Water → HCID 86652841, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-[(2-hydroxy-4-{[6-(methylsulfonyl)pyridin-3-yl]oxy}phenyl)hydrazono]propanoate (21.1 g) in pyridine (220 mL) was added methanesulfonyl chloride (5.0 mL) at 0° C. The mixture was stirred at 0° C. for 2 h, and then at room temperature for 16 h. The mixture was cooled to 0° C., and methanesulfonyl chloride (5.0 mL) was added to the mixture again. After stirring at room temperature for 2 h, water was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer was washed successively with 1M hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtered and concentrated. The residual oil was solidified with ethyl acetate-diethyl ether, and the resulting solid was washed with diethyl ether to give the title compound (20.0 g, 79%) as a pale yellow solid. MS 472 (MH+).

Provenance & Evidence