92748-09-9

Basic information

• Product Name: 2-Bromobenzenesulfonamide
• Synonyms: 2-BROMOBENZENE-1-SULFONAMIDE;2-BROMOBENZENESULFONAMIDE;2-BROMOBENZENESULPHONAMIDE;BUTTPARK 89\07-69;2-Bromobenzenesulfonamide,99%;2-BROMOBENZENZENESULFONAMIDE;2-Bromo benzene sulfonyl amide;2-Bromobenzenesulfon
• CAS NO: 92748-09-9
• Molecular Formula: C₆H₆BrNO₂S
• Molecular Weight: 236.09
• Product Categories: Benzene derivates;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds
• Mol File: 92748-09-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 191-195 °C(lit.)
• Boiling Point: 374.5°Cat760mmHg
• Flash Point: 180.3°C
• Appearance: /
• Density: 1.754g/cm³
• Vapor Pressure: 8.31E-06mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.66±0.60(Predicted)
• BRN: 3253041
• CAS DataBase Reference: 2-Bromobenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobenzenesulfonamide(92748-09-9)
• EPA Substance Registry System: 2-Bromobenzenesulfonamide(92748-09-9)

Safety Data

• Hazard Codes: Xi
• Statements: 22-36/37/38
• Safety Statements: 22-36/37-37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 92748-09-9(Hazardous Substances Data)

Usage

General Description

2-Bromobenzenesulfonamide is an organic compound with the chemical formula C6H6BrNO2S. It is widely used as a sulfonamide-based building block in pharmaceutical and agrochemical industries. 2-Bromobenzenesulfonamide is known for its ability to act as a carbonic anhydrase inhibitor and has potential applications in the treatment of glaucoma and other medical conditions. 2-Bromobenzenesulfonamide is also used as a reagent in chemical synthesis and is a versatile intermediate for the production of various other organic compounds. It is important to handle this chemical with care as it is known to be harmful if swallowed, inhaled, or comes into contact with skin and eyes.

InChI:InChI=1/C6H6BrNO2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,(H2,8,9,10)

Upstream product

• 2905-25-1 o-bromobenzenesulfonyl chloride 
• 5720-05-8 4-methylphenylboronic acid 
• 7732-18-5 water 
• 497-19-8 sodium carbonate 
• 615-36-1 2-bromoaniline 
• 6320-02-1 o-bromothiophenol 

Downstream Products

• 126502-30-5 N-{3-[4-(2-Bromo-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indol-5-yl}-2-cyclopentyl-acetamide 
• 126502-34-9 {3-[4-(2-Bromo-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester 
• 149552-40-9 C₁₂H₉BrINO₂S 
• 156972-89-3 1-bromo-N-[(propylamino)carbonyl]benzene-2-sulfonamide 
• 917369-90-5 2-[(2-bromo-benzenesulfonylamino)-(4-chloro-phenyl)-methyl]-acrylic acid methyl ester 
• 352615-90-8 2'-(aminosulfonyl)-1,1'-biphenyl-4-carboxylic acid 
• 1026967-49-6 2-Methyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 152623-37-5 2-Ethyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 142096-55-7 methyl 1-<<2'-(aminosulfonyl)(1,1'-biphenyl)-4-yl>methyl>-2-butyl-4-chloro-1H-imidazole-5-carboxylate 
• 164412-48-0 2-Butyl-5-methylsulfanyl-3-(2'-sulfamoylbiphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid 
• 1026396-89-3 2-Butyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid methylamide 
• 152623-33-1 5-Methylsulfanyl-2-propyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 
• 144629-51-6 ethyl 1-<<2'-(aminosulfonyl)(1,1'-biphenyl)-4-yl>methyl>-2-butyl-4-(methylthio)-1H-imidazole-5-carboxylate 
• 1025922-48-8 2-Cyclopropyl-5-methylsulfanyl-3-(2'-sulfamoyl-biphenyl-4-ylmethyl)-3H-imidazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

Highly Chemoselective NH- and O-Transfer to Thiols Using Hypervalent Iodine Reagents: Synthesis of Sulfonimidates and Sulfonamides

Aryl thiols can be selectively converted to sulfonimidates or sulfonamides with three new S-X connections being made selectively in one pot. Using hypervalent iodine reagents in the presence of ammonium carbamate, NH- and O-groups are transferred under mild and practical conditions. Reducing the loading of ammonium carbamate changed the product distribution, converting the sulfonimidate to the sulfonamide. Studies into the possible intermediate species are presented, suggesting that multiple pathways may be possible via sulfinate esters, or related intermediates, with each species forming the same products.

A general iodine-mediated synthesis of primary sulfonamides from thiols and aqueous ammonia

A general and efficient methodology for preparing primary sulfonamides has been developed. In the presence of iodine as the catalyst and TBHP (70% in water) as the oxidant, a wide range of primary sulfonamides were prepared from the corresponding thiols and aqueous ammonia in moderate to good yields.

Design and synthesis of triazolopyrimidine acylsulfonamides as novel anti-mycobacterial leads acting through inhibition of acetohydroxyacid synthase

Novel triazolopyrimidine acylsulfonamides class of antimycobacterial agents, which are mycobacterial acetohydroxyacid synthase (AHAS) inhibitors were designed by hybridization of known AHAS inhibitors such as sulfonyl urea and triazolopyrimidine sulfonamides. This Letter describes the synthesis and SAR studies of this class of molecules by variation of two parts of the molecule, the phenyl and triazolopyrimidine rings. SAR study describes optimisation of enzyme potency, whole cell potency and evidence of mechanism of action.