4703-17-7

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-(2,4,6-trimethylphenyl)-
• Synonyms: p-Toluolsulfonsaeure-(2.4.6-trimethyl-anilid);p-Toluolsulfonsaeure-mesidid;2,4,6-trimethyl-N-tosylbenzenamine;4-Methyl-N-(2,4,6-trimethyl-phenyl)-benzenesulfonamide;N-mesityl-toluenesulfonamide;Toluol-4-sulfonsaeure-(2,4,6-trimethyl-anilid);toluene-4-sulfonic acid-(2,4,6-trimethyl-anilide)
• CAS NO: 4703-17-7
• Molecular Formula: C16H19NO2S
• Molecular Weight: 289.398
• Mol File: 4703-17-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 136 - 138 °C
• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-(2,4,6-trimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-(2,4,6-trimethylphenyl)-(4703-17-7)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-(2,4,6-trimethylphenyl)-(4703-17-7)

Safety Data

• Hazardous Substances Data: 4703-17-7(Hazardous Substances Data)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 139139-80-3 bis(2,4,6-trimethylphenyl)iodonium triflate 
• 98-59-9 p-toluenesulfonyl chloride 
• 88-05-1 2,4,6-trimethylaniline 
• 197803-54-6 2-methyl-5-nitropyrimidine-4,6-bis(p-toluenesulfonate) 
• 343581-95-3 toluene-4-sulfonic acid 6-[(4-methoxy-phenyl)-methyl-amino]-2-methyl-5-nitro-pyrimidin-4-yl ester 
• 343581-90-8 toluene-4-sulfonic acid 2-methyl-5-nitro-6-(2,4,6-trimethyl-phenylamino)-pyrimidin-4-yl ester 
• 64-17-5 ethanol 
• 858842-40-7 toluene-4-sulfonic acid-(2,4,6-trimethyl-N-nitroso-anilide) 
• 941-55-9 4-toluenesulfonyl azide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 603-71-4 nitromesitylene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 1262997-50-1 C₂₄H₂₄N₂O₂S 
• 858842-40-7 toluene-4-sulfonic acid-(2,4,6-trimethyl-N-nitroso-anilide) 
• 1353455-75-0 N-mesityl-4-methyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide 

Relevant articles and documents

Sterically Congested 2,6-Disubstituted Anilines from Direct C?N Bond Formation at an Iodine(III) Center

2,6-Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor.

Iron-catalyzed N -arylsulfonamide formation through directly using nitroarenes as nitrogen sources

One-step, catalytic synthesis of N-arylsulfonamides via the construction of N-S bonds from the direct coupling of sodium arylsulfinates with nitroarenes was realized in the presence of FeCl2 and NaHSO3 under mild conditions. In this process, stable and readily available nitroarenes were used as nitrogen sources, and NaHSO3 acted as a reductant to provide N-arylsulfonamides in good to excellent yields. A broad range of functional groups were very well-tolerated in this reaction system. In addition, mechanistic studies indicated that the N-S bond might be generated through direct coupling of nitroarene with sodium arylsulfinate prior to the reduction of nitroarenes by NaHSO3. Accordingly, a reaction mechanism involving N-aryl-N-arenesulfonylhydroxylamine as an intermediate was proposed.

Identification of diarylsulfonamides as agonists of the free fatty acid receptor 4 (FFA4/GPR120)

The exploration of a diarylsulfonamide series of free fatty acid receptor 4 (FFA4/GPR120) agonists is described. This work led to the identification of selective FFA4 agonist 8 (GSK137647A) and selective FFA4 antagonist 39. The in vitro profile of compounds 8 and 39 is presented herein.