Ethyl chloroformate → HCID 20349076, compound

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Reaction Steps

1-Ethyl-3-(4'-chlorophenyl)-3-hydroxyurea (8.0 g; 0.037 mole) prepared above was dissolved in cooled (10° C.) 2 N aqueous sodium hydroxide (21 ml.). Ethyl chloroformate (3.9 ml; 0.041 mole) was added dropwise at 10°-15° C. with stirring and the stirring was continued for about 1/2 hour after addition was completed. The desired compound precipitated as formed and was removed by filtration, washed with water, air dried, and recrystallized from methanol to yield solid 2-(4'-chlorophenyl)-4-ethyl-1,2,4-oxadiazolidine-3,5-dione as tan needle-like crystals melting 84°-86° C. and having the following elemental analysis as calculated for C10H9ClN2O3 :

Provenance & Evidence