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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864361Generated: November 1, 2026

Sodium Iodide → (RS)-1-(3-methoxy-benzenesulfonyl)-2-oxo-3-phenyl-imidazolidine-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/1864361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPhenyl isocyanateHCID 7672—
Reactant(RS)-1-(3-methoxy-benzenesulfonyl)-aziridine-2-carboxylic acid methyl esterHCID 86623479—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(RS)-1-(3-methoxy-benzenesulfonyl)-2-oxo-3-phenyl-imidazolidine-4-carboxylic acid methyl esterHCID 6714114042.6%

Reaction Steps

To a solution of (RS)-1-(3-methoxy-benzenesulfonyl)-aziridine-2-carboxylic acid methyl ester (0.098 g) in tetrahydrofuran (3 ml) were added sodium iodide (0.054 g) and phenylisocyanate (0.043 g). The mixture was stirred for 18 h at room temperature. The mixture was diluted with ethyl acetate and washed with water, 1% aqueous Na2S2O3 solution and again with water. The organic phase was dried, filtered and evaporated. The product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 9:1=>1:1) to give (RS)-1-(3-methoxy-benzenesulfonyl)-2-oxo-3-phenyl-imidazolidine-4-carboxylic acid methyl ester (0.060 g) as a colorless solid. MS: 391.1 ([M+H]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625902B2
Source datasetuspto-grants-2009_12
ORD IDord-0c985af53c6b43d2820667d66548e84e
Source noteuspto-grants-2009_12