Unexpected reaction of N,N-dichloroarenesulfonamides with divinyl sulfide: formation of N-[2-chloro- and N-[2,2-dichloro-1-(arylsulfonylamino)ethyl]arenesulfonamides

Abstract

Reaction of N,N-dichloroarenesulfonamides with divinyl sulfide was accompanied by cleavage of divinyl sulfide moiety and resulted in unexpected N- [2-chloro-and N-[2,2-dichloro-1-(arylsulfonylamino)ethyl]arenesulfonamides as final products. Possible reaction mechanism was discussed. The structure of bis(sulfonamido)chloroethanes synthesized was studied by X-ray analysis.