4-CYANOBENZENE-1-SULFONAMIDE

49584-26-1

3119-02-6

General procedure for the synthesis of p-cyanobenzenesulfonamide from 4-cyanobenzenesulfonyl chloride: 4-cyanobenzenesulfonyl chloride (10 mmol) was dissolved in anhydrous tetrahydrofuran (40 mL). A 30% aqueous ammonium hydroxide solution (3 mL) was slowly added to the reaction mixture at 0 °C, followed by stirring the reaction for 1 h at room temperature. After completion of the reaction, the reaction mixture was extracted with ethyl acetate and the organic phase was dried with anhydrous sodium sulfate. After concentration under reduced pressure, the white solid product p-cyanobenzenesulfonamide (1.6 g, 88% yield) was obtained by grinding with ether. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (100 MHz, DMSO-d6): 1H NMR δ 8.11 (2H, d, J = 8.58 Hz), 8.02 (2H, d, J = 8.62 Hz), 7.69 (2H, bs, NH2, exchange with D2O); 13C NMR δ 148.9, 134.2, 127.4, 118.8, 115.3.