Russian journal of organic chemistry

Acid hydrolysis of 3-aryl-5-trinitromethyl-1, 2, 4-oxadiazoles

AG Tyrkov

Index: Tyrkov Russian Journal of Organic Chemistry, 2001 , vol. 37, # 9 p. 1353 - 1354

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Citation Number: 2

Abstract

3, 5-Diphenyl-1, 2, 4-oxadiazole is known to be stable under conditions of acid hydrolysis [1]. The reaction of 5-trinitromethyl-3-phenyl-1, 2, 4-oxadiazole (I) with dilute (1: 1) hydrochloric acid resulted in formation of benzamide oxime (V) via decomposition of the oxadiazole ring. Attempted selective hydrolysis of trinitromethyl group in I under mild conditions (acetic acid) afforded 5-hydroxy-3-phenyl-1, 2, 4-oxadiazole (III)(Scheme 1).