116436-08-9

Basic information

• Product Name: 3-methyl-N-phenylbenzenesulfonamide
• Synonyms: 3-methyl-N-phenylbenzenesulfonamide
• CAS NO: 116436-08-9
• Molecular Weight: 247.318
• Mol File: 116436-08-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 3-methyl-N-phenylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-N-phenylbenzenesulfonamide(116436-08-9)
• EPA Substance Registry System: 3-methyl-N-phenylbenzenesulfonamide(116436-08-9)

Safety Data

• Hazardous Substances Data: 116436-08-9(Hazardous Substances Data)

Upstream product

• 17933-03-8 m-tolylboronic acid 
• 98-95-3 nitrobenzene 
• 1899-93-0 3-methylphenylsulfonyl chloride 
• 62-53-3 aniline 

Relevant articles and documents

Copper-Catalyzed Aminoarylation of Alkenes via Aminyl Radical Addition and Aryl Migration

We describe a new strategy for aminoarylation of alkenes by copper-catalyzed smiles rearrangement using O-benzoylhydroxylamines as the amine reagent. This method affords various β-amino amide derivatives possessing a quaternary carbon center with wide functional group tolerance and high regioselectivity. The mechanistic studies indicate that the transformation can involve aminyl radical intermediates under acid-free condition.

Copper-catalyzed synthesis of sulfonamides from nitroarenes: Via the insertion of sulfur dioxide

Nitroarenes are used as the coupling partners in the preparation of sulfonamides via the insertion of sulfur dioxide. A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range of sulfonamides in good to excellent yields with broad substrate scope. Various functional groups including hydroxyl, cyano, amino, and carbonyl are all tolerated. A plausible mechanism is proposed, showing that arylsulfinate is the intermediate and the copper-assisted interaction of the nitroarene and arylsulfinate is the key step. This approach is also extended to the late-stage modification of a currently marketed drug (flutamide).

Synthesis of: N -arylsulfonamides via Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium

A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust serves as the sole reductant in the transformation and it can be easily performed on a large scale.