The reaction of 4,5-Dichloro-1,2,3-dithiazolium chloride with sulfimides: A new synthesis of N-Aryl-1,2,3-dithiazolimines

Abstract

N-Aryl-S,S-dimethylsulfimides 3 (Ar = 4-NO2C6H4), 4 (Ar = Ph) and 5 (Ar = 4- Tol) react with Appel salt 1 to give the corresponding N-aryl-(4-chloro-5H-1, 2,3- dithiazolylidene)benzenamines 8 (Ar = 4-NO2C6H4), 9 (Ar = Ph) and 10 (Ar = 4-Tol) in 84, 94 and 87% yields, respectively. The reaction proceeds in the absence of base and a proposed reaction mechanism is given. © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http:// creativecommons.org/licenses/by/3.0/).