18112-86-2

Upstream product

• 473-29-0 N,N-Dichlorobenzenesulfonamide 
• 930-69-8 sodium thiophenolate 
• 71032-76-3 N-Acetylbenzenesulfenamide 
• 127-52-6 chloramine-B 
• 43136-32-9 N-phenylsulfonylbenzenesulfenamide 
• 28215-02-3 (2-nitro-phenyl)-phenyl disulfide 
• 28833-58-1 C₂₄H₂₀N₂O₄S₄ 

Relevant academic research and scientific papers

Imination of sulfur-containing compounds: XXXV. New preparation method and oxidative benzenesulfonylimination of unsymmetrical disulfides

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

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. XXIII. EFFECT OF THE ACIDIC CHARACTERISTICS OF N-SUBSTITUTED SULFENAMIDES ON THEIR ABILITY TO BE IMINATED BY THE SODIOCHLOROAMIDES OF SULFONIC ACIDS

The ability of N-substituted sulfenamides to be iminated by the sodiochloroamides of sulfonic acids is due primarily to their acidity and to the type of solvent employed.N-Substituted sulfonamides with pKa > 11.0 are imidated by the sodiochloroamides of sulfonic acids in acetone.The imination of N-substituted sulfenamides with pKa 8-11 must be carried out in strongly basic solvents with high dielectric constants (an aqueous alkaline medium, pyridine, etc.); sulfenamides with pKa 8 are iminated by the sodiochloroamides of sulfonic acids in the form of the sulfenamide anion.