyrad)

Formation of DKE

Formation of EPE


76. 3-Isobutyl Aniline


Step-1 MBC and IBC reacted with each other in an agitation reaction with

addition of aluminum chloride and water forms CIBP.

Step-2 Nitration of CIBP with HNO3 forms CNIBP.

Step-3 Dechlorination of CNIBP with addition of potassium carbonate with

Hydrogen gas forms AIBP.

Step-4 AIBP is treated with hydrazine and potassium hydroxide forms IBA.

Chemical Reaction:

Step I

Step II

Cl

CH3

O

CH3

O2N

Cl

CH3

O

CH3

CIBP

1-(4-chloro-3-nitrophenyl)-2-methylpropan-1-one1-(4-chlorophenyl)-2-methylpropan-1-one

CNIBP

+ H2O.

HNO3

Step III

CAIBP

O2N

Cl

CH3

O

CH3

NH2

CH3

O

CH3

+NH2

CH3 CH3

OH

+

NH2

CH3 CH3

O

Cl

HIBAAIBPCNIBP

K2CO3,

+ KCl + KHCO3 +

2 H2

4 H

Cl

+CH3 CH3

Cl O

AlCl3

Cl

CH3

O

CH3

Chlorobenzene Isobutyroyl chloride 1-(4-chlorophenyl)-2-methylpropan-1-one

CIBP

+

MCB

+ Al( OH )33 H2

IBC

4


Step IV

NH2

CH3

O

CH3

NH2-NH2.H2O

KOH / DEG

NH2

CH3 CH3

3-Isobutylaniline

AIBP IBA

1-(3-aminophenyl)-2-methylpropan-1-one

+ N2 + 3 H2

Mass Balance:

Kg Kg

MCB 695 445 HCl By-product

Aluminium Chloride 539 84 Effluent to MEE

IBC 475

DM Water 973

Fuming Nitric Acid 652 80 Effluent to MEE

DM Water 236

Potassium Carbonate 8 115 Wet Cake to Incinerator

DM Water 135

Hydrogen gas 26

Diethylene Gylcol 486 177 Residue to Incinerator

Potassium Hydroxide 125 477 DEG recocvered

Hydrazine Hydrate 182 1302 Effluent to MEE

Water 293 1144 Effluentto ETP

1000 IBA

Total 4824 4824

Mass balance of IBA

Formation of Step 4

Formation of Step 1

Formation of Step 2

Formation of Step 3


77. 3-[[[5-(Difluoromethoxy)-1-Methyl-3-(Trifluoromethyl)-1H-

Pyrazol-4-yl] Methyl] Sulfonyl]-4, 5-Dihydro-5,5-Dimethyl

Isoxazole


Step-1 Glyoxalic Acid with Hydroxy amine sulphate forms an intermediate

which on further addition of bromine and sodium carbonate forms n-butyl

acetate solution.

Step-2 Then thiourea is added to this solution in HCl gives ITCA solution.

Step-3 MTP with formaldehyde and sodium hydroxide gives HTMP which on

further addition of potassium carbonate in acetonitrile gives FMTP in acetonitrile

solution.

Step-4 FMTP dissolved in acetonitrile and thionyl chloride forms CMTP. ITCA

and Sodium hydroxide reaction forms SIO in solvent Butyl Acetate. CMTP and

SIO forms ISFP with solvent Acetonitrile.

Step-5 ISFP oxidized with Hydrogen peroxide in solvent acetonitrile forms the

final product Octopussy.

Chemical Reaction:

Step I

COOH

CHO

+ (HONH2)2H2SO4

HOOC

N

OH

N

OH

Br Br

+ CO2

Hydroxy amine sulphate

H2O

HIA

Br2

H2OBX

n-Butyl acetate solution

CH3 CH3

CH2

Na2CO3

ON CH

3

CH3

Br


BIO

Step-A :BX

Step-B :BIO

Glyoxalic acid

+NaBr

Na2CO3


Step II

Step III

Step IV

N

N

F3C

OCHF2

CH3

OH

FMTP

Acetonitrile solution

N

N

F3C

OCHF 2

CH3

CMTP

SOCl2

ONCH3

C H3S

NH2

NH

HBr

ITCA

ONCH3

CH3NaS

SIO

NN

F3C

OCHF2

CH3

S

N

OCH3

CH3

ISFP

Acetonitrile solutionaq. solutionaq. solution

Cl

NaOH

+ HCl + SO2

Step V

O N C H 3

C H 3 Br

+


BIO

N H 2 N H 2

S

Thiourea

O N C H 3

C H 3 S

N H 2

N H HBr

ITCA aq. Solution

HCl

+

N

N

F3C

ONa

CH3

OH

N

N

F3C

OH

CH3

N

N

F3C

OCHF 2

CH3

OH

MTP HMTP

Aq. solution

CHF 2Cl / K 2CO 3

Acetonitrile

FMTP

Acetonitrile solution

HCHO

NaOH

NN

F3C

OCHF2

CH3

S

O

N

CH3

CH3

ISFP

NN

F3C

OCHF2

CH3

S

O

N

CH3

CH3

O

O

Octopussy

2H2O

2 + 2H2O+

Acetonitrilre


Mass Balance:

