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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80022Generated: October 26, 2026

Ethyl Acetate → 1-(Pyridin-3-yl)imidazolidin-2-one

https://huagongshe.com/reaction/80022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantN-(2-Chloroethyl)-N'-(3-pyridinyl)ureaHCID 256330—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product1-(Pyridin-3-yl)imidazolidin-2-oneHCID 1483420498.1%

Reaction Steps

1-(2-Chloro-ethyl)-3-pyridin-3-yl-urea (I-1a: 1000 mg, 5.0 mmol) in dry DMF (10 mL) was added to a stirred solution of sodium hydride (216 mg, 9.0 mmol) in THF (10 mL) at 0° C. The reaction temperature was maintained at room temperature for 30 minutes. The reaction was monitored by TLC (100% ethyl acetate). The reaction mixture was quenched with MeOH (5 mL) at 0° C. The reaction mixture was concentrated under reduced pressure and partitioned between ice water and chloroform. The organic layer was dried over Na2SO4, and concentrated under reduced pressure to afford 800 mg (97% yield) of 1-pyridin-3-yl-imidazolidin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-8c6c6e245fdb4ac48d093b076fa36d97
Source noteuspto-grants-2014_09