4-Bromobenzenesulfonamide Chemical Properties

Melting point:

163-167 °C

Boiling point:

360.7°C (rough estimate)

Density 

1.8000 (estimate)

refractive index 

1.6140 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

9.89±0.10(Predicted)

color 

White to Off-White

Water Solubility 

991.6mg/L(15 ºC)

BRN 

2691657

InChIKey

STYQHICBPYRHQK-UHFFFAOYSA-N

CAS DataBase Reference

701-34-8(CAS DataBase Reference)

NIST Chemistry Reference

4-Bromobenzenesulfonamide(701-34-8)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

DB0550000

HazardClass 

IRRITANT

HS Code 

2935909099

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromobenzenesulfonamide Usage And Synthesis

Uses

4-Bromobenzenesulfonamide was used as reagent in preparation of cobalt(III) complexes of N,R-sulfonyldithiocarbimate anion. It was also used in the synthesis of 2-, 3- and 4-(substituted-phenylethynyl)benzenesulfonamides.

General Description

4-Bromobenzenesulfonamide is a metabolite of ebrotidine, a new H₂-receptor antagonist.

Synthesis

Preparation of 4-bromobenzenesulfonamide: 4-bromobenzenesulfonyl chloride (1.0 g, 3.9 mmol) was dissolved in methanol (5 mL), methanol/ammonia solution (5 mL, excess) was added, and the mixture was mixed in a 25 mL single-neck flask. The reaction mixture was stirred overnight at room temperature under nitrogen protection. On the next day, the reaction solution was concentrated under reduced pressure to give p-bromobenzenesulfonamide (1.13 g, 100% yield) as a white solid. The product was confirmed by ion spray mass spectrometry (m/z 235.9 [M*]) and could be used for subsequent reactions without further purification.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 14, p. 3880 - 3885
[2] Patent: US2004/63680, 2004, A1
[3] Patent: US7034045, 2006, B1. Location in patent: Page/Page column 83
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 11, p. 4860 - 4882
[5] RSC Advances, 2014, vol. 4, # 24, p. 12119 - 12126

4-Bromobenzenesulfonamide(701-34-8)Related Product Information

• N-n-Butyl benzene sulfonamide
• 4-Bromobenzaldehyde
• 1,4-Dibromobenzene
• p-Toluenesulfonamide
• 4-Bromophenethyl alcohol
• 3-Bromofluorobenzene
• 2-Methylbenzene-1-sulfonamide
• 4-Bromobenzotrifluoride
• 2-Bromobenzaldehyde
• 4-Bromobenzenesulfonyl chloride
• 3-(4-Bromophenyl)propionic acid
• 2-Bromobenzonitrile
• 4-tert-Butylbenzenesulfonamide
• Benzenesulfonamide
• 1,2-Dibromobenzene
• 4-Bromotoluene
• Bromoxynil octanoate
• 4-BROMO-N-ETHYLBENZENESULPHONAMIDE