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

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

Volume: 8 Issue: 3

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

Affiliation:

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

Abstract: 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.

Cite this article as:

M. Khomenko Tatyana, V. Korchagina Dina, I. Komarova Nina, P. Volcho Konstantin and F. Salakhutdinov Nariman, Synthesis of 6-Aminobenzopentathiepines by Reactions of 4-Nitrobenzodithiol- 2-ones with NaHS, Letters in Organic Chemistry 2011; 8 (3) . https://dx.doi.org/10.2174/157017811795038331