78488-90-1Relevant academic research and scientific papers
IMINATION OF SULFUR-CONTAINING COMPOUNDS. XIV. ARYLSULFONYLIMINATION OF N-ARYLSULFONYL-2,4-DINITROBENZENE- AND N-ARYLSULFONYL-2,4,6-TRINITROBENZENESULFENAMIDES
Koval', I.V.,Oleinik, T.G.,Kremlev, M.M.
, p. 483 - 487 (2007/10/02)
N-Alkyl-N-arylsulfonyl-2,4-dinitrobenzenesulfenamides are not iminated by N-sodio-N-chlorosulfonamides.This is due to the impossibility of the formation of the mesomeric anion of the N-arylsulfonyl-2,4-dinitrobenzenesulfenamide.N-Arylsulfonyl-2,4-dinitrobenzenesulfenamides are smoothly iminated by N-sodio-N-chlorosulfonamides in polar media with the formation of N,N'-bis(arylsulfonyl)-2,4-dinitrobenzenesulfinamidines.In spite of the high stability of the mesomeric anion of the N-arylsulfonyl-2,4,6-trinitrobenzenesulfenamide, it was not possible to realize its imination.This is clearly due to the steric factor or to the weak nucleophilicity of the iminated sulfur.
