Hydrochloric Acid → 3-(3-Nitrobenzyl)-2,4-dioxoimidazolidine-1-acetic acid

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Reaction Steps

The above-prepared dioxoimidazolidine-1-acetate product of paragraph (2) from several production runs (1.7 g) was heated to reflux in a mixed solvent of 12 mL of acetic acid and 4 mL of concentrated hydrochloric acid for one hour. After evaporating the solvent therefrom, 12 mL of acetic acid and 4 mL of concentrated hydrochloric acid were added to the residue and the mixture was heated to reflux for one hour more. The refluxed mixture was poured over a mixed solution of ethyl acetate and 10% sodium hydroxide, the mixture was extracted with 10% sodium hydroxide several times and the resulting aqueous extract was subjected to a reverse extraction several times. The extracts were combined, dried over sodium sulfate, concentrated and recrystallized from ethanol to give 350 mg of 3-(3-nitrobenzyl)-2,4-dioxoimidazolidine-1-acetic acid [Compound 6]. The melting point, MS, IR, NMR, and elementary analysis for the compound were:

Provenance & Evidence