New Approach to the Synthesis of 1,3-Chloroisothiocyanatoalkanes. Synthesis of Tetrahydro-1,3-thiazine-2-thiones and 2-Alkylamino-5,6-dihydro-1,3-thiazines |
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| Authors: | A. S. Fisyuk N. V. Peretokin B. V. Unkovsky |
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| Affiliation: | (1) Omsk State University, Omsk, 644077, Russia |
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| Abstract: | A method was developed to prepare 1,3-chloroisothiocyanatoalkanes by reducing 1,3-isothiocyanato ketones using sodium borohydride at pH ~7 and subsequent treatment of the resultant 1,3-isothiocyanato alcohols with thionyl chloride. The reaction of 1,3-chloroisothiocyanatoalkanes with sodium hydrosulfide or amines gives substituted tetrahydro-1,3-thiazine-2-thiones or 2-amino-5,6-dihydro-1,3-thiazines. |
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| Keywords: | 2-amino-5,6-dihydro-1,3-thiazines 1,3-isothiocyanato ketones 1,3-isothiocyanato alcohols tetrahydro-1,3-thiazine-2-thiones 1,3-chloroisothiocyanatoalkanes intramolecular cyclization |
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