Kg KgStage-I

Hydroxyl amine sulfate 250 23 CO2 to caustic scrubber

DM Water 418 598 NaBr By-product

Glyoxalic acid 753

NaOH 174

Na2CO3 13

Bromine 1007

Sodium carbonate 69 89 Effluent to ETP

Butyl acetate 1141 303 NaBr By-product

Thiourea 270 727 HBr by-product

HCl soln. 45 1947 ITCA

Water 642 1096 n-Butyl Acetate

Stage-II

NaOH 38 963 Acetonitrile recovered

MTP 389 173 Effluent to ETP

farmaldehyde 142 983 FMTP

Acetonitrile 983

K2CO3 31

Difluorochloromethane 263

Water 272

NaOH solution 811 997 Effluent to MEE

FMTP (Stage-II) 983

ITCA (Stage-I) 1947 1275 Effluent to ETP

Thionyl chloride 254

NaOH. 74

H2O2 68 298 Effluent to ETP

Water 594 177 Residue to Incinerator

ACN 262 254 Recycled ACN

993 Effluent to MEE1000 Octopussy

Total 11895 11896

Formation of Octopussy

Formation of BIO

Mass balance of Octopussy

Formation of BX

Formation of ISFP

Formation of ITCA

Formation of FMTP

Caustic Scrubber

67 HCl + 118 SO2


78. 3-[1-(3, 5-Dichlorophenyl)-1-Methylethyl]-3,4-Dihydro-6-Methyl-5-

Phenyl-2H-1,3-Oxazin-4-one


Step-1 DCT reacts with acetyl chloride & aluminum chloride and forms

DCMACP.

Step-2 DCMACP is then treated with sodium hypochlorite and HCl forms

DCMBA.

Step-3 Then thionyl chloride is added to DCMBA, which forms DCMBC.

Step-4 Further DCMBC and 1, 3 Dimethyl 5-pyrazolone is treated with TEA

forms MY-71-OH.

Step-5 DCMHP treated with 2-Chloro-1-(4-methyl phenyl) ethanone along with

K2CO3 forms final product MY-71.

Chemical Reaction:

Step I

ClCl

CH3

CH3

ClCl

CH3

O

2,6-dichlorotoluene (DCT) 1-(2,4-dichloro-3-methylphenyl)

ethanone (DCMACP)

AlCl3

3 H2O + HCl + Al(OH)3

CH3 Cl

O

+

acetyl chloride

+ +

Step II

CH3

ClCl

OH

O

2,4-dichloro-3-methylbenzoic acid(DCMBA)

CH3

ClCl

CH3

O

3 NaOCl+ CHCl

3 + 2 NaOH

+

1-(2,4-dichloro-3-methylphenyl)ethanone

+ HCl+ NaCl

Step III

CH3

ClCl

Cl

O

2,4-dichloro-3-methylbenzoyl chloride(DCMBC)

CH3

ClCl

OH

O

2,4-dichloro-3-methylbenzoic acid(DCMBA)

SOCl2

+ SO2 + HCl

+


Step IV

CH3

ClCl

Cl

O

2,4-dichloro-3-methylbenzoyl chloride (DCMBC)

+

1,3-dimethyl -5-pyrazolone

NN

CH3

CH3

ON

N

CH3

CH3

Cl

CH3

Cl

O

OH

(2,4-dichloro-3-methylphenyl)(5-hydroxy-1,3-dimethyl-

1H-pyrazol-4-yl)methanone (MY-71-OH)

+ TEA. HCl

TEA

Step V

Cl

CH3

ClN

N

CH3

CH3

O

O

O

CH3

Cl

CH3

ClN

N

CH3

CH3

OH

O

(2,4-dichloro-3-methylphenyl) (5-hydroxy-1,3-dimethyl-1H-

pyrazol-4-yl)methanone

(DCMHP)

+

CH3

ClO

2-Chloro-1-(4-methylphenyl)ethanone

K2CO3

MY-71

+ KCl + KHCO3+

Mass Balance:

Kg Kg

AlCl3 901

2,6- Dichloro Toluene 496 239 HCl By-product

Acetyl Chloride 940 676 Al(OH)3 Recovered

Water 817

Sodium Hypochlorite 99 420 Salt to Solid Incinerator

Hydrochloric Acid 45 96 Effluent to ETP

SOCl2 276 100SO2 + HCl scrubber

spent

Caustic 362 200 Effluent to ETP

1,3-dimethyl-5-

pyrazolone296 1356 Effluent to MEE

Triethyl Amine 193

Water 477

Potassium carbonate 98 913 Effluent to Incinerator

1000 MY71

Total 5000 5000

Formation of MY 71,

Formation of

intermediate-4

Formation of Step 1

Mass balance of MY 71

Formation of

intermediate-2

Formation of

intermediate-3


79. 1-Methyl-3-(Trifluromethyl) 1H-Pyrazol-5-ol


Step-1 Ethyl trifluoro acetate and Ethyl acetate forms ETFAA in reaction with

HCl Gas and Sodium ethanoate.

Step-2 ETFAA treated with Methylhydrazin and acetic acid to form MTP.

Chemical Reaction:

Step I

F3C O CH3

O

+ CH3 O CH3

O

ethyl trifluoroacetate ethyl acetate

F3C O

O O

CH3

ethyl 4,4,4-trifluoro-3-oxobutanoate

ETFAA

ETFA

NaOEt

Hydrochloric acid gas

+ 2 C2H5OH + NaCl

Step II

CH3

NH

NH2

N

N

F3C

OH

CH3CH3 OH

O

MTP

1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol

C2H5OH+ H2O+F3C O

O O

CH3

ethyl 4,4,4-trifluoro-3-oxobutanoate

ETFAA

Mass Balance:

Kg Kg

Ethyl Acetate 1920 1730Recovered Ethyl

Acetate

ETFA 618 160 Recovered ETFA

Sodium Ethoxide 313 737 Effluent to MEE

HCl 348 17 Salt to Incinerator

Acetic Acid 521 612Recovered MMH

recycleMonomethyl

Hydrazine541 487

Recovered ETFA

recycle


1000 MTP

Total 4949 4949

Mass balance of MTP

Formation of MTP

Formation of MTP


80. 1, 3-Dimethyl-5-Chloro-4-Pyrazolyl Carboxylic Acid Chloride


Step-1 DMPO is reacted with POCl3 and DMF in water and agitation gives CDPC.

