| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
| Company Name: |
Ark Pharm, Inc. |
| Tel: |
847-367-3680 |
| Email: |
sales@arkpharminc.com |
|
| | 4-Fluoro-3-nitrobenzenesulfonamide Basic information |
| | 4-Fluoro-3-nitrobenzenesulfonamide Chemical Properties |
| Melting point | 137.0 to 141.0 °C | | Boiling point | 411.1±55.0 °C(Predicted) | | density | 1.637 | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, Dimethylformamide, DMSO, Methanol | | form | Solid | | pka | 9.39±0.60(Predicted) | | color | Pale Yellow | | InChI | InChI=1S/C6H5FN2O4S/c7-5-2-1-4(14(8,12)13)3-6(5)9(10)11/h1-3H,(H2,8,12,13) | | InChIKey | FAYVDRRKPVJSPE-UHFFFAOYSA-N | | SMILES | C1(S(N)(=O)=O)=CC=C(F)C([N+]([O-])=O)=C1 | | CAS DataBase Reference | 406233-31-6 |
| | 4-Fluoro-3-nitrobenzenesulfonamide Usage And Synthesis |
| Chemical Properties | 4-Fluoro-3-nitrobenzenesulfonamide is Pale Yellow Solid | | Uses | Reagent used to synthesize substituted arylsulfonamide derivatives | | Uses | 4-Fluoro-3-nitrobenzenesulfonamide used to synthesize substituted arylsulfonamide derivatives | | Synthesis | General procedure for the synthesis of 4-fluoro-3-nitrobenzenesulfonamide from 1-fluoro-2-nitrobenzene: 1-fluoro-2-nitrobenzene (4.0 g, 28.4 mmol) was dissolved in chlorosulfonic acid (25 mL), and the reaction was stirred at 120°C overnight. Upon completion of the reaction, it was cooled to room temperature and quenched by slow pouring into ice water. The reaction mixture was extracted with ethyl acetate (50 mL x 3), the organic layers were combined and concentrated under reduced pressure to remove the solvent. The crude product was redissolved in isopropanol and cooled to -60°C. At this temperature, ammonium hydroxide solution was added dropwise and stirring was continued for 1 hour. Subsequently, 6M hydrochloric acid (8 mL) was added to neutralize the reaction and the reaction mixture was warmed to room temperature and concentrated to dryness. The intermediate 4-fluoro-3-nitrobenzenesulfonamide (5.1 g, 82% yield) was finally obtained as a white solid.1H NMR (400 MHz, DMSO-d6) δ: 8.52 (dd, 1H), 8.20 (dq, 1H), 7.84 (dt, 1H), 7.73 (s, 2H). | | References | [1] Patent: WO2017/123616, 2017, A1. Location in patent: Paragraph 00160
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 21, p. 5207 - 5211
[3] Chemistry - A European Journal, 2018, vol. 24, # 52, p. 13762 - 13766
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 3, p. 1165 - 1181
[5] Patent: US2011/237553, 2011, A1. Location in patent: Page/Page column 19 |
| | 4-Fluoro-3-nitrobenzenesulfonamide Preparation Products And Raw materials |
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