56410-24-3

Upstream product

• 101863-15-4 4-methyl-N-(piperidin-1-yl)benzenesulfonamide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 50578-18-2 S,S-tetramethylenesulfoximide 
• 66021-66-7 p-TolSO₂NO 
• 36744-95-3 S-p-nitrophenyl-S-phenylsulfilimine 
• 36744-92-0 S-phenyl-S-(p-tolyl)sulfilimine 
• 36744-90-8 S,S-Diphenylsulfilimine 
• 22731-84-6 imino(phenyl)(p-tolyl)-λ⁶-sulfanone 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 104-15-4 toluene-4-sulfonic acid 
• 76456-06-9 imino(methyl)(pyridin-2-yl)-λ⁶-sulfanone 
• 1520-31-6 dimethylsulfoximine 
• 22133-01-3 S-methyl-S-(4-nitrophenyl)sulfoximine 
• 77970-95-7 S-(4-methoxyphenyl)-S-methylsulfoximine 

Downstream Products

• 56410-15-2 Z-Gly-OYY 
• 3695-00-9 di(4-tosyl)amine 
• 62419-04-9 bis(4-methylphenylsulfonyl)amino 4-methylbenzenesulfonate 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 102238-22-2 O-Benzolsulfonyl-N,N-bis--hydroxylamin 
• 56410-22-1 Tos-Gly-OYY 

Relevant academic research and scientific papers

ESR study of free radical decomposition of N,N-bis(arylsulfonyl)hydroxylamines in organic solution

Decomposition of N,N-bis(p-tolylsulfonyl)hydroxylamine (BTH) in chloroform and benzene solutions has been studied and was found to involve the formation of several radical intermediates. This process has been found to be accelerated by oxygen, resulting in the formation of p-toluenesulfonic acid and N,N,O-tris(p-tolylsulfonyl)hydroxylamine (TTH) as the main decay products. In addition, a small amount of p-toluenesulfonyl chloride has been isolated from chloroform solution, suggesting the chlorine abstraction from solvent. The formation of nitric oxide (NO) from BTH has been shown by mass spectrometry in gaseous phase and using nitronyl nitroxide as an NO trap in solution. It was proposed that liberation of NO proceeds through the homolytic cleavage of the S-N bond of p-tolylsulfonyl nitrite existing in equilibrium with BTH in solution. The formation of p-tolylsulfonyl radicals has been proved by spin trapping using 2-methyl-2-nitrosopropane (MNP) and 5,5-dimethyl-1-pyrroline N-oxide (DMPO). The rate of NO production in the presence of nitronyl nitroxide and the rate of oxygen consumption revealed linear plots in BTH concentration with the rate constants 0.0044 s-1 and 0.0016 s-1, respectively. It was found also that nitrogen dioxide formed during NO oxidation reacts readily with BTH to produce the organic analog of Fremy's radical. This radical recombines with p-tolylsulfonyl radical yielding N,N,O-trisubstituted hydroxylamine TTH.

Process for oxidizing secondary aromatic alcohols

Aromatic ketones or α-diketones can be prepared from the corresponding carbinols by reaction with molar amounts of a sulfonyl chloride in the presence of a base. The corresponding sulfinic acid or salt thereof with the base is formed simultaneously.

REDUCTIVE DEIMINATION OF SULFOXIMIDES AND SULFIMIDES WITH P-TOLUENESULFONYL NITRITE AND T-BUTYL THIONITRATE

Reduction of sulfimides and sulfoximides with p-toluenesulfonyl nitrite, a new nitrosating agent, gave nearly quantitatively the corresponding deimination products, sulfides and sulfoxides, respectively.In the reaction of dialkyl and aryl alkyl sulfoximides with t-butyl thionitrate, N-t-butylthiosulfoximides were obtained besides the usual deimination products, although diaryl sulfoximides were readily deiminated to the corresponding sulfoxides in good yields in the same treatment. t-Butyl thionitrsate was also found to deiminate diphenyl sulfimide to give diphenyl sulfide in good yield.Sulfoximides reacted sluggishly with t-butyl thionitrite, however, eventually affording a small amount of sulfoxides.

REDUCTIVE DEIMINATION OF SULFOXIMIDES AND SULFILIMIDES WITH P-TOLUENESULFONYL NITRITE, A NEW NITROSATING AGENT

Reductive deiminations of diaryl sulfilimides and dialkyl and aryl alkyl sulfoximides with p-toluenesulfonyl nitrite, a new nitrosating reagent, has been investigated.

Physical Properties and Various Reactions of Thionitrites and Related Substances

Several new sulfenyl or sulfonyl derivatives, thionitrates (RSNO2), sulfonyl nitrites (RSO2NO), were successfully isolated by treating corresponding thiols and sulfinic acids with dinitrogen tetraoxide (N2O4).Spectroscopic data of both stable and many rather unstable compounds were determined and compared with those of corresponding alkyl nitrites (RONO) or alkyl nitrates (RONO2).Chemical reactivities of these uncommon, novel S-nitroso and S-nitro compounds were investigated.

Direct Conversion of Arylamines to the Halides by Deamination with Thionitrite or Related Compounds and Anhydrous Copper(II) Halides

Reactions of various arylamines with either t-butyl thionitrite, t-butyl thionitrate, or p-toluenesulfonyl nitrite in the presence of anhydrous copper(II) halides under mild conditions gave corresponding aryl halides in good yields.This reaction in the presence of such olefins as acrylonitrile, styrene, and acrylic acid gave the corresponding 2-aryl-1-haloethanes as the main products. t-Butyl thionitrite, t-butyl thionitrate, and p-toluenesulfonyl nitrite were found to be better deaminative reagents than alkyl nitrites or alkyl nitrates due to their weak sulfur-nitrogen bonds.