Selective synthesis of bis[1,2]dithiolo[1,4]thiazines from 4-isopropylamino-5-chloro-1,2-dithiole-3-ones |
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Authors: | Lidia S Konstantinova |
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Institution: | N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect, 47, Moscow 119991, Russia |
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Abstract: | Reaction of 4-isopropylamino-5-chloro-1,2-dithiole-3-ones 3 and S2Cl2 in acetonitrile gave selectively 3-oxo-bis1,2]dithiolo1,4]thiazine-5-thiones 1 by the addition of triethylamine and bis1,2]dithiolo1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N,N-bis(5-chloro-3-oxo1,2]dithiol-4-yl)amines 6 with S2Cl2 in the presence of Et3N. |
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Keywords: | Bis[1 2]dithiolo[1 4]thiazine-5-thiones Sulfur monochloride Intramolecular cyclization 1 2-Dithiole-3-ones |
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