2006

Pyrimidine derivativesR 0510 A New Synthetic Route to Polyalkoxypyrimidines Based on the Reaction of Esters

and Methyl Thiocyanate. — Reaction of aliphatic esters (I) and (IX) with methyl thio-cyanate (II) provides access towards alkoxy(bis(methylthio))pyrimidines (III) and (X), resp., in moderate to good yields. Various side products are observed, and for acetates, e.g. (IXa), thiocarbamates (XI) are the only products obtained. The methylthio groups can be replaced, after oxidation to the methylsulfonyl groups, with ammonia or sodium methoxide to furnish the target (amino)polyalkoxypyrimidines, e.g. (VIII) or (XIV). — (HERRERA, A.; MARTINEZ-ALVAREZ*, R.; RAMIRO, P.; ALMY, J.; MOLERO, D.; SANCHEZ, A.; Eur. J. Org. Chem. 2006, 15, 3332-3337; Dep. Quim. Org., Fac. Cienc. Quim., Univ. Complutense, E-28040 Madrid, Spain; Eng.) — Mischke

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