Synthesis and Antibacterial Activities of 2‐(1‐Aryl‐5‐Methyl‐1,2,3‐triazol‐4‐yl)‐1,3,4‐Oxadiazole Derivatives

Abstract

Eighteen novel 2‐(1‐aryl‐5‐methyl‐1,2,3‐triazol‐4‐yl)‐1,3,4‐oxadiazole derivatives and two acylhydrazone intermediate compounds were synthesized by various pathways starting from 1‐aryl‐5‐methyl‐1,2,3‐triazol‐4‐formhydrazide (1). All products were identified by spectroscopic analysis, and 2‐(1‐aryl‐5‐methyl‐1,2,3‐triazol‐4‐yl)‐5‐benzalthio‐1,3,4‐oxadiazole was further validated by X‐ray crystallography. Results from primary antibacterial activity tests indicated that most of the compounds were effective against E. coli, P. aeruginosa, B. subtilis and S. aureus.

Synthesis of 5-(1,2,3-Triazol-4-yl)-1,3,4-Oxa(thia) diazol-2-Amines as Antimicrobial Agents

“…1,2,3-Triazole-4-carbohydrazide (2a-b) were prepared by treatment of 1,2,3triazol-4-ester (1a,b) with excess hydrazine hydrate (19) . 1-(4-Fluorophenyl)-5methyl-1H-1,2,3-triazole-4-carbohydrazide (2c) was synthesized based on literature procedure (19) .…”

“…1,2,3-Triazole-4-carbohydrazide (2a-b) were prepared by treatment of 1,2,3triazol-4-ester (1a,b) with excess hydrazine hydrate (19) . 1-(4-Fluorophenyl)-5methyl-1H-1,2,3-triazole-4-carbohydrazide (2c) was synthesized based on literature procedure (19) . Thiosemicarbazides (3a-c) were prepared in good yields by mixing equimolar amounts of the corresponding hydrazides (2a-c) and phenylisothiocyanate in boiling absolute EtOH for 4 hr.…”