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Paper | Regular issue | Vol 75, No. 6, 2008, pp.1425-1433
Published online, 15th February, 2008
DOI: 10.3987/COM-08-11322
Structure of 2,6-Dinitrophenylsulfanylethanenitrile and 2,4,6-Trinitrophenylsulfanylethanenitrile and Their Ring Closure Giving 2-Cyanobenzo[d]thiazole-3-oxides

Jirí Cerny, Valerio Bertolasi, Jirí Hanusek, and Vladimír Machácek*

*Department of Organic Chemistry, Faculty of Chemical Technology, University of Pardubice, Nám. Cs. Legií 565, CZ-53210 Pardubice, Czech Republic

Abstract

The base-catalysed ring closure of 2,6-dinitrophenylsulfanyl-ethanenitrile and 2,4,6-trinitrophenylsulfanylethanenitrile gives 2-cyano-7-nitrobenzo[d]thiazole-3-oxide and 2-cyano-5,7-dinitrobenzo[d]thiazole-3-oxide, respectively. Structure of the starting phenylsulfanyl-ethanenitriles has been studied both in crystal and in solution.