Step-2 CDPC is further oxidized with H2O2 along with NaOH and HCl, which at

the end forms CDPA.

Step–3 CDPA in a solution of DMF and Toluene reacts with thionyl chloride and

forms final product DCPA.

Chemical Reaction:

Step I

Step II

Step III

NN

CH3

CH3

O NN

CH3

CH3 H

O

ClDMF

DMPO CDPC

+ NH

CH3

CH3

Dimethylamine hydrochloride

+ POCl3 + .HCl + H

3PO

4

H2O

NN

CH3

CH3

Cl

CHO

NN

CH3

CH3

Cl

COOH

CDPC CDPA

NaCl+ + 2 H2O+ + NaOHH

2O

2 + HCl

NN

CH3

Cl

CH3

COOH

Toluene

CDPA

NN

CH3

Cl

CH3

COCl

DCPA

+ +SOCl2+

DMF

SO2

HCl


Mass Balance:

Kg Kg

DPMO 384 220 Effluent to ETP

DMF 985 935 DM.HCl Recocvered

POCl3 626

Water 1278

NaOH 164

NaOH 135 1809 Effluent to MEE


HCl 65

Caustic Solution 481 488 Scrubber spent to MEE

SO2+ HCl

Toluene 998 979Recovered Toluene-

recycled

DMF 6 465 Residue to incinerator

SOCl2 461 1000 DCPA

Total 5896 5896

Formation of Step 1

Formation of Step 2

Mass balance of DCPA

Formation of Step 3

6.83


81. 3, 4-Dichloro-5-Fluoro Biphenyl-2-Amine


Step-1 Magnesium turning, Tetrahydrofuran (THF), Grignard, and BDB solution

in THF are agitated in a reactor which forms a mass. TMB solution in THF is

reacted with this mass and agitated with Sulphuric Acid, Water and Sodium

Chloride forming Boronic Acid suspension in water.

Step-2 Above intermediate is treated with 2-Bromo-4-fluoroaniline; this

mixture is agitated and addition of K3PO4 in toluene produce final product CFPA.

Chemical Reaction:

Step I

Cl

Cl

Br

THF

Toluene,

H2SO4, 3H2OCl

Cl

B

OHOH

4-bromo-1,2-dichlorobenzene BDB-Boronic acid

+ Mg

OH

Br+ 3CH3OH+ Mg TBM+

Step II

3',4'-dichloro-5-fluorobiphenyl-2-amine

Cl

Cl

B

OHOH

BDB-Boronic acid

Cl

Cl

NH2

F

+NH2

Br

F

2-bromo-4-fluoroaniline

Toluene, water

+ KBr + B(OH) 3+ K2HPO 4K3PO4+

Mass Balance:

Kg Kg

Magnesium turnings 16 605 Effluent to MEE

THF 1134 258 Residue to incinerator

BDB 688 245 Toluene Recovered

TMB 671 1065 THF recovered

Sulphuric Acid 140

Toluene 266

Water 622

2-bromo-4-

fluoroaniline

556 392 Effluent to incinerator

K3PO4 30 1028 Effluent to ETP

Toluene 243 220 Toluene recycled

Water 447 1000 CFPA

Total 4813 4813

Mass balance of CFPA (3,4-dichloro-5-fluorobiphenyl-2-amine)

Formation of BDB

Boronic Acid

Preparation of CFPA


82. 3-(Difluoro Methyl)-1-Methyl-1H-Pyrazole-4-Carboxylic Acid


Step-1 Ethyl 4, 4-difluro 3-Oxo butanoate, trimethyl orthoformate and acetic

anhydride are agitated in reactor and forming Ethyl 4, 4 difluro -2-

(methoxymethylidene)-3-oxobutenoate mixture.

Step-2 Ethyl 4, 4 difluro -2-(methoxymethylidene)-3-oxobutenoate mixture is

again mixed with Mono methyl hydrazine in presence of acetone and HCl forms

a Mass. NaOH and H2SO4 is added in to that mass and after reaction further

SOCl2 is added and agitated producing the final product ACH.

Chemical Reaction:

Step I

CHF2 OC2H5

O O

+H3CO

H3CO

H3CO H +CH3

O

CH3

O

O2

CHF2 OC2H5

O O

OCH3

+ 2 CH3COOH 2 CH3COOMe+

ethyl 4,4-difluoro-2-(methoxymethylidene)-3-oxobutanoate

Acetic acid Methyl acetate

Acetic anhydride

Trimethyl orthoformate

ethyl 4,4-difluoro-3-oxobutanoate

Step II

MMH

+

F

F

OEt

O O

MeO

CH3

NH

NH2 +F

F

OEt

O O

EtO

(Mixt. of O-Me/Et acrylate)

NN

F

F

CH3

COOC 2H5

NN

F

F

CH3

COOH

PRZ-ester

47%NaOH

40% H2SO4

PRZ

Acetone

30% HCl + NaCl+ Na2SO4

NN

F

F

CH3

O Cl

SOCl2

+SO2+HCl


Mass Balance:

