6333-79-5

Basic information

• Product Name: 4-Chloro-N-methylbenzenesulphonamide
• Synonyms: 4-Chloro-N-methylbenzenesulphonamide;4-chloro-N-methylbenzenesulfonamide
• CAS NO: 6333-79-5
• Molecular Formula: C₇H₈ClNO₂S
• Molecular Weight: 205.66192
• Mol File: 6333-79-5.mol
• Article Data: 29

Chemical Properties

• Melting Point: 52-54
• Boiling Point: 312.5 °C at 760 mmHg
• Flash Point: 142.8 °C
• Appearance: /
• Density: 1.353 g/cm³
• Vapor Pressure: 0.000528mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
• PKA: 11.10±0.30(Predicted)
• CAS DataBase Reference: 4-Chloro-N-methylbenzenesulphonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-N-methylbenzenesulphonamide(6333-79-5)
• EPA Substance Registry System: 4-Chloro-N-methylbenzenesulphonamide(6333-79-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 6333-79-5(Hazardous Substances Data)

Usage

Uses

4-Chloro-N-methylbenzenesulphonamide can be used as a iridium catalyst.

InChI:InChI=1/C7H8ClNO2S/c1-9-12(10,11)7-4-2-6(8)3-5-7/h2-5,9H,1H3

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 74-89-5 methylamine 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 77-78-1 dimethyl sulfate 
• 110-89-4 piperidine 
• 60153-02-8 1-methyl-1-<(4-chlorophenyl)sulfonyl>-3-(n-propyl)urea 
• 10438-96-7 N-methylsulfamoyl chloride 
• 17151-48-3 tributyl(4-chlorophenyl)stannane 
• 14064-15-4 (4-chlorophenyl)trimethylstannane 
• 73124-60-4 C₇H₇ClN₂O₄S 
• 18522-94-6 Natrium-(4-chlor-benzolsulfonsaeureamid) 
• 74-88-4 methyl iodide 
• 40915-75-1 4-chloro-N-methyl-N-nitroso-benzenesulfonamide 
• 67-56-1 methanol 

Downstream Products

• 7463-22-1 N,N-Dimethyl-p-chlorobenzenesulfonamide 
• 60153-02-8 1-methyl-1-<(4-chlorophenyl)sulfonyl>-3-(n-propyl)urea 
• 73124-60-4 C₇H₇ClN₂O₄S 
• 106003-74-1 N-methyl-N'-(2,7-octadienyl)-p-chlorophenylsulfamide 
• 40915-75-1 4-chloro-N-methyl-N-nitroso-benzenesulfonamide 
• 17646-76-3 4-chloro-benzenesulfonic acid-(chloro-methyl-amide) 
• 164032-13-7 4-chloro-N-chloromethyl-N-methyl-benzenesulfonamide 

Relevant articles and documents

Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide

A novel and facile copper-catalyzed methylation of sulfonamides was herein demonstrated. The practical transformation took place readily under the oxidative conditions, and N-methyl amides (23 examples) were successfully furnished in high efficiency (up to 90% yields). Dicumyl peroxide was considered to act not only as the oxidant in the system, but also methyl donor for the methylation protocol.

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.

Additive-freeN-methylation of amines with methanol over supported iridium catalyst

An efficient and versatile zinc oxide-supported iridium (Ir/ZnO) catalyst was developed to catalyze the additive-freeN-methylation of amines with methanol. Mechanistic studies suggested that the high catalytic reactivity is rooted in the small sizes (1.4 nm) of Ir nanoparticles and the high ratio (93%) of oxidized iridium species (IrOx, Ir3+and Ir4+) on the catalyst. Moreover, the delicate cooperation between the IrOxand ZnO support also promoted its high reactivity. The selectivity of this catalyticN-methylation was controllable between dimethylation and monomethylation by carefully tuning the catalyst loading and reaction solvent. Specifically, neat methanol with high catalyst loading (2 mol% Ir) favored the formation ofN,N-dimethylated amine, while the mesitylene/methanol mixture with low catalyst loading (0.5 mol% Ir) was prone to producing mono-N-methylated amines. An environmentally benign continuous flow system with a recycled mode was also developed for the efficient production ofN-methylated amines. With optimal flow rates and amine concentrations, a variety ofN-methylamines were produced with good to excellent yields in this Ir/ZnO-based flow system, providing a starting point for the clean and efficient production ofN-methylamines with this cost-effective chemical process.