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

作者：Han Sam Yong; Lee Je Woo; Kim Hee Jung; Kim Yong Joo; Lee Soon W; Gyoung Young Soo^*

来源：BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2012, 33(1): 55-59.

DOI：10.5012/bkcs.2012.33.1.55

• 1-Substituted tetrazole-5-thione
• 1-Substituted 5-alkyl(aryl)sulfanyltetrazoles
• Isothiocyanate

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 1-substituted 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 1-substituted 5-alkyl(or aryl)sulfanyltetrazoles (S-derivatives) in high yields.

• 出版日期2012-1-20