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.
The aroyldithiocarbazates (I) are cyclized with hydrazine to form the 4‐aminotriazole‐3‐thiones (II) which are either acylated to give (IV) or alkylated, producing (V) or (VIII).
Prim. Amine wie (II) reagieren mit Pyryliumsalzen wie (I) in verschiedenen Lösungsmittel‐Systemen jeweils zu den entsprechenden Pyridiniumsalzen (III).
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