Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
One Step Syntheses of Adenine, Xanthine and Guanine from Phenylazomalonic Acid Derivatives
MINORU SEKIYAJIRO SUZUKIYOSHIYASU TERAO
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1976 Volume 24 Issue 6 Pages 1331-1335

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Abstract
Facile one step purine syntheses from phenylazomalonic acid derivatives are described. Adenine, xanthine and guanine were synthesized directly from phenylazomalononitrile, N-(2-cyano-2-phenylazoacetyl) urea and 2-cyano-2-phenylazoacetylguanidine, respectively, by catalytic hydrogenation in formamide in the presence of ammonia (in the latter two the presence of ammonia was not indispensable) in excellent or good yields. Course of the reaction was revealed to involve the initial pyrimidine ring-closure followed by the imidazole ring-closure.
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© The Pharmaceutical Society of Japan
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