Pyridine → N-(2-Isopropylphenyl)-4-methoxy-3-piperazin-1-yl-benzenesulfonamide hydrochloride

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Reaction Steps

Pyridine (0.28 ml) was added to a stirred solution of 2-isopropylaniline (98 mg) and 3-(4-trichloroacetylpiperazin-1-yl)-4-methoxybenzenesulfonyl chloride (D4) (300 mg) in dichloromethane (4 ml) at room temperature. After 18 h the solution was washed with 1M hydrochloric acid (5 ml) then water (5 ml). The organic phase was stirred vigourously with 20% aq. potassium hydroxide (0.5 ml) for 18 h. A 10% aqueous solution of KH2PO4 (8 ml) was then added to the mixture and after 0.25 h stirring the layers were separated. The organic layer was dried (Na2SO4), acidified with 1M ethereal hydrogen chloride (2 ml) and concentrated to an oil which was stirred with acetone/diethyl ether to afford the title compound (E79) as a white solid (0.224 g, 83%). MH+ 390.

Provenance & Evidence