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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179571Generated: October 31, 2026

Triethylamine → 2-[3-(2-Oxo-1-imidazolidinyl)phenyl]ethyl methanesulfonate

https://huagongshe.com/reaction/1179571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1-[3-(2-Hydroxyethyl)phenyl]-2-imidazolidinoneHCID 57444296—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product2-[3-(2-Oxo-1-imidazolidinyl)phenyl]ethyl methanesulfonateHCID 5744429790%

Reaction Conditions

Temperature0 °C

Reaction Steps

Alternatively, 1-[3-(2-hydroxyethyl)phenyl]-2-imidazolidinone was suspended in acetonitrile (5 vol) at room temperature and under nitrogen. Triethylamine (1 vol) was added dropwise over 15 minutes. The mixture was cooled to 0° C. and methanesulfonyl chloride (0.73 vol) was added over 30 minutes. The reaction mixture was stirred at room temperature for 2 hours, then diluted with ethyl acetate (10 vol). The mixture was washed with a saturated solution of ammonium chloride (2×3 vol), followed by water-brine 1:1 (2×3 vol). The organic phase was concentrated to 5 vol, ethyl acetate (5 vol) was added and the solution was evaporated to dryness, yielding the title compound as a cream-coloured solid (yield: 90% th).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279481B2
Source datasetuspto-grants-2007_10
ORD IDord-21906cb960204bd2802d438dd6f82b6d
Source noteuspto-grants-2007_10