A facile one-pot synthesis of 3-imidazolyl 1,2,4-triazoles and 1,2,4-oxadiazolones

Abstract

5-(5-Amino imidazole-4-yl)-1,2,4-triazol-3-ones were obtained under mild experimental conditions from 5-amino-4-(N-ethoxycarbonyl) cyanoformimidoyl imidazoles and hydrazine in a rapid one-pot reaction. When hydroxylamine hydrochloride was used, in the presence of base, the corresponding 1,2,4-oxadiazol-5-ones were isolated. An equally fast reaction occurred when 5-amino-4-(N-acetyl/benzoyl) cyanoformimidoyl imidazoles were combined with hydrazine to give 5-(5-amino imidazole-4-yl)-1,2,4-triazoles.