Application of 98-18-0,Some common heterocyclic compound, 98-18-0, name is 3-Aminobenzenesulfonamide, molecular formula is C6H8N2O2S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 3-aminobenzenesulfonamide (1.0 g, 5.81 mmol) and pyridine (4.7 mL, 58.07 mmol) in dichloromethane (10.3 mL) at 0 C was added dropwise 2,5-difluorobenzoyl chloride (719.3 mu, 5.81 mmol). The mixture was allowed to warm to 25 C and was stirred for 72 hours. The reaction mixture was diluted with ethyl acetate and water. The layers were separated and the organic layer washed with brine (2x). The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give a clear oil that crystallized upon standing. The solid was re-dissolved in ethyl acetate and washed with IN HCl (3x). The organic layer was dried with MgS04, filtered and evaporated to yield 2,5-difluoro-N-(3-sulfamoylphenyl)benzamide (1.17 g, 64%) as a white solid. ESI- MS m/z calc. 312.04, found 313.3 (M+l) +; Retention time: 1.31 minutes (3 minutes run). 1H NMR (400 MHz, DMSO-d6) delta 10.81 (s, 1H), 8.31 (s, 1H), 7.84 (d, J = 9.1 Hz, 1H), 7.59 – 7.54 (m, 3H), 7.50 – 7.39 (m, 4H) ppm.
The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HADIDA-RUAH, Sara Sabina; ANDERSON, Corey; TERMIN, Andreas P.; BEAR, Brian Richard; ARUMUGAM, Vijayalaksmi; KRENITSKY, Paul; JOHNSON, James Philip; WO2015/10065; (2015); A1;,
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