66390-34-9Relevant academic research and scientific papers
IMINATION OF SULFUR-CONTAINING COMPOUNDS. XXIV. EFFECT OF THE ACIDIC CHARACTERISTICS OF THIOLS ON THE IMINATION OF SODIUM THIOLATES BY DICHLOROSULFONAMIDES
Koval', I. V.,Tarasenko, A. I.,Kremlev, M. M.
, p. 362 - 367 (2007/10/02)
The ability of sodium thiolates to be iminated by dichlorosulfonamides is due to a series of factors and primarily to the acidic characteristics of the initial thiols.The sodium salts of thiols with pKa > 8 are iminated comparatively readily by dichlorosulfonamides.Decrease in the pKa values of the thiols to 5-7 leads to a decrease in the imination rate and in the yields of the respective N,N'-bis(arylsulfonyl)sulfinamidines.The sodium salts of thiols with pKa 5 are not iminated by dichlorosulfonamides.Investigation of the acidic characteristics of the N,N'-bis(arylsulfonyl)sulfinamidines showed that substituents in the sulfinamidine fragment of the molecule make a larger contribution to the change in the acidic characteristics of the compounds than substituents in the arenesulfonyl fragment.
IMINATION OF SULFUR-CONTAINING COMPOUNDS. XVI. ARYLSULFONYLIMINATION OF N-SUBSTITUTED HALOGENOMETHANESULFENAMIDES
Koval', I.V.,Tarasenko, A.I.,Kremlev, M.M.,Molchanova, N.R.
, p. 452 - 457 (2007/10/02)
In the reaction of sodiochloroamides of sulfonic acids with N-acylmethanesulfenamides, in addition to imination of the latter, the S-N bond is cleaved and the CH3S residue is iminated.It was shown that the ability of N-acylhalogenomethanesulfenamides to be iminated by the sodiochloroamides of sulfonic acids may be due to the acidic characteristics of the compounds and also to steric factors.N-Acyl-N'-aryl(alkyl)sulfonyldichlorofluoromethanesulfenamidines and the corresponding difluorochloromethanesulfenamidines were obtained by the imination of N-acyldichlorofluoromethanesulfenamides and the corresponding difluorochloromethanesulfenamides by sodiochloroamides of sulfonic acids, and their acidic characteristics were studied.
