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1,2-azoles

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1,2-azoles

Antibióticos.Sulfonamidas

sulfametoxazol sulfatiazol sulfafurazol

Page 3: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

antihelmínticos

mebendazol albendazol

tiabendazol fenbendazol

niridazol levamisol

Page 4: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Two routes for the ringsynthesis of1,2- azoles

Page 5: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Synthesis of 1,2–azoles from 1,3-dicarbonylcompounds and hydrazines or hydroxylamine

Page 6: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 7: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 8: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 9: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 10: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 11: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

reactividad

Page 12: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 13: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 14: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Reactions with Electrophilic Reagents

Page 15: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Substitution atCarbon

Page 16: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Page 17: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

Reactions with Bases

Page 18: 1,2-azoles - [DePa] Departamento de Programas …depa.fquim.unam.mx/amyd/archivero/AZOLES1,2_31931.pdfsulfonamide aromatic heterocyclic rings Me Me 1-102 1. (MeO)2S02 2. NaOH/H20 pyrazole

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