Potassium Carbonate → HCID 19611382, compound

Participants

Reaction Steps

5'-[3-(4-Chlorobenzenesulfonyl)propyl]-2'-hydroxy-3-[(4-tert-butyl-2-thiazolyl)methoxy]benzanilide (1.60 g, 2.67 mmol) was dissolved in dimethylformamide (16 ml), potassium carbonate (0.55 g, 4.00 mmol), a catalytically effective amount of tetrabutylammonium bromide and bromoacetonitrile (0.22 ml, 3.20 mmol) were added in that order under ice-cooling, followed by overnight stirring at room temperature. Ice-water was added to the reaction solution and the mixture was extracted twice with benzene-ethyl acetate (1:1). The resulting organic layer was washed with 5% potassium carbonate aqueous solution and brine in that order, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. By crystallizing the resulting residue from acetonitrile, 3-[(4-tert-butyl-2-thiazolyl)methoxy]-5'-[3-(4-chlorophenylsulfonyl)propyl]-2'-cyanomethoxybenzanilide was obtained as colorless crystals (1.34 g, 79%).

Provenance & Evidence