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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80168Generated: October 25, 2026

Ethyl Acetate → 1-(Meta-tolyl)-2-imidazolidinone

https://huagongshe.com/reaction/80168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantUrea, 1-(2-chloroethyl)-3-(m-tolyl)-HCID 97216—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product1-(Meta-tolyl)-2-imidazolidinoneHCID 430499181.34%

Reaction Steps

1-(2-Chloro-ethyl)-3-m-tolyl-urea (I-131a: 4 g, 18.86 mmol) in dry DMF (70 mL) was added to a stirred mixture of sodium hydride (1.358 g, 28.30 mmol) in THF (70 mL) at 0° C. The reaction was stirred at room temperature for 1 hour. The reaction was monitored by TLC (100% ethylacetate). The reaction mixture was quenched with MeOH at 0° C., concentrated under reduced pressure and partitioned between ice water and chloroform. The organic layer was washed with brine solution, dried over Na2SO4, and concentrated under reduced pressure to afford 2.7 g (81.34% yield) of 1-m-tolyl-imidazolidin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-a4af7ba97ded431c97f7172b897a3f21
Source noteuspto-grants-2014_09