58751-03-4

Basic information

• Product Name: 4-methyl-N-phenyl-N-(p-tolyl)benzenesulfonamide
• Synonyms: 4-methyl-N-phenyl-N-(p-tolyl)benzenesulfonamide
• CAS NO: 58751-03-4
• Molecular Weight: 337.442
• Mol File: 58751-03-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-methyl-N-phenyl-N-(p-tolyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-phenyl-N-(p-tolyl)benzenesulfonamide(58751-03-4)
• EPA Substance Registry System: 4-methyl-N-phenyl-N-(p-tolyl)benzenesulfonamide(58751-03-4)

Safety Data

• Hazardous Substances Data: 58751-03-4(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 70-55-3 toluene-4-sulfonamide 
• 68-34-8 phenyl toluenesulfonamide 
• 624-31-7 4-tolyl iodide 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 
• 620-84-8 4-methyldiphenylamine 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 861375-35-1 [4-methyl-2-(toluene-4-sulfonyl)-phenyl]-nitroso-phenyl-amine 
• 861375-33-9 [4-methyl-2-(toluene-4-sulfonyl)-phenyl]-(4-nitroso-phenyl)-amine 
• 861324-29-0 N-[4-methyl-2-(toluene-4-sulfonyl)-phenyl]-N-phenyl-hydrazine 
• 861348-19-8 N-[4-methyl-2-(toluene-4-sulfonyl)-phenyl]-p-phenylenediamine 
• 4284-58-6 4-methyl-2-[(4-methylphenyl)sulfonyl]aniline 
• 408351-92-8 [2-(toluene-4-sulfonyl)-phenyl]-p-tolyl-amine 
• 408351-93-9 [4-methyl-2-(toluene-4-sulfonyl)-phenyl]-phenyl-amine 

Relevant articles and documents

Au(i)/Au(iii)-Catalyzed C-N coupling

Cycling between Au(i) and Au(iii) is challenging, so gold-catalyzed cross-couplings are rare. The (MeDalphos)AuCl complex, which we showed was prone to undergo oxidative addition, is reported here to efficiently catalyze the C-N coupling of aryl iodides and amines. The transformation does not require an external oxidant or a directing group. It is robust and works with a wide scope of aryl iodides and N-nucleophiles under mild conditions. Mechanistic studies, including the NMR and MS characterization of a key aryl amido Au(iii) complex, strongly support a 2e redox cycle in which oxidative addition precedes transmetalation and reductive elimination is the rate-determining step.

Copper-catalyzed direct N-arylation of N-arylsulfonamides using diaryliodonium salts in water

An efficient copper-catalyzed N-arylation of N-arylsulfonamides with diaryliodonium salts is reported. The reaction employs diaryliodonium salts and N-arylsulfonamides in water at room temperature, giving the products in moderate to excellent yields.