113792-01-1Relevant articles and documents
Unexpected reaction of N,N-dichloroarenesulfonamides with divinyl sulfide: Formation of N-[2-chloro- and N-[2,2-dichloro-1-(arylsulfonylamino)ethyl] arenesulfonamides
Rozentsveig, Igor B.,Rozentsveig, Gulnur N.,Levkovskaya, Galina G.,Amosova, Svetlana V.,Potapov, Vladimir A.,Chernyshev, Kirill A.,Tretyakov, Eugene V.,Romanenko, Galina V.
experimental part, p. 181 - 192 (2011/12/05)
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 react
SYNTHESIS, STRUCTURE, AND REACTIVITY OF N-(2,2-DICHLOROETHYLIDENE)ARENESULFONAMIDES FROM 1,2-DICHLOROETHYLENE AND N,N-DICHLOROARENESULFONAMIDES
Drozdova, T. I.,Mirskova, A. N.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
, p. 1508 - 1512 (2007/10/02)
The properties and reactivity of N-(2,2-dichloroethylidene)arenesulfonamides CHCl2CH=NSO2Ar, obtained from N,N-dichloroarenesulfoamides and 1,2-dichloroethylene, were studied.It was shown that the arylsulfonylimines of dichloroacetaldehyde are highly active in the nucleophilic addition of alcohols and amides at the azomethine bond.Intramolecular heterocyclization of the product from the addition of β-chloroethanol to 2,2-dichloroethylidenebenzenesulfonamide by the action of alkali leads to N-phenylsulfonyl-1-dichloromethyl-1,3-oxazolidine.The high electrophilicity of the azomethine bond of the imines ArSO2N=CHCHCl2 made it possible to realize the stereospecific C-amidoalkylation of aromatic compounds (furan, thiophene, anisole).
