2-Nitrobenzenesulfonamide CAS 5455-59-4

Introduction：Basic information about 2-Nitrobenzenesulfonamide CAS 5455-59-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-Nitrobenzenesulfonamide Basic information

• Product Name: 2-Nitrobenzenesulfonamide
• Synonyms: O-NITROBENZENESULFONAMIDE;O-NITROBENZENESULFONYLAMIDE;2-Nitrobenzenesulfonamide, 98+%;2-Nitrobenzenesulphonamide,98+%;2-NITROPHENYLSULFAMIDE;2-Nitrobenzolsulfonamid;2-Nitrobenzenesulfonamide,96%;2-Sulphamoylnitrobenzene, 2-(Aminosulphonyl)nitrobenzene
• CAS: 5455-59-4
• MF: C6H6N2O4S
• MW: 202.19
• Product Categories: Organic Building Blocks;Sulfonamides/Sulfinamides;Intermediates of Dyes and Pigments;Sulfur Compounds
• Mol File: 5455-59-4.mol

2-Nitrobenzenesulfonamide Chemical Properties

• Melting point: 190-192 °C (lit.)
• Boiling point: 418.8±47.0 °C(Predicted)
• density: 1.505 (estimate)
• refractive index: 1.6490 (estimate)
• storage temp.: Sealed in dry,Room Temperature
• solubility: DMSO, Methanol (Slightly, Heated, Sonicated)
• pka: 9.24±0.60(Predicted)
• form: solid
• color: Off-White to Brown
• Water Solubility: Slightly soluble in water.
• BRN: 2214215
• InChI: InChI=1S/C6H6N2O4S/c7-13(11,12)6-4-2-1-3-5(6)8(9)10/h1-4H,(H2,7,11,12)
• InChIKey: GNDKYAWHEKZHPJ-UHFFFAOYSA-N
• SMILES: C1(S(N)(=O)=O)=CC=CC=C1[N+]([O-])=O
• CAS DataBase Reference: 5455-59-4(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitrobenzenesulfonamide(5455-59-4)

Safety Information

• Hazard Codes: Xn,Xi
• Risk Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22-37/39
• WGK Germany: 3
• Hazard Note: Irritant
• HS Code: 29350090
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

2-Nitrobenzenesulfonamide Usage And Synthesis

Chemical Properties

yellow to light brown crystalline powder

Uses

2-Nitro-benzenesulfonamide is a carbonic anhydrase inhibitor.

Synthesis

1694-92-4

5455-59-4

The general procedure for the synthesis of 2-nitrobenzenesulfonamide from o-nitrobenzenesulfonyl chloride was as follows: 120.0 g of 2-nitrobenzenesulfonyl chloride (Compound 1, 0.78 mol) was dissolved in 280 mL of tetrahydrofuran (THF) with 360.0 g of ammonium acetate (4.7 mol), heated to reflux and stirred overnight. After completion of the reaction, the solid product was collected by filtration and processed by vacuum drying to afford 86.0 g of 2-nitrobenzenesulfonamide (compound 2) as a yellow solid in 80% yield.

References

[1] Journal of Organic Chemistry, 2018, vol. 83, # 16, p. 9088 - 9095
[2] Patent: CN104761514, 2016, B. Location in patent: Paragraph 0023-0025
[3] Patent: JP2005/314398, 2005, A. Location in patent: Page/Page column 25
[4] Justus Liebigs Annalen der Chemie, 1875, vol. 177, p. 62
[5] Magnetic Resonance in Chemistry, 1987, vol. 25, p. 189 - 193

2-Nitrobenzenesulfonamide Preparation Products And Raw materials

• Raw materials: 1,3-Dinitrobenzene-->4-NITRO-1-PHENYLIMIDAZOLE-->2-Nitrobenzenesulfonyl chloride-->Tetrahydrofuran-->Ammonium acetate
• Preparation Products: 2-Aminobenzenesulfonamide-->NSC23391