166338-06-3

Basic information

• Product Name: 3-BroMo-N-phenylbenzenesulfonaMide, 97%
• Synonyms: 3-BroMo-N-phenylbenzenesulfonaMide, 97%;N-phenyl-3-bromo-benzenesulfonamide
• CAS NO: 166338-06-3
• Molecular Formula: C₁₂H₁₀BrNO₂S
• Molecular Weight: 312.1823
• Mol File: 166338-06-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 98-100 °C
• Boiling Point: 431.7±47.0 °C(Predicted)
• Appearance: /
• Density: 1.603±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: DMSO; Methanol; Dichloromethane; DMF
• PKA: 8.02±0.10(Predicted)
• CAS DataBase Reference: 3-BroMo-N-phenylbenzenesulfonaMide, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BroMo-N-phenylbenzenesulfonaMide, 97%(166338-06-3)
• EPA Substance Registry System: 3-BroMo-N-phenylbenzenesulfonaMide, 97%(166338-06-3)

Safety Data

• Hazardous Substances Data: 166338-06-3(Hazardous Substances Data)

Usage

Uses

3-Bromo-N-phenylbenzenesulfonamide is an intermediate in the synthesis of Belinostat Acid (B131485). Belinostat Acid is a metabolite of Belinostat (B131400), a novel histone deacetylase 3 selective inhibitor, which protects the β cells from cytokine-induced apoptosis.

Upstream product

• 22033-09-6 3-bromobenzene-1-sulfonic acid 
• 62-53-3 aniline 
• 2905-24-0 3-Bromobenzenesulfonyl chloride 
• 98-95-3 nitrobenzene 
• 89598-96-9 (3-bromophenyl)boronic acid 
• 591-19-5 m-Bromoaniline 

Downstream Products

• 1377550-39-4 3-amino-N-methyl-6-(3-(N-phenylsulfamoyl)phenyl)pyrazine-2-carboxamide 
• 866323-86-6 methyl (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoate 
• 1197896-82-4 3-(1-benzyl-1H-pyrazol-4-yl)-N-phenylbenzenesulfonamide 
• 1166183-71-6 tert-butyl (3-bromophenyl)sulfonyl(phenyl)carbamate 
• 1137621-29-4 (E)-3-(3-phenylsulfamoyl-phenyl)-acrylic acid ethyl ester 
• 412270-28-1 3-(3-hydroxyprop-1-ynyl)-N-phenylbenzenesulfonamide 
• 166337-90-2 N-phenyl-3-(cyclopropylhydroxymethyl)-benzenesulfonamide 
• 412270-31-6 (2E)-5-{3-[(phenylamino)sulfonyl]phenyl}pent-2-en-4-ynoic acid 
• 412270-30-5 methyl (2E)-5-{3-[(phenylamino)sulfonyl]phenyl}pent-2-en-4-ynoate 
• 412270-29-2 3-(3-oxoprop-1-ynyl)-N-phenylbenzenesulfonamide 

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.

3-cyclopropyl-N-phenylbenzenesulfonamide and preparation method thereof

The invention discloses 3-cyclopropyl-N-phenylbenzenesulfonamide and a preparation method thereof. The preparation method comprises the following steps: dissolving 3-bromobenzenesulfonic acid and aniline in pyridine, then adding a condensing agent EDC-HCl, and carrying out a reaction for 2 to 3 h at a temperature of 50 to 80 DEG C so as to obtain 3-bromo-N-phenylbenzenesulfonamide; dissolving 3-bromo-N-phenylbenzenesulfonamide into a dioxane solution; adding cyclopropylboronic acid, sodium carbonate, an aqueous solution and Pd (dppf) Cl2, reacting a mixed system at 110 DEG C for 8-10 hours ina nitrogen atmosphere, and carrying out aftertreatment to obtain 3-cyclopropyl-N-phenylbenzenesulfonamide. The preparation method has the advantages of relatively mild conditions, easy product treatment and purification and suitability for batch preparation. The preparation method provided by the invention is easy to operate in reaction, high in product yield and suitable for batch preparation, sothat the preparation method of 3-cyclopropyl-N-phenylbenzenesulfonamide has an important application value.

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.