Kg Kg

Ethyl 4,4-difluoro-3-

oxobutanoate374 438 Acetic Acid recycle

Trimethyl Orthoformate 690 783 Effluent to ETP

Acetic Anhydride 551

Water 867

O-Ethyl Acrylate 424 716 Effluent to MEE

Mono Methyl Hydrazine 466 734 Salt to Incinerator

Acetone 406 398 Acetone recovery

HCl 37 146 Effluent to ETP

NaOH 94 104SO2 + HCl Scrubber

spent to MEEH2SO4 134 1000 ACH

SOCl2 275

Total 4319 4319

Mass balance of ACH (3-(difluoro methyl)-1-methyl-1H-pyrazole-4-carboxylic acid)

Formation of

intermediate-1

Formation of ACH


83. 4-Bromo- 1, 2-Dichloro Benzene


Aluminum Chloride, dichlorobenzene, and Bromine are charged in a reactor and

agitated forming final product BDB.

Chemical Reaction:

Cl

Cl

+ Br BrAlCl3

Cl

Cl

Br

+ BrH

1,2-dichlorobenzene

bromine

4-bromo-1,2-dichlorobenzene

hydrogen bromide

Mass Balance:

Kg Kg

ODCB 251 330 Effluent to MEE

AlCl3 18 232 Residue to incinerator

Bromine 1018 209 Effluent to ETP

HCl 44 1000 BDB

Water 351

Na2S2O3 88

Total 1771 1771

Mass balance of BDB

Formation of BDB


84. Difluoro Methyl-N-Methyl Pyrazolic acid


Step-1 Ethyl 4, 4-difluro-3-oxobutanoate and Trimethyloethoformate along with

Acetic anhydride forms Oxobutanol derivative intermediate

Step-2 MMH with mixture of O-Me/Et acrylate treated with acetone and HCl

form PRZ Ester which is further forms PRZ after addition of NaOH and H2SO4.

Chemical Reaction:

Step I

CHF2 OC2H5

O O

+H3CO

H3CO

H3CO H +CH3

O

CH3

O

O2

CHF2 OC2H5

O O

OCH3

+ 2 CH3COOH 2 CH3COOMe+

ethyl 4,4-difluoro-2-(methoxymethylidene)-3-oxobutanoate

Acetic acid Methyl acetate

Acetic anhydride

Trimethyl orthoformate

ethyl 4,4-difluoro-3-oxobutanoate

Step II

Mass Balance:

Kg Kg

Ethyl 4,4-difluoro-3-

oxobutanoate371 454 Rec. distillate to MEE

Acetic anhydride 816 500Recovered Acetic Acid

as By-product

Trimethylorthoformat

e448

Acetone 449 777 Effluent to ETP

MMH 475 440 Acetone Recover

Water 467

Aq. HCl 71


Water 495 1000 PRZ

H2SO4 37

Total 3700 3700

Mass balance of PRZ (Difluoro Methyl-N-Methyl Pyrazolic acid)

Formation of PRZ

Formation of

intermediate-2

Formation of

intermediate-1

MMH

+

F

F

OEt

O O

MeO

CH3

NH

NH2 +F

F

OEt

O O

EtO

(Mixt. of O-Me/Et acrylate)

NN

F

F

CH3

COOC 2H5

NN

F

F

CH3

COOH

PRZ-ester

47%NaOH

40% H2SO4

PRZ

Acetone

30% HCl + NaCl+ Na2SO4


Fluorospeciality Products

85. 2, 2-Difluoro Ethyl Amine


2, 2-Difluoro -1-chlorethane and Ammonia react with each other in auto clave to

form 2, 2-difloroethyl amine

Chemical Reaction:

Mass Balance:

Kg Kg

NMP 2272 2204 NMP Recovered

Ammonia 520 417 Effluent to MEE

DFCE 395 333 Effluent to ETP

Water 815 48 Residue to Incinerator

1000 DFEA

Total 4002 4002

Mass balance of DFEA

Formation of Step 1

F

F

Cl

2,2-Difluoro-1-chlorethane

+ 2 NH3 (gas)

NH2

F

F

2,2-Difluoroethyl amine

NH4Cl+

Ammonia

Autoclave

NMP

Ammonium chloride


Pharma Intermediates

86. Ethyl-4-Methyl-1, 3-Thiazole-5-Carboxylate


Step-1 Ethyl acetoacetate and Sulfuryl Chloride reacts and forms Ethyl -2-

chloroacetoacetate

Step-2 Formamide and Phosphorus pentasulfide treated with each other and

THF to form Thioformamide.

Step-3 Ethyl -2-chloroacetoacetate and Thioformamide aging treated with THF

to form final product EMTC

Chemical Reaction:

Step I

+

Ethyl-2-chloroacetoacetate

SO2 + HCl

O

OEt

O

+ SO2Cl2

O

OEt

O

Cl

Ethyl acetoaetate Sulfuryl chloride

Step II

H NH2

O

+ P2S5H NH2

S

+ P2O55 5

FormamidePhosphorus pentasulfide Thioformamide

THF

Step III

Ethyl-2-chloroacetoacetate

O

OEt

O

Cl

+H NH2

S

Thioformamide

N

SO

OEt

EMTC

+ HCl + H2O

THF


Mass Balance:

