599-62-2

Basic information

• Product Name: 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE
• Synonyms: N-METHYL-P-TOLUENESULFONANILIDE;N-Phenyl-N,4-dimethylbenzenesulfonamide;N-Phenyl-N-methyl-p-toluenesulfonamide
• CAS NO: 599-62-2
• Molecular Formula: C₁₄H₁₅NO₂S
• Molecular Weight: 261.34
• Mol File: 599-62-2.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 391.7°C at 760 mmHg
• Flash Point: 190.7°C
• Appearance: /
• Density: 1.224g/cm³
• Vapor Pressure: 2.41E-06mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE(599-62-2)
• EPA Substance Registry System: 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE(599-62-2)

Safety Data

• Hazardous Substances Data: 599-62-2(Hazardous Substances Data)

Usage

General Description

4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE is a chemical compound that belongs to the group of sulfonamides. It is an organic compound with the molecular formula C14H15NO2S and a molecular weight of 269.34 g/mol. 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE contains a benzene ring substituted with a sulfonamide group and two methyl groups. 4,N-DIMETHYL-N-PHENYL-BENZENESULFONAMIDE is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It has also been studied for its potential biological activities, including anti-inflammatory and antitumor properties. Additionally, it is used in chemical research and as a precursor in the production of various industrial and agricultural chemicals.

InChI:InChI=1/C14H15NO2S/c1-12-8-10-14(11-9-12)18(16,17)15(2)13-6-4-3-5-7-13/h3-11H,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 68-34-8 phenyl toluenesulfonamide 
• 1899-02-1 trimethylphenylammonium hydroxide 
• 121-69-7 N,N-dimethyl-aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 62-53-3 aniline 
• 100-61-8 N-methylaniline 
• 80-48-8 methyl p-toluene sulfonate 
• 1483-73-4 diphenyliodonium bromide 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 67-56-1 methanol 
• 15934-36-8 O-phenyl N-methyl toluene-4-sulphonimidate 
• 603-33-8 triphenylbismuthane 

Downstream Products

• 6892-25-7 toluene-4-sulfonic acid-(N-methyl-2-nitro-anilide) 
• 6380-16-1 toluene-4-sulfonic acid-(N-methyl-4-nitro-anilide) 
• 100-61-8 N-methylaniline 
• 95793-81-0 5-Methyl-2-benzoesaeure 
• 53973-85-6 N-Methyl-2-(4-methylphenylsulfonyl)benzolamin 
• 104-15-4 toluene-4-sulfonic acid 
• 106-45-6 para-thiocresol 
• 74-87-3 methylene chloride 
• 7664-93-9 sulfuric acid 
• 62-53-3 aniline 
• 108-88-3 toluene 
• 50-00-0 formaldehyd 
• 106-44-5 p-cresol 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 

Relevant articles and documents

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

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.

Method for selective N-methylation of secondary amide

The invention relates to a method for selective N-methylation of secondary amide. The method is characterized in that the secondary amide is in an organic solvent N, N-dimethyl formamide or dimethyl sulfoxide, trifluoroacetic acid methyl ester serves as a methylation reagent, and reaction is performed in the presence of sodium hydride, potassium tert-butoxide or sodium methylate, so as to obtain aselective N-methylated product. The method has the characteristics that generally a trifluoroacetylation product is produced when the trifluoroacetic acid methyl ester is reacted with amine compounds, however a N-methylated product can be selectively obtained when the trifluoroacetic acid methyl ester is reacted with secondary amide; the method is simple to operate, low in cost, mild in reactionconditions and high in selectivity, and avoids the use of hypertoxic methylation reagents, such as dimethyl sulfate and methyl iodide.