3-BROMOBENZENESULFONAMIDE CAS 89599-01-9

Introduction：Basic information about 3-BROMOBENZENESULFONAMIDE CAS 89599-01-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

3-BROMOBENZENESULFONAMIDE Basic information

• Product Name: 3-BROMOBENZENESULFONAMIDE
• Synonyms: 3-BROMOBENZENESULPHONAMIDE;3-BROMOBENZENESULFONAMIDE;3-BROMO-BENZENESULFONIC ACID AMIDE;3-BROMOBENZENE-1-SULFONAMIDE;3-Bromobenzenesulfonamide,97%;BUTTPARK 95\57-08;m-bromobenzenesulfonamide;3-Bromobenzene-1-Sulphonamide
• CAS: 89599-01-9
• MF: C6H6BrNO2S
• MW: 236.09
• EINECS: 200-258-5
• Product Categories: Aryl;Organohalides;blocks;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds;Bromides;Sulfonamides
• Mol File: 89599-01-9.mol

3-BROMOBENZENESULFONAMIDE Chemical Properties

• Melting point: 151-156 °C(lit.)
• Boiling point: 375.8±44.0 °C(Predicted)
• density: 1.754±0.06 g/cm3(Predicted)
• storage temp.: Sealed in dry,Room Temperature
• form: powder to crystal
• pka: 9.81±0.60(Predicted)
• color: White to Light yellow
• InChI: 1S/C6H6BrNO2S/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,(H2,8,9,10)
• InChIKey: MUBJNMWVQGHHLG-UHFFFAOYSA-N
• SMILES: NS(=O)(=O)c1cccc(Br)c1
• CAS DataBase Reference: 89599-01-9(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xi
• Risk Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• HS Code: 29350090
• Storage Class: 11 - Combustible Solids

3-BROMOBENZENESULFONAMIDE Usage And Synthesis

Uses

3-Bromobenzenesulfonamide is an amine derivative that can be used as a pharmaceutical intermediate.

Application

3-Bromobenzenesulfonamide can be used as a pharmaceutical synthesis intermediate. It can be prepared by reacting 3-bromobenzenesulfonyl chloride with ammonia, or by preparing it in one step from the diazonium salt of m-bromobenzene tetrafluoride.

Chemical Properties

white powder

Synthesis

2905-24-0

89599-01-9

Under ice bath conditions, 3-bromobenzenesulfonyl chloride (4.073 g, 15.94 mmol) was dissolved in dichloromethane (67 mL) and 25% ammonia solution (3.7 mL, 57.15 mmol) was slowly added. The reaction mixture was stirred at ice bath temperature for 0.5 hr, then brought to room temperature and continued stirring for 6 hr. Upon completion of the reaction, the precipitated solid was collected by filtration, washed with water and dried under vacuum in the presence of phosphorus pentoxide to afford 3-bromobenzenesulfonamide (3.270 g, 87% yield) in white crystalline form. NMR hydrogen spectrum (DMSO-d6) δ: 7.97 (t, J = 1.9 Hz, 1H), 7.84-7.80 (m, 2H), 7.54 (t, J = 7.9 Hz, 1H), 7.50 (bs, 2H). Liquid chromatography-mass spectrometry (ESI) m/z: 235.98 [M-H]-.

References

[1] Patent: WO2016/129983, 2016, A1. Location in patent: Page/Page column 18; 19
[2] Justus Liebigs Annalen der Chemie, 1875, vol. 177, p. 82
[3] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 8, p. 603 - 607
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2222 - 2225

3-BROMOBENZENESULFONAMIDE Preparation Products And Raw materials

• Raw materials: Diethyl ether-->Acetic acid-->Sodium nitrite-->Ammonia-->3-Bromoaniline-->Copper(II) chloride-->sulfur dioxide-->3-Bromobenzenesulfonyl chloride-->Ammonium hydroxide-->Water