151721-54-9

Basic information

• Product Name: N-(2-bromophenyl)-N-methylbenzenesulfonamide
• CAS NO: 151721-54-9
• Molecular Weight: 326.214
• Mol File: 151721-54-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(2-bromophenyl)-N-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-bromophenyl)-N-methylbenzenesulfonamide(151721-54-9)
• EPA Substance Registry System: N-(2-bromophenyl)-N-methylbenzenesulfonamide(151721-54-9)

Safety Data

• Hazardous Substances Data: 151721-54-9(Hazardous Substances Data)

Upstream product

• 21226-31-3 N-(2-bromophenyl)-S-phenylsulfonamide 
• 74-88-4 methyl iodide 

Downstream Products

• 40182-28-3 2-methyldibenzo<1,2>thiazine 1,1-dioxide 
• 14925-09-8 2-(N-methylamino)-1,1'-biphenyl 
• 90-10-8 N-methylbenzenesulfonanilide 

Relevant articles and documents

Synthetic use of 1,1,2,2-tetraphenyldisilane for the preparation of biaryls through the intramolecular free radical ipso-substitution of N-(2-bromoaryl)arenesulfonamides

Treatment of various N-methyl-N-(2-bromoaryl)arenesulfonamides (1a-g, 1i, and 1m) with 1,1,2,2-tetraphenyldisilane and AIBN under heating conditions gave the corresponding biaryl products (2a-g, 2i, and 2m) in moderate yields through the intramolecular radical ipso-substitution. However, N-H free N-(2-bromoaryl)arenesulfonamides 1h and 2-bromoaryl arenesulfonate 1j did not give the corresponding biarys. 1,1,2,2-Tetraphenyldisilane is the most effective reagent for 1,5-ipso-substitution on the sulfonamides among typical radical reagents such as diphenylsilane, tributyltin hydride, tris(trimethylsilyl)silane, and 1,1,2,2-tetraphenyldisilane. Furthermore, 1,1,2,2-tetraphenyldisilane has the advantages of low toxicity, stability, and ease of preparation.