Synthesis of 1,2,4- and 1,3,4-oxadiazoles from 1-aryl-5-methyl-1H-1,2,3-triazole-4-carbonyl chlorides

Abstract

5-Substituted 2-(1-aryl-5-methyl-1 H -1,2,3-triazol-4-yl)-1,3,4-oxadiazoles were synthesized by reaction of 1-aryl-5-methyl-1 H -1,2,3-triazole-4-carbonyl chlorides with the corresponding 5-substituted 1 H -tetrazoles. 5-Methyl-1-phenyl-1 H -1,2,3-triazole-4-carbonyl chloride reacted with N ′-hydroxybenzimidamides to give 3-aryl-5-(5-methyl-1-phenyl-1 H -1,2,3-triazol-4-yl)-1,2,4-oxadiazoles. Reactions of 4-(5-methyl-1 H -1,2,3-triazol-1-yl)benzoic acid with N ′-hydroxybenzimidamides resulted in the formation of 3-aryl-5-[4-(5-methyl-1 H -1,2,3-triazol-1-yl)phenyl]-1,2,4-oxadiazoles.