Hydrochloric Acid → Ethyl 3-(3-nitrobenzyl)-2,4-dioxoimidazolidine-1-acetate

Participants

Reaction Steps

A solution of 815 mg of the above-prepared dioxoimidazolidine-l-acetate product of paragraph (1) dissolved in 30 mL of dimethylformamide was dropped into a suspension of 221 mg of sodium hydride in 20 mL of dimethylformamide at not higher than 0° C. The mixture was stirred for one hour more at the same temperature condition and then a solution of 1.3 g of 3-nitrobenzyl bromide dissolved in 30 mL of dimethylformamide was dropped thereinto at 0° C. The reaction mixture was stirred for two hours and added to an ice-cooled 2N hydrochloric acid with vigorous stirring. The resulting reaction mixture was extracted with ethyl acetate several times and the combined extract was washed with a saturated physiological saline solution and concentrated to give a residue. This residue was purified by a silica gel column to give 1.32 g of ethyl 3-(3-nitrobenzyl)-2,4-dioxoimidazolidine-1-acetate.

Provenance & Evidence