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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235991Generated: October 25, 2026

Phenyl isocyanate → 1-Phenylimidazolidin-2-one

https://huagongshe.com/reaction/235991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl isocyanateHCID 7672—
Reactant2-OxazolidinoneHCID 73949—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product1-Phenylimidazolidin-2-oneHCID 25527348%

Reaction Conditions

Temperature195 °C

Reaction Steps

A mixture of phenyl isocyanate (50 mmoles), 2-oxazolidinone (50 mmoles) and anhydrous AlCl3 (40 mg, 0.3 mmole) is heated at 195° C. for 6 hours with stirring. The reaction mixture is dissolved in dichloromethane and the resulting solution is washed with water twice. The dichloromethane solution is dried and evaporated and the residue distilled at reduced pressure. The distillate is recrystallized from hot hexane to give a yield of 48 percent of the desired product, m.p. 157° C.-159° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642351
Source datasetuspto-grants-1987_02
ORD IDord-3ad1493a4bb64af198b2bfca450bccfb
Source noteuspto-grants-1987_02