6380-10-5

Basic information

• Product Name: N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide
• Synonyms: N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide
• CAS NO: 6380-10-5
• Molecular Weight: 275.371
• Mol File: 6380-10-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide(6380-10-5)
• EPA Substance Registry System: N-methyl-N-(4-methylphenyl)-p-toluenesulfonamide(6380-10-5)

Safety Data

• Hazardous Substances Data: 6380-10-5(Hazardous Substances Data)

Upstream product

• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 5720-05-8 4-methylphenylboronic acid 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 99-97-8 Dimethyl-p-toluidine 
• 7025-90-3 N, N’-dimethyl-N,N’-di-p-tolylethane-1,2-diamine 
• 623-08-5 N-methyl-p-toluidine 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 106-49-0 p-toluidine 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 623-08-5 N-methyl-p-toluidine 
• 92646-84-9 N,4-dimethyl-2-tosylaniline 

Relevant articles and documents

Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes

It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.

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.

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).