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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235994Generated: October 30, 2026

Benzene, 1-chloro-3-isocyanato- → 1-(3-Chlorophenyl)-4,5-dihydro-1H-imidazol-2-ol

https://huagongshe.com/reaction/235994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-chloro-3-isocyanato-HCID 17968—
Reactant2-OxazolidinoneHCID 73949—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product1-(3-Chlorophenyl)-4,5-dihydro-1H-imidazol-2-olHCID 8419074%

Reaction Conditions

Temperature195 °C

Reaction Steps

A mixture of 3-chlorophenyl 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 74 percent of the desired product, m.p. 121° C.-123° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642351
Source datasetuspto-grants-1987_02
ORD IDord-49e9d5a146a249c7b0465e8d85ac2964
Source noteuspto-grants-1987_02