25848-02-6Relevant academic research and scientific papers
Imination of sulfur-containing compounds: XXXV. New preparation method and oxidative benzenesulfonylimination of unsymmetrical disulfides
Koval'
, p. 232 - 234 (2007/10/03)
A new preparative method of synthesis was developed for unsymmetrical and symmetrical disulfides. This method involves sulfenylation of sodium thiolates with N-arenesulfenyl-N,N′-bis(arenesulfonyl)sulfinamidines. Imination of unsymmetrical disulfides with sodium chloroamides of sulfonic acids occurs at the more nucleophilic sulfur atom, affording N,N′ -bis(arenesulfonyl)sulfinamidines and symmetrical disulfides.
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.
