Dimerization of methyl isothiocyanate to the 2-mercapto-1-methylimidazole-5(4H)-thione anion under the action of a superbase |
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| Authors: | L. Brandsma N. A. Nedolya B. A. Trofimov |
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| Affiliation: | (1) Department of Preparative Organic Chemistry, Debye Institute, University of Utrecht, Padualaan 8, 3584 CH Utrecht, The Netherlands;(2) Irkutsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033 Irkutsk, Russian Federation |
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| Abstract: | ![]()
Dimerization of methyl isothiocyanate under the action of potassium diisopropylamide followed by alkylation of the intermediate dithiolate gives 2,5-bis(alkylthio)-1-methylimidazoles in 71–74% yields. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 186–187, January, 1998. |
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| Keywords: | methyl isothiocyanate, reaction with potassium diisopropylamide, deprotonation, heterocyclization, alkylation imidazoles |
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