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Benzenesulfonamide, 5-chloro-2-methoxy- synthesis

3synthesis methods
22952-32-5 Synthesis
5-CHLORO-2-METHOXYBENZENESULFONYL CHLORIDE

22952-32-5
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$10.00/1g

Benzenesulfonamide, 5-chloro-2-methoxy-

82020-51-7
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Yield:82020-51-7 100%

Reaction Conditions:

with ammonium hydroxide at 20; for 19 h;

Steps:

5.5a 5-Chloro-2-methoxybenzenesulfonamide

To a solution of 5-chloro-2-methoxybenzenesulfonyl chloride (3 g, 12.4 mmol) in tetrahydrofuran (20 mL) , a 28% aqueous ammonia solution (20 mL, 295 mmol) was added, and the mixture was stirred at room temperature for19 hours. The reaction mixture was diluted by addition of 1 N hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure to obtain the title compound (2.74 g, yield: quantitative) . NMR spectrum (CDC13, 400MHz) δ: 7.91 (1H, d, J =3.0 Hz), 7.56-7.46 (1H, m) , 7.00 (1H, d, J = 8.5 Hz), 5.06 (2H, br s), 4.02 (3H, s) .

References:

WO2017/7943,2017,A1 Location in patent:Page/Page column 72