The Journal of Organic Chemistry

Thiadiazoles. II. Formation of 4-Amino-1, 2, 5-thiadiazole-3-carboxylic Acid and Its Derivatives by Ring-Cleavage of [1, 2, 5] Thiadiazolo [3, 4-d] pyrimidin-7 (6H)-one1, …

YF Shealy, JD Clayton

Index: Shealy,Y.F.; Clayton,J.D. Journal of Organic Chemistry, 1963 , vol. 28, p. 1491 - 1495

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Citation Number: 9

Abstract

Basic reagents cleave the pyrimidine ring of [1, 2, 5] thiadiazolo [3, 4-d] pyrimidin-7 (6H)-one (VII) under mild conditions. The products of these reactions are derivatives of the recently described l12, 5-thiadiazole ring. These reactions, which afford Parnino-lJ2, 5-thiadiazole-3- carboxylic acid (IV) and its derivatives, comprise a new method for the synthesis of 1, 2, 5- thiadiazoles. The mode of ring-opening and the properties of the thiadiazoles are ...