Kg Kg

Stage-I

Ethyl acetoacetate 1433 701 SO2 to scrubber

Sulfuryl Chloride 1478 400 HCl By-Product

1811 Conc. Mass ECAA

Stage-II

THF 1138 632Phosphorous Pentoxide

to Incinerator

Formamide 707 1115 Recovered THF

Phosphorous

Pentasulphide859 958 Thioformamide

Conc. Mass ECAA (Stage-

I)1811 888 Effluent to MEE

THF 1138 1115 THF Recovered

Thioformamide (Stage-II)958 743 HCl By-product

DM Water 746 340 Residue to Incinerator

566 Effluent to ETP

1000 EMTC

Total 10268 10268

Mass balance of EMTC

Formation of Step-1

Formation of Step-2

Formation of EMTC


Speciality Chemicals

87. Methyl cis-1-[2-(2, 5-Dimethylphenyl)-Acetylamino]-4-Methoxy-

Cyclohexane Carboxylate


Step-1 Ammonia gas and Carbon dioxide gas dissolved in water forms

Ammonium Carbonate in equilibrium with ammonium carbamate.

Step-2 4-methoxy cyclohexanone treated with NaCN and (NH4)2CO3 in solution

of Water forms Isomers of Hydantoin which is further treated with NaOH for cis-

Isomer of Hydantoi-Na

Step-3 Cis-Isomer of Hydantoi-Na treated with KOH and Water forms Amino

Acid salt.

Step-4 Amino Acid is treated with (2, 5-dimethyl phenyl) acetyl chloride, KOH

and HCl, forms Acid Amide

Step-5 Acid amide reaction with methanol, H2SO4 and Chlorobenzene forms

Ester Amide.

Chemical Reaction:

Step I

2 NH + CO2 H2O+ (NH4)2CO3

Ammonium carbonate

(FW:96.08)(FW:44.01)(FW:17.03)

Ammonia

H2NCOONH4

Ammonium carbamate

(FW:78.07)

+ H2O

Step II

O

O

+ (NH4)2CO3+NaCN ONH

NH

O

O

ONH

N Na

O

OH2O

NaOH

(FW:128.17) (FW: 49.01) (FW:96.08) (FW:198.22) (FW:220.2)

4-Methoxycyclohexanonecis/trans - Hydantoin cis - Hydantoin -Na

NH4OH+ + NaOH H2O+(35.05) (40) (18.02)

Step III

ONH

N Na

O

O

(FW:220.2)

cis - Hydantoin -Na

+ 2 O

NH2

O

ONa + K2CO3 + NH3

(FW:17.03)

Amino Acid (salt)

(FW:138.21)(FW:195.2)(FW:56.12)

+ H2O

(FW:18.01)

KOH


Step IV

O

NH2

O

ONa

Amino Acid (salt)

+Cl

O

O

NH

O

O OH

+ KCl

(2,5-dimethylphenyl)acetyl chloride

i) KOH

ii) HCl+ NaCl +H2O

(FW:195.2) (FW:182.65) (FW:319.4)

Acid amide

Step V

O

NH

O

OOH

(FW:319.4)

Acid amide

+ CH3OH

O

NH

O

O O

(FW:333.42)

H2SO4

chlorobenzene

Ester amide

(FW:32.04)

+ H2O

Mass Balance:

Kg Kg

Ammonia 901 614 Effluent to ETP

Carbon Dioxide 67Water 345

Sodium cyanide 162 964 Effluent to ETP

4-methoxy-

cyclohexanone385

NaOH 96

Water 605


DM Water 545


DM Water 20

2,5-Dimethylphenyl

acetyl chloride394

HCl 22

MCB 1700 163 Effluent to MEE

Methanol 173 1659Distilled MCB

recovered

Sulphuric Acid 35 1000 ETMD

Total 5612 5612

Formation of Step 5

Mass balance of ETMD

Formation of Step 1

Formation of Step 2

Formation of Step 3

Formation of Step 4


88. 1, 1, 1, 3, 3, 3-Hexafluoro Isopropyl Methyl Ether


Step-1 OIME and KOH along with TMAC form intermediate HIME.

Step-2 HIME, sodium hypochlorite, NaHCO3, and H2O forms MTTHP.

Step-3 MTTHP reacts with dimethyl sulphate along with NaOH and forms

MTTMP.

Step-4 NaOH is gradually added to the above reaction mass and agitation

of the same produce TTMP.

Step-5 After giving appropriate settling to the above intermediates provides two

isomers of the same and forms HFMOP isomer along with another isomer

Olefine.

Step-6 Both isomers are then treated with KF and H2O in addition of DMF forms

HFMOP.

Chemical Reaction:

Step I

CF3

F3CO

F

F

CH3

OIME

KOH TMAC

CF3

F3CO

F

CH3

HIME

+ + H2OKF+

Step II

CF3

F3CO

F

CH3

HIME

12%NaClO F3C

F3C

COOCH3

OH

MTTHP

NaFNaCl ++ NaHCO3+ CO2+ H2O++ H2O +

Step III

F3C

F3C

COOCH3

OH

MTTHP

Me2SO4+ NaOH +F3C

F3C

COOCH3

O CH3

MTTMP

+CH3NaSO4 H2O+


Step IV

F3C

F3C

COOCH3

O

CH3

MTTMP

48%NaOH

F3C

F3C

COONa

O

CH3

TTMP

+ CH3OH+

Step V

F3C

F3C

COONa

O

CH3

TTMP

H2O

CF3

F3C OCH3

HFMOP

O

CF3

F

CH3

F

Olefine

+NaHCO3

+NaF CO2+ H2O+

+ DMF

HFMOP+Olefine in DMF Solution

Step VI

+KF

CF3

F3C OCH3

HFMOPO

CF3

F

CH3

F

Olefine

+ H2O + KOH

+

CF3

F3C OCH3

HFMOP

HFMOP+Olefine in DMF Solution


Mass Balance:

