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Report | Regular issue | Vol 19, No. 2, 1982, pp.305-311
Published online, 1st January, 1970
DOI: 10.3987/R-1982-02-0305
Synthesis of Heterocyclic Compounds. XXII. Preparation of 6-Aryl-2-thioxopyrimidines

José L. García Navío, Antonio Lorente, and José L. Soto

*Departamento de Química Orgánica, Universidad de Alcalá de Henares, 28871 Alcalá de Henares (Madrid), Spain

Abstract

The reactions of different ethyl benzylidenecyanoacetates (I) and benzylidenemalononitriles (V) with thiourea in an alcohol-alkoxide medium, provide a new and simple method for the synthesis of 6-aryl-5-cyano-4-oxo-2-thioxohexahydropyrimidines (III) and 4-amino-6-aryl-5-cyano-2-thioxotetrahydropyrimidines (VI), respectively. Similarly, the reaction of ethyl benzylidenemalonate leads to 5-ethoxycarbonyl-4-oxo-6-phenyl-2-thioxohexahydropyrimidine (XI).