7454-54-8

Basic information

• Product Name: 4-bromo-N-phenylbenzenesulfonamide
• Synonyms: 4-bromo-N-phenylbenzenesulfonamide
• CAS NO: 7454-54-8
• Molecular Formula: C₁₂H₁₀BrNO₂S
• Molecular Weight: 312
• Mol File: 7454-54-8.mol
• Article Data: 34

Chemical Properties

• Melting Point: 116-117 °C
• Boiling Point: 420.8°C at 760 mmHg
• Flash Point: 208.3°C
• Appearance: /
• Density: 1.603g/cm³
• Vapor Pressure: 2.74E-07mmHg at 25°C
• Refractive Index: 1.657
• PKA: 7.82±0.10(Predicted)
• CAS DataBase Reference: 4-bromo-N-phenylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-N-phenylbenzenesulfonamide(7454-54-8)
• EPA Substance Registry System: 4-bromo-N-phenylbenzenesulfonamide(7454-54-8)

Safety Data

• Hazardous Substances Data: 7454-54-8(Hazardous Substances Data)

Usage

Uses

4-Bromo-N-phenylbenzenesulfonamide is used in the preparation of 4-Aminopyrazole[3,4-d]pyrimidinylazabicyclo derivatives as BTK inhibitory activity in the prevention or treatment of autoimmune diseases or cancers.

InChI:InChI=1/C12H10BrNO2S/c13-10-6-8-12(9-7-10)17(15,16)14-11-4-2-1-3-5-11/h1-9,14H

Upstream product

• 14248-47-6 4-bromo-benzenesulfonic acid-anhydride 
• 62-53-3 aniline 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 6647-76-3 p-bromobenzenesulfonyl azide 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 108-94-1 cyclohexanone 
• 1166183-85-2 tert-butyl (4-bromophenyl)sulfonyl(phenyl)carbamate 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 98-95-3 nitrobenzene 
• 2297-64-5 p-bromophenylsulfonyl hydrazide 
• 873-55-2 sodium benzenesulfonate 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 647018-77-7 2-{[(4-bromo-benzenesulfonyl)-phenyl-amino]-methyl}-acrylic acid ethyl ester 
• 920012-00-6 4-bromo-N-{1-[2-(3-bromo-propoxy)-phenyl]-ethyl}-N-phenyl-benzenesulfonamide 
• 1166183-85-2 tert-butyl (4-bromophenyl)sulfonyl(phenyl)carbamate 
• 1589535-01-2 4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)-N-phenylbenzenesulfonamide 
• 1589534-99-5 N-phenyl-4-((2S)-2-(1-propyn-1-yl)-1-piperazinyl)benzenesulfonamide 
• 1589535-00-1 tert-butyl (5-(((3S)-4-(4-(phenylsulfamoyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinyl)sulfonyl)-2-pyridinyl)carbamate 
• 1589534-98-4 benzyl (3S)-4-(4-(phenylsulfamoyl)phenyl)-3-(1-propyn-1-yl)-1-piperazinecarboxylate 

Relevant articles and documents

The anilinium chloride adduct of 4-bromo-N-phenylbenzene-sulfonamide

The title compound anilinium chloride-4-bromo-N-phenylbenzenesulfonamide (1/1), C6H8N+·Cl -·C12H10BrNO2S, displays a hydrogen-bonded ladder motif with four independent N-H...Cl bonds in which both the NH group of the sulfonamide molecule and the NH3 group of the anilinium ion [N...Cl = 3.135 (3)-3.196 (2) A and N-H...Cl = 151-167°] are involved. This hydrogen-bonded chain contains two independent R42(8) rings and each chloride ion acts as an acceptor of four hydrogen bonds.

Nickel-Catalyzed Decarboxylative Cross-Coupling of Bicyclo[1.1.1]pentyl Radicals Enabled by Electron Donor-Acceptor Complex Photoactivation

The use of bicyclo[1.1.1]pentanes (BCPs) as para-disubstituted aryl bioisosteres has gained considerable momentum in drug development programs. Carbon-carbon bond formation via transition-metal-mediated cross-coupling represents an attractive strategy to generate BCP-aryl compounds for late-stage functionalization, but these typically require reactive organometallics to prepare BCP nucleophiles on demand from [1.1.1]propellane. In this study, the synthesis and Ni-catalyzed functionalization of BCP redox-active esters with (hetero)aryl bromides via the action of a photoactive electron donor-acceptor complex are reported.

P-cyclopropyl substituted benzenesulfonylaniline and preparation method thereof

The invention discloses p-cyclopropyl substituted benzenesulfonylaniline and a preparation method thereof. The preparation method comprises the following steps: dissolving p-bromobenzenesulfonic acidand 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 p-bromobenzenesulfonylaniline; dissolving p-bromobenzenesulfonylaniline into a dioxane solution; adding cyclopropylboronic acid, sodium carbonate, an aqueous solution and Pd(dppf)Cl2, carrying out a reaction on the mixed system at a temperature of 110 DEG C for 8-10 h in a nitrogen atmosphere, and carrying out aftertreatment to obtain p-cyclopropylbenzenesulfonylaniline. The preparation method has the advantages of relatively mild conditions, easiness in product treatment and purification and suitability for batch preparation.