Kg Kg


OIME 1983

TMAC 31

KOH 76

Sodium Bicarbonate 44 155 Salt to incinerator

Sodium Hypochlorite 60

Dimethyl sulfate 927 102 Effluent to MEE

Sodium Hydroxide 255

Sodium Hydroxide 170 1404 Methanol_Recover

Water 420 59 Residue to Incineration


DMF 715


KF 133 202 Residue to incinerator

680 DMF Recovered

1000 HFMOP

Total 5309 5309

Mass balance of HFMOP

Formation of Step 5

Formation of Step 6

Formation of Step 1

Formation of Step 2

Formation of Step 3

Formation of Step 4


89. 2, 2-Dimethyl-4-Methylene-1, 3-Dioxalane


Step-1 Acetone and Epichlorohydrin is treated with TBA forms CMDD.

Step-2 CMDD on further reaction with KOH forms MDO.

Chemical Reaction:

+

4-(Chloromethyl)-2,2-dimethyl-1,3-dioxalane

CMDD

Step I

CH3 CH3

O

Cl

O

ECH

OO

CH3CH3

Cl

Acetone Epichlorohydrin

Tributylamine

+

Potassium Hydroxide

Step II

(KOH) MDO

OO

CH3CH3

Cl

4-(Chloromethyl)-2,2

-dimethyl-1,3-dioxalane

CMDD

K OHOO

CH3CH3

CH2

2,2-dimethyl-4-methylene-1,3-dioxalane

+ KCl + H2O

Mass Balance:

Kg Kg

Acetone 981 687Distilled Acetone-

recycled

Epichlorohydrin 1100 364 Effluent to ETP

Tributyl amine 13

Tetra Ethylene Glycol 472 526 Effluent to MEE

KOH 51 97Filtered solid to

IncineratorDM Water 519 462 TEG recovered

1000 MDO

Total 3136 3136

Formation of Step 2

Formation of Step 1

Mass balance of MDO


90. Chloro Methyl 2-Methyl Propanoate


Isobutyryl chlorine and Paraformaldehyde react with each other in an agitator

and form Chloromethyl 2-Methyl Proponoate.

Chemical Reaction:

Cl

O

CH3

CH3

Cl O

O

CH3

CH3

Isobutyryl chloride

chloromethyl 2-methylpropanoate

(HCHO)n+

Paraformaldehyde

Mass Balance:

Kg Kg

Isobutyryl Chloride 918 17Wet Cake to

incinerator

Paraformaldehyde 260 177Residue to liquid

incinerator

Anhydrous Zinc

Chloride17 1000 CMIBA

Total 1195 1195

Formation of

CMIBA

Mass balance of CMIBA


91. 2-Chloro-4-(Methyl sulfonyl)-3-[(2, 2, 2-Trifluoroethoxy) Methyl]

Benzoic Acid


AE-014 and TFE are treated with NaOH prills and acetonitrile along with Dichloro

benzene to forms CMTB.

Chemical Reaction:

Mass Balance:

Kg Kg

AE-014 438 20 H2 to atmosphere

DMF 1463 556 Effluent to MEE

NaH 175 422 Effluent to ETP

Tri Fluoroethanol 878 2042 Toluene recovered

Toluene 2083 200 Residue to Incinerator

NaOH 68 1404 DMF recycledWater 540 1000 CMTB

Total 5644 5644

Mass balance of CMTB (2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy) methyl]

benzoic acid)

Formation of CMTB

Cl

O

OH

Br

S

CH3

O

O

+ OH

F

F

F

Cl

O

OH

O

S

CH3

O

O

F

F

F NaBr

AE-014 TFE

+ + H2

DMF/Toluene

Na+

2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy) methyl] benzoic acid


Performance Chemicals

92. 1-(4-Chlorophenyl)-2-Methyl-2-(Morpholin-4-yl) Propan-1-one


Step-1 Acylation of Chlorobenzene and 2-methyl propanoyl chloride in addition

of Aluminum Chloride forms CIBP

Step-2 Bromination of CIBP along with EDC forms BCIBP.

Step-3 BCIBP treated with sodium methanoate forms CIBO.

Step-4 A coupling reaction of CIBO with morpholine forms final product PCBM.

Chemical Reaction:

Step I

Cl +CH3

CH3 O

Cl AlCl

Cl

O

CH3

CH3

chlorobenzene 2-methylpropanoyl chloride 1-(4-chlorophenyl)-2-methylpropan-1-one

(CIBP)

+ 4 + Al(OH)3

Step II

Cl

O

CH3

CH3

1-(4-chlorophenyl)-2-methylpropan-1-one

+ Br Cl

O

CH3

CH3

Br

EDC

2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one

(BCIBP)

+ HBr

Step III

Cl

O

CH3

CH3

Br

2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one

NaOMe

Cl O

OMe

CH3 CH3

2-(4-chlorophenyl)-2-methoxy-3,3-dimethyloxirane

(CIBO)

NaBr+

Step IV

Cl O

OMe

CH3 CH3

2-(4-chlorophenyl)-2-methoxy-3,3-dimethyloxirane

+

NH

O

morpholine

Cl

O

CH3

CH3

N

O

1-(4-chlorophenyl)-2-methyl-2-(morpholin-4-yl)propan-1-one

(PCBM)

+ MeOH


Mass Balance:

