Water → HCID 86734156, compound

Participants

Reaction Steps

To a solution containing 4 g of potassium hydroxide dissolved in 15 ml of methanol, was added a solution containing 17 g of 5-α-bromo-n-propylidenehydantoin dissolved in 50 ml of dimethylformamide, and further was added dropwise a solution containing 25 g of α-pivaloyl-α-chloro-2'-chloro-5'-[α-(2,4-di-tert-amylphenoxy)butyramido]acetanilide dissolved in 250 ml of dimethylformamide. After being stirred for 2 hours at room temperature, the reaction mixture was poured into 2 liters of water, and extracted with 1 liter of ethyl acetate. The ethyl acetate layer was separated, washed with a dilute hydrochloric acid solution, washed with water and dried over anhydrous sodium sulfate. The ethyl acetate was distilled off under reduced pressure, and the residue was recrystallized from a solvent mixture of n-hexane and ethyl acetate, yielding 18 g of the coupler. The melting point was 129° to 131° C.

Provenance & Evidence