Synthese und Reaktionsverhalten von 6-sec-Amino-1,3-thiazin-2-thionen |
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Authors: | Werner Schroth Monika Richter Bodo Dobner Roland Spitzner Sabine Freitag |
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Institution: | (1) Sektion Chemie, Martin-Luther-Universität Halle-Wittenberg, DDR-4050 Halle (Saale), Deutsche Demokratische Republik |
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Abstract: | The title compounds3 have been prepared by ring transformation reactions of the isomeric 2-sec-amino-1,3-thiazine-6-thiones1 via ring-opening products2 and by special cyclocondensation reactions with thiocarboxamides8, and with iminium salts10, starting from 2,2-dichlorovinyl ketones6 in all cases. The pathways differ specifically in scope and limitations. On the other hand the intermediates2 react with alkylating agents to 2,6-di-sec-amino-1,3-thiazinium salts4, which are also available via alkylation of3 to 2-methylthio-1,3-thiazinium salts11 and aminolysis. Moreover,11 serve as useful precursors for other 1,3-thiazine derivatives by nucleophilic methylthio displacement (examples12). |
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Keywords: | 1 3-Thiazine-6-thiones 1 3-Thiazine-2-thiones 1 3-Thiazine derivatives 1 3-Thiazinium salts 2 2-Dichlorovinyl ketones Ring transformation reactions |
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