Kg Kg

MCB 1991 1286 HCl by-product

Aluminum Chloride 1770 392 Effluent to ETP

Isobutyryl Chloride 1247 1416 Al(OH)3

Water 208

1,2-Dichloro Ethane 428 837 HBr By-product

Bromine 1204 924 Effluent to ETP

NaHCO3 76 6981,2-Dichloro Ethane-

recycled

Water 1539

Sodium Methoxide 1178 1032 NaBr By-product

Morpholine 623 543 Methanol-recycled

2136 Effluent to MEE

1000 PCBM

Total 10264 10264

Mass balance of PCBM

Formation of Step 3

Formation of Step 1

Formation of Step 2

Formation of Step 4


93. Titanium Biscatecholate Monopyrogallate Sodium Potassium salt


Step-1 Mass of catechol and toluene treated with TiCl4 forms Intermediate

mass

Step-2 Further this Intermediate mass is treated with NaOH followed by KOH

and EDTA-H forms Negolyte.

Chemical Reaction:

OH

OH

+ Ti

Cl

ClCl

Cl

+ NaOH + KOH

4HCl + 2

OH

OHOH

+

O

Ti2-

O

OH

O

OHO

OH

O

Ti2-

O

OH

O

OHO

OH

+ EDTA -H

O

Ti2-

O

ONa

O

OKO

OH+EDTA -Na -K

+ 2H2O

H2TiCat2Py

H2TiCat2Py

NaKTiCat2Py

Ticl4

NEGOLYTE

Catechol Toluene

Mass Balance:

Kg Kg

Catechol 883 398 HCl by-product

Toulene 1970 1880 Toluene recycled

Ticl4 517 1438 Effluent to ETP

NaoH 218 1000 Negolyte

KOH 305

DM water 793

EDTA 28

Total 4716 4716

Mass balance of Negolyte

Formation of Negolyte


Annexure-III

Water Consumption

Sr.

No.

Source Existing

(KLD)

Total after

Expansion (KLD)

I Domestic 30 60

II Gardening 40 148

III Industrial

a) Process 305 253

b) Scrubber 60 125

c) DM Water treatment 00 177

d) Boiler 400 460

e) Cooling 1360 1480

f) Lab 00 20

g) Washing 00 250

Total Industrial 2125 2765

Total (I+II+III) 2195 2973

Recycle water -- 134

Actual fresh water

requirement

-- 2839


Wastewater Generation

Sr. No.

Source Existing (KLD)

Total after Expansion

(KLD)

I Domestic 30 50

II Gardening 00 00

III Industrial

a) Process 610 522

b) Scrubber

c) DM Water treatment 00 177

d) Boiler 70 70

e) Cooling 350 296

f) Lab 00 20

g) Washing 00 250

Total Industrial 1030 1335

Total (I+II+III) 1060* 1385**

* Total w/w generation is around 1060 KLD; out of which 60 KLD goes to

incinerator and remaining 1000 KLD waste water generation goes to ETP.

** Total w/w generation will be tune around 1385 KLD after expansion. Out of

which 60 KLD goes to incinerator, 19 KLD system losses & salt generation and

134 KLD treated water recycle and resulted 1172 KLD waste water generation

goes to ETP.


Water Balance Diagram-Existing


Water Balance Diagram - Total after Expansion

232

Water consumption 2973 KLD (2839 Fresh + 134 recycle)

Domestic 60

Process water

378 Washing

250

Utilities

1983+134*

Green belt

148

Boiler

460

Cooling

1480

ETP

50+170+273+250+20+ 66+343=1172

Domestic effluent

50

DM treatment 2117

60

Bleed off 296

Process

253

Scrubber

125

MEE

292

DM rejects 177

Blow down 70

Finally discharged into SEZ common sump

ETP

170 Incinerator

60

By-

Product 65

Salt

9.0 System Loss

10

Lab 20

To TSDF

Filter 296+70+177=543

RO

RO Reject 66

RO Permeate

134*

Treated water 1940 209

from RM

273 Blow

down 343


Annexure IV

Effluent Treatment Plant - Existing

Capacity: 2500 M3/Day

Parameter Characteristics

Raw Effluent pH 2 to 10

COD 8000 mg/l

TDS 4000 mg/l

BOD 5000 mg/l

After Primary

Treatment

pH 7.5 to 8.0

COD <6000 mg/l

BOD <3750 mg/l

O & G <10 mg/l

TSS <100 mg/l

After Clarifier- 1 pH 7.5 to 8.0

COD <900 mg/l

BOD <562 mg/l

O & G <10 mg/l

TSS <100 mg/l

After Clarifier- 2 pH 7.5 to 8.0

COD <270 mg/l

BOD <168 mg/l

O & G <10 mg/l

TSS <100 mg/l

Final Outlet pH 7.0 to 8.5

meeting the COD <250 mg/l

SPCB norms BOD <100 mg/l

O & G <10 mg/l

TDS <5000 mg/l

TSS <100 mg/l Treated Effluent Discharge to Sea through

ECPL's effluent disposal system

Effluent

CAPACITY & FLOW DIAGRAM OF EFFLUENT TREATMENT PLANT

Oil & Grease Trap Capcity: 30 M3

Flash Mixer Tank Capacity: 60 M3

Clariffocculator Tank Capacity: 187 M3

AT - 1 Capacity: 3000 M3

Clariffer -2 Capacity: 187 M3

Sludge Holding

Sludge Dewatering

Activated Carbon Filter

Sand Filter

Equalization Tank Capacity:1500 M3

Clariffer -1 Capacity: 187 M3

AT - 2 Capacity: 1500 M3

Guard Pound Capacity: 4500 M3

Dewatered Sludge to SLF

We will use the same ETP after Expansion.


MEE Flow Diagram


Annexure-V

Details of Hazardous/Solid waste

Sr.

No.

Type of

Waste

Category of

Waste as per

HWM Rules

2016

Existing

Quantity

Total

after

Expansion

Quantity

Disposal facility

1. ETP Sludge &

MEE salt

35.3 395.41

MTPM

1216.67

MTPM

900 MTPM

2700

MTPM

Collection, Storage,

Transportation & Disposal in

approved common TSDF/co-

processing.

2 Used Oil 5.1 15.16

KL/month

25

KL/month

Collection, storage and reused

or sold to registered refiners

3 Residues after

distillation,

fractionation,

condensation

recovery

etc./Solvent

Distillation

Residue

20.3 243.33

MTPM

20000

MTPM

Collection, storage, &

Incineration in house or in

approved common

incineration facility or co-

Processing / incineration

4 Spent Carbon 36.2 16.67

MTPM

50 MTPM Collection, storage &


approved common

incineration facility or Send to

Authorized recyclers/ re-

processors for recovery/co-

processing

5 Process Waste

(Process Waste

Sludge/residue)

29.1 60.76

MTPM

1800

MTPM



approved common

incineration facility or Co-

processing/co-incineration

facility

6 Incineration

Ash

37.2 456.25

MTPM

1000

MTPM

Collection, Storage,

Transportation & Disposal in

approved common TSDF site.

7 Discarded

containers /

drums/

liners

33.1 30.41

MTPM

300 MTPM

&

50000

NOSPM

Recycled or sold to authorized

scrap dealer or end users or

disposal in approved common

TSDF/incineration in-house as

well approved common facility

or sent for common

decontamination facility

8 Date Expired

off specification

products

29.3 0.91

MTPM

100 MTPM Collection, storage, &


approved common

incineration facility/co-

processing

9 Spent/Crude

Solvent

29.4 121.67

MTPM

30000

MTPM


Incineration in house or at

authorized CHWI facility or

Co-processing or reuse by in-

house solvent distillation. In

Some of the product where

purity requirements are very

high, recycling is not possible

due to build-up of moisture or

some specific impurity, such


solvents are required to be

sent to authorized as well as

CPCB registered solvent

distillation unit. Sold to GPCB

Authorized

recyclers/distillators/re-

processor

10. Spent Catalyst 29.5 -- 50 MTPM Collection, storage &


approved common


processing, Send to


processors for recovery or

sent for regeneration to

supplier.

11. Spent Acid 29.6 -- 1500

MTPM



approved common


processing, Send to


processors, reuser

12. Spent Resin 34.2 0.125

MTPM

2 MTPM Collection, storage,

transportation and disposal in

approved common TSDF

13. NaBr/MgBr -- 5000

MTPM

Collection, storage,

transportation and sold to

bromine manufacture or any

recovery or processing or

incineration/co-processing/

common effluent treatment


Annexure-VI

Source of Air Emissions

Sr.

No.

Stack attached to Fuel

Type

Stack

Height

in m

APC measures Probable

emission

Flue Gas Stacks-Existing

1 Boiler (03 Nos.) FO/NG 54 -- PM <150 mg/Nm3

SO2 <100 ppm

NOx <50 ppm 2 Thermic Fluid Heater

(01 Nos.)

FO/NG 20 --

Flue Gas Stacks-After Expansion

1 Boiler (03 Nos.) FO/NG 54 -- PM <150 mg/Nm3

SO2 <100 ppm

NOx <50 ppm 2 Thermic Fluid Heater

(01 Nos.)

FO/NG 20 --

3 DG Set-06 Nos: 4000

KVA each

HSD 11 --

Process Gas stacks- Existing

1 Process Stack MPP-5 -- 26.5 Alkali Scrubber HCl:<20 mg/Nm3

Cl2:<9 mg/Nm3

NH3:<30 mg/Nm3 Pesticide compound in form of Particulate

matter :<20

mg/Nm3

H2S:<45 mg/Nm3


Cl2:<9mg/Nm3


matter :<20

mg/Nm3

HBr:<5 mg/Nm3


Cl2:<9mg/Nm3


matter :<20

mg/Nm3


Cl2:<9mg/Nm3


matter :<20

mg/Nm3

5 Process Stack MPP-9/High Pressure Reaction Plant

-- 26.5 Alkali Scrubber HCl:<20 mg/Nm3

NH3:<30 mg/Nm3

CH3Cl:<20 mg/Nm3

6 Hydrogenation Plant (Vent 2 nos.)

-- 26.5 Automation HC-20 mg/Nm3

7 MEE Process Stack -- 26.5 Hypo scrubber

followed by alkali

scrubber

PM: <50 mg/Nm3

HC: <20 mg/Nm3


8 Rotary Kiln

Incinerator

-- 30 Ventury Scrubber

followed by Alkali

scrubber

PM: <50 mg/Nm3

HCl: <50 mg/Nm3

SO2 :<200 mg/Nm3

NOX: <400 mg/Nm3

Total dioxine and

furan: <0.1 ng

TEQ/Nm3

Sb+As+Pb+

Cr+CO+Cu+Mn+Ni

+V+their

compound: <1.5

mg/Nm3

Note: Incinerator Designed is as per CPCB guidelines

Process Gas stacks-After Expansion

No additional stack invloved. Scrubbers will be modified as per requirement.

annexure-i list of products with production...

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