Synthesis of some novel bis-1,2,4-triazole and bis-1,3,4-thiadiazole derivatives from terephthaloyl and isophthaloyl chlorides

✍ Scribed by Mobinikhaledi, Akbar (author);Foroughifar, Naser (author);Rafiee, Abdolhossein (author)

• Book ID: 120835093
• Publisher: Walter de Gruyter GmbH & Co. KG
• Year: 2013
• Tongue: English
• Weight: 360 KB
• Volume: 19
• Category: Article
• ISSN: 0793-0283
• DOI: 10.1515/hc-2013-0035

✦ Synopsis

Abstract

An efficient synthesis of novel bis-1,2,4-triazole and bis-1,3,4-thiadiazole derivatives starting from terephthaloyl and isophthaloyl chlorides is described. Terephthaloyl or isophthaloyl chloride was allowed to react with hydrazine hydrate in refluxing ethanol to give a corresponding bis-hydrazide derivative. Further reaction of these compounds with isothiocyanates gave bis-thiosemicarbazide derivatives, which then underwent cyclization to bis-1,3,4-thiadiazoles in the presence of sulfuric acid. The cyclization of these compounds in the presence of sodium hydroxide resulted in the formation of bis-1,2,4-triazole-3-thioles. The structure of these compounds was characterized by IR, NMR, and elemental analysis.