These common heterocyclic compound, 24243-71-8, name is Propane-1-sulfonamide, its 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. Quality Control of Propane-1-sulfonamide
General procedure: Standard Procedure C for the Preparation of Thiazolidinyl Sulfonamides (0053) To a solution of 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid in CH2Cl2 was added 4-(dimethylamino)pyridine (DMAP), sulfonamide, and N-ethyl-N?-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI ? HCl) at room temperature. After the reaction mixture was stirred for 16 h-20 h, it was diluted with CH2Cl2 and washed with 2 N HCl(aq) and brine. The organic layer was dried over MgSO4(s), filtered, and concentrated. The residue was purified to give the desired products. Step 2. 4-[2-(4-Fluorophenyl)-4-oxo-1, 3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)benzamide Following standard procedure C, 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid (71.2 mg, 0.215 mmol), DMAP (65.7 mg, 0.538 mmol), EDCI ¡¤ HCl (82.4 mg, 0.430 mmol), 1-propanesulfonamide (35.4 mg, 0.258 mmol), and CH2Cl2 (4.0 mL) were used to carry out the reaction. After the reaction was stirred for 18 h and work-up, the residue was purified by column chromatography (5% MeOH in CH2Cl2) to give 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)-benzamide (54.8 mg, 58%) as a beige solid. 1H NMR (CDCl3, 300 MHz) delta 9.01 (br s, 1H), 7.61-7.45 (br, 2H), 7.33-7.28 (m, 2H), 6.95 (br t, 2H), 5.97 (br s, 1H), 4.00 (s, 2H), 3.49-3.44 (m, 2H), 2.17 (br s, 3H), 1.86 (sextet, 2H), 1.09 (t, 3H); LC-MS (ESI) m/z 437.2 [M+H]+.
The synthetic route of Propane-1-sulfonamide has been constantly updated, and we look forward to future research findings.
Reference:
Patent; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Lin, Shu-Yu; Shih, Chuan; (329 pag.)US2017/253569; (2017); A1;,
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