14934-00-0

Basic information

• Product Name: Benzenesulfinamide, 4-methyl-N-(4-methylphenyl)-
• CAS NO: 14934-00-0
• Molecular Formula: C14H15NOS
• Molecular Weight: 245.345
• Mol File: 14934-00-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenesulfinamide, 4-methyl-N-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfinamide, 4-methyl-N-(4-methylphenyl)-(14934-00-0)
• EPA Substance Registry System: Benzenesulfinamide, 4-methyl-N-(4-methylphenyl)-(14934-00-0)

Safety Data

• Hazardous Substances Data: 14934-00-0(Hazardous Substances Data)

Upstream product

• 536-57-2 p-toluene sulfinic acid 
• 106-49-0 p-toluidine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 106-45-6 para-thiocresol 
• 103-19-5 di(p-tolyl) disulfide 
• 6873-55-8 p-tolylsulfinyl amide 
• 106-38-7 para-bromotoluene 
• 10439-23-3 4-methylbenzenesulfinyl chloride 

Downstream Products

• 489-98-5 picramide 
• 122-39-4 diphenylamine 
• 1707-75-1 2,2-diphenyl-1-picrylhydrazine 
• 103-19-5 di(p-tolyl) disulfide 

Relevant articles and documents

Synthetic preparation of N-alkyl and N-aryl arenesulfinamides using an arenesulfinic acid-CDI driven approach

A new synthetic methodology has been developed for the synthesis of N-alkyl and N-aryl arenesulfinamides. The methodology involved reacting arenesulfinic acids (R = -Me, -H, -Cl) with 1,1’-carbonyldiimidazole (CDI) to form the reactive intermediate, an arenesulfinylimidazole. This intermediate was then reacted with both primary and secondary amines to yield the corresponding N-alkyl sulfinamides in yields up to 90%. While the overall yields ranged from 52% to 90%, the level of diastereoselection with racemic or enantiomerically enriched amines only reached a level of 54:46 favoring the major diastereomer as determined by analysis of the 500 MHz 1H NMR spectra. A series of aniline derivatives were also investigated as coupling partners and were found to form the N-aryl arenesulfinamide in good yield.

Sulfonamide compound and preparation method and application thereof

The invention discloses a sulfinamide compound and a preparation method and application thereof, and belongs to the technical field of drug synthesis, the structural formula of the sulfinamide compound is as follows: in the formula, R1 is Me, H, t-Bu, OCH3, Et or COOCH3; R2 is Me, H, F, Cl, Br or t-Bu; R3 is Me, H, OCH3, Et or COOCH3; R4 is H or Me; the invention provides a sulfinamide compound with a novel structure, and the compound has good bacterial inhibition activity and wide application prospects.

Palladium-catalyzed C-N cross coupling of sulfinamides and aryl halides

The palladium-catalyzed C-N cross coupling of sulfinamides and aryl halides is reported. In the presence of Pd2(dba)3, tBuXPhos, NaOH, and a small amount of water, the C-N cross coupling of chiral tert-butanesulfinamide and aryl halides was accomplished to give N-aryl tert-butanesulfinamide without racemization, and the coupling of racemic p-toluenesulfinamide smoothly afforded N-aryl p-toluenesulfinamides. 2-Bromopyridine was also suitable for the coupling. Addition of a small amount of water to the catalytic system was of importance to obtain high yields.