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

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 mec...

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Published inJournal of sulfur chemistry Vol. 38; no. 1; pp. 69 - 75
Main Authors Aly, Ashraf A., Hassan, Alaa A., Bräse, Stefan, Ibrahim, Mahmoud A. A., Abd Al-Latif, El-Shimaa S. M., Spuling, Eduard, Nieger, Martin
Format Journal Article
LanguageEnglish
Published Abingdon Taylor & Francis 02.01.2017
Taylor & Francis Ltd
Subjects
1,3,4-thiadiazoles
1,3-thiazoles
bis(methylthio)acrylate
bis(methylthio)malononitrile
Bisthioureas
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Summary: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.
ISSN:1741-5993
1741-6000
DOI:10.1080/17415993.2016.1237637