Azole Series. II. Reactions of 2-Acylamino-2-cyanoacetamides leading to 5-Acylaminooxazole-4-carboxamides and to Oxazolo [5, 4-d] pyrimidines

Abstract

Reaction for preparation of a new series of 5-acylaminooxazole-4-carboxamides has been found. 5-Acetamidooxazole-4-carboxamides were obtained by heating 2-acylamino-2-cyanoacetamides with acetic anhydride in the presence of perchloric acid. Analogous 5-form-amido derivatives were also obtained by heating the same substrates with a mixture of formic acid and acetic anhydride in the presence of hydrochloric acid. Trials for synthesis of oxazolo [5, 4-d] pyrimidine-7-ol from the 5-acylaminooxazole-4-carboxamide obtained were also successful in some cases by means of heating with potassium bicarbonate solution.