A Facile One-Pot Synthesis of 1-Substituted Tetrazole-5-thiones and 1-Substituted 5-Alkyl(aryl)sulfanyltetrazoles from Organic Isothiocyanates

Autor: Yong-Joo Kim, Je Woo Lee, Young Soo Gyoung, Hee Jung Kim, Soon W. Lee, Sam Yong Han
Rok vydání: 2012
Předmět:
Zdroj: Bulletin of the Korean Chemical Society. 33:55-59
ISSN: 0253-2964
DOI: 10.5012/bkcs.2012.33.1.55
Popis: Treatments of organic isothiocyanates (R-NCS) with NaN3 in the presence of pyridine in water at room temperature gave corresponding various organic tetrazole-thiones, [S=CN4(R)] (R = alkyl or aryl). Isolated products are obtained as white or yellow solids in good yields (76-97%). The molecular structure by X-ray diffraction study for one of products shows the proposed formation. In addition, one-pot synthesis of 1substituted 5-alkyl(or aryl)sulfanyltetrazoles has been demonstrated. Addition of alkyl or aryl halides into the mixture of organic isothiocyanates, NaN3, and pyridine in water at room temperature exclusively formed 1substituted 5-alkyl(or aryl)sulfanyltetrazoles (S-derivatives) in high yields.
Databáze: OpenAIRE