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Communication | Regular issue | Vol 2, No. 4, 1974, pp.461-466
Published online, 1st January, 1970
DOI: 10.3987/R-1974-04-0461
A Novel Synthesis of Pyrimidines III. Cyclization of Alkyl N-Cyano-cyanoacetimidates

Tadamasa Hirayama,* Masahiro Kamada, Masataka Mimura, and Hideaki Tsurumi

*Central Research Laboratoeies, Daiichi Pharmaceutical Co., Ltd., 16-13, Kitakasai 1-chome, Edsogawa-ku, Tokyo 134, Japan

Abstract

Cyclization reaction of N-cyano-cyanoacetimidates (III) with hydrogen halides has been found to give a mixture of 4-alkoxy-6-amino-2-halogenopyrimidines (IV) and 4-alkoxy-2-amino-6-halogenopyrimidines (V). In the presence of a Lewis acid with hydrogen chloride, this reaction proceeded in one specific direction to give IV.