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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896576Generated: October 26, 2026

Water → