1, 3, 4-Thiadiazoles and 1, 3-thiazoles from one-pot reaction of bisthioureas with 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3, 3-bis(methylthio)acrylate. (2nd January 2017)

• Record Type: Journal Article
• Authors: Aly, Ashraf A.; Hassan, Alaa A.; Bräse, Stefan; Ibrahim, Mahmoud A. A.; Abd Al-Latif, El-Shimaa S. M.; Spuling, Eduard; Nieger, Martin
• Is Part Of: Journal of sulfur chemistry. Volume 38:Number 1(2017)
• Page Start: 69
• Page End: 75
• Publication Date: 2017-01-02
• Subjects: Bisthioureas -- bis(methylthio)malononitrile -- bis(methylthio)acrylate -- 1, 3, 4-thiadiazoles -- 1, 3-thiazoles -- X-ray; Sulfur -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.72305
• DOI: 10.1080/17415993.2016.1237637
• Languages: English
• ISSNs: 1741-5993

Abstract

ABSTRACT: Bisthioureas reacted with either 2-(bis(methylthio)methylene)malononitrile or ethyl 2-cyano-3, 3-bis(methylthio)acrylate to give 1, 3, 4-thiadiazoles and 1, 3-thiazoles. Only, the reactive allyl derivative of bisthioureas reacted with the bis(methylthio)methylene compounds to give 1, 3-thiazoles. The mechanism was discussed. The structures of products were proved by MS, IR, NMR and elemental analyses and X-ray structure analysis. GRAPHICAL ABSTRACT: