Synthesis of new derivatives of the 1H-1,2,3-triazole ring using 1-aryl-5-phenyl-1H-1,2,3-triazole-4-carbohydrazides as precursors

Condensation of 1-( 4-nitrophenyl)-5-phenyl-1H-1,2,3-triazole-4-carbohydrazide and phenyl isothiocyanate in ethanol in the presence of a catalytic quantity of triethylamine under reflux gave 5-(1-(4-nitrophenyl)-5phenyl-1H-1,2,3-triazol-4-yl)-N-phenyl-1,3,4-oxadiazol-2-amine in 84% yield. 2-(2-(5-Phenyl-1H-1,2,3-triazole4-carbonyl)hydrazineylidene)-N-propanehydrazonoyl chlorides were synthesized, in 87-90% yields, by the condensation of 1-(4-nitrophenyl)-5-phenyl-1H-1,2,3-triazole-4-carbohydrazide and hydrazonoyl chlorides. In a similar manner, condensation of 1H- 1,2,3-triazole-4-carbohydrazides and carbonyl compounds in boiling ethanol under acidic conditions gave the corresponding hydrazones in 88-92% yield. The structures of the new heterocycles were confirmed by nuclear magnetic resonance spectral data and X-ray crystallography. [GRAPHICS] .