65264-00-8

Upstream product

• 105731-83-7 4'-nitro-4-toluenesulphenanilide 
• 106-54-7 p-Chlorothiophenol 
• 536-57-2 p-toluene sulfinic acid 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 532931-57-0 N-(trifluoroacetyl)-4-methylbenzenesulfenamide 
• 106-45-6 para-thiocresol 
• 933-01-7 4-chloro-benzenesulfenyl chloride 
• 100-03-8 4-chlorobenzenesulfinic acid 
• 17241-04-2 bis(p-tolylthio)methane 
• 2393-97-7 bis(4-chlorophenylthio)methane 

Downstream Products

• 28823-18-9 S-(4-chlorophenyl) 4-methylbenzenesulfonothioate 
• 32228-16-3 (Z)-(styryl)(4-chloro-phenyl)sulfide 
• 32228-21-0 (E)-(styryl)(4-chloro-phenyl)sulfide 

Relevant academic research and scientific papers

Unsymmetrical disulfide and sulfenamide synthesis via reactions of thiosulfonates with thiols or amines

The reactivity of thiosulfonates with nucleophilic reagents was investigated. When reactions of thiosulfonates with thiols were performed, unsymmetrical disulfides were obtained in excellent yields. This procedure could employ numerous aryl or alkyl thiols. On the other hand, reactions of thiosulfonates with amines proceeded in the presence of a copper catalyst. The procedure was performed efficiently in air, and afforded the corresponding sulfenamides.

A traceless, one-pot preparation of unsymmetric disulfides from symmetric disulfides through a repeated process involving sulfenic acid and thiosulfinate intermediates

A variable group of unsymmetric disulfides was prepared under mild reaction conditions and in high yields through the reaction of symmetric disulfides with sulfuryl chloride followed by treatment with thiols in the presence of water.

N-trifluoroacetyl arenesulfenamides, effective precursors for synthesis of unsymmetrical disulfides and sulfenamides

N-Trifluoroacetyl arenesulfenamides (3) were effective precursors for the synthesis of unsymmetrical disulfides (4) and sulfenamides (5). Reactions of 3 with a variety of aromatic thiols at room temperature were generally complete within 5 min and gave unsymmetrical diaryl disulfides in high yields. Aralkyl disulfides were isolated in high yields from the reaction of 3 with aliphatic thiols. The nucleophilic substitution reactions of 3 with amines proceeded smoothly and provided N-substituted sulfenamides in good to excellent yields.

4'-NITROARENESULPHENANILIDES: THEIR USE IN THE SYNTHESIS OF UNSYMMETRICAL DISULPHIDES

The reaction of 4'-nitroarenesulphenanilides with thiols in the presence of boron trifluoride etherate can provide an effective route to unsymmetrical disulphides.

ANODIC OXIDATION OF DIALKYL AND DIARYL DITHIOACETALS

The mechanism of the anodic oxidation of dithioacetals is discussed, taking into account new results concerning both mixed electrolyses and oxidations in super-dried solvents.In the case of the oxidation of aryldithioacetals, the formation of the -S-S- linkage is involved with a bond cleavage followed by a dimerisation.On the other hand, in the case of aliphatic starting materials the mechanism looks more consistent with the existence of a dicationic intermediate which is scavenged by nucleophiles.

FACILE REDUCTION OF SULFINIC ACID TO DISULFIDE WITH THIOL AND CHLOROTRIMETHYLSILANE

Sulfinic acids were found to be readily reduced to the corresponding disulfide quantitatively at room temperature upon treatment with a mixture of thiols and chlorotrimethylsilane.