Synthesis of 6-Aminobenzopentathiepines by Reactions of 4-Nitrobenzodithiol- 2-ones with NaHS

Author(s): Tatyana M. Khomenko, Dina V. Korchagina, Nina I. Komarova, Konstantin P. Volcho, Nariman F. Salakhutdinov

Journal Name: Letters in Organic Chemistry

Volume 8 , Issue 3 , 2011

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The reactions of benzodithiol-2-ones containing a 4-nitro group with NaHS led to mixtures of 6- aminobenzopentathiepines and 4-nitrobenzotrithiols. The product ratio and yields depend on the substituent in the aromatic ring. Based on the yields of benzopentathiepines, the following series of substituent efficiency can be inferred: CF3 > > F, Cl > CN. Aminobenzopentathiepines are probably formed via the intermediate benzotrithiols; the transformation apparently starts with the reduction of the nitro group.

Keywords: Benzodithiol, benzopentathiepine, benzotrithiole, pentathiepine, mechanism, trithiole, (trifluoromethyl)benzene, chloro, NaHS, trifluoromethyl

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Article Details

Year: 2011
Page: [193 - 197]
Pages: 5
DOI: 10.2174/157017811795038331
Price: $65

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