Synthesis of heterocycles. Part VI. Synthesis and antimicrobial activity of some 4‐amino‐5‐aryl‐1,2,4‐triazole‐3‐thiones and their derivatives

Abstract 4‐Amino‐5‐aryi‐1,2,4‐triazole‐3‐thiones I react with acid chlorides to yield 4‐acylamino‐5‐aryl‐1,2,4‐triazole‐3‐thiones II. Compounds I also react with methylene iodide, chloroacetonitrile and methyl bromoacetate to give bis‐(4‐amino‐5‐aryl‐1,2,4‐triazol‐3‐ylthio)methanes III, 4‐amino‐5‐aryl‐3‐cyanomethylthio‐1,2,4‐triazoles IV and 4‐amino‐5‐aryl‐3‐carbomethoxymethylthio‐1,2,4‐triazoles V, respectively. Compounds V react with hydrazine hydrate to give the corresponding acid hydrazides VI which in turn condenses with acid chlorides and aldehydes to afford respectively 1‐[(4‐amino‐5‐aryl‐1,2,4‐triazol‐3‐ylthio)acetyl]‐2‐aroylhydrazines VII and aryl methylene (4‐amino‐5‐aryl‐1,2,4‐triazol‐3‐ylthio)acethydrazones VIII. The antimicrobial activities of the above compounds were screened against different strains of bacteria and fungi.