24398-14-9

Upstream product

• 103-19-5 di(p-tolyl) disulfide 
• 109-89-7 diethylamine 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 933-00-6 p-methylbenzenesulfenyl chloride 
• 620-94-0 di-(p-tolyl)sulfane 

Downstream Products

• 32833-97-9 N,N,S-triethyl-thiohydroxylamine 
• 94583-15-0 S-(p-tolyl) 4-nitrobenzenesulfonothioate 
• 17041-81-5 p-tolyl benzenethiosulfonate 
• 112128-60-6 N,N-Diethyl-S-(4-nitro-phenyl)-thiohydroxylamine 
• 118063-39-1 S-(2,4-Dinitro-phenyl)-N,N-diethyl-thiohydroxylamine 
• 2943-42-2 di(4-methyl)phenylthiosulfonate 
• 118063-40-4 3-(N,N-Diethyl-aminosulfanyl)-propionitrile 
• 71732-59-7 4-chlorobenzenethiosulfonic acid S-p-tolyl ester 
• 7559-49-1 S-(4-methylphenyl)methanethiosulfonate 
• 6873-59-2 N-(4-methylphenylsulfinyl)-N,N-diethylamine 

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.

AlCl3-catalyzed insertion of isocyanides into nitrogen-sulfur bonds of sulfenamides

Lewis acid-catalyzed insertion of isocyanides 2 into nitrogen-sulfur bonds of sulfenamides 1 was developed. This method provided a convenient method for the synthesis of isothioureas 3. Among Lewis acids examined, AlCl3 brought about the best result. Acetic acid assisted one-pot preparation of unsymmetrical ureas was also described.

Copper-catalyzed synthesis of sulfenamides utilizing diaryl disulfides with alkyl amines

The copper-catalyzed coupling of diaryl disulfides with alkyl amines can afford various sulfenamides in good yields. Furthermore, the present reaction is efficient and can be used for both of the aryl sulfide groups on disulfide. Georg Thieme Verlag Stutt

Thioreductones and derivatives

Replacement of one or two (principally also three) O-atoms in aci-reductones by sulfur leads to the corresponding thioreductones. In the present paper, different methods of their synthesis are discussed. Substitution of the bromo nucleofug in the 2-position of 1,3-dicarbonyl compounds as well as of a 3-oxosulfone by selected sulfur nucleophiles is assumed to follow an 5 RN1 pathway. Characteristic properties, some typical reactions, and selected derivatives were studied. 5-Alkyl- and 5-aryl-substituted cyclic 2-thioreductones have been found to be synthons for the preparation of vinylogous reductones (2,3-diacyl-1,4-dihydroxy-1,3-dienes) and of tetraacyl ethylenes as their bis-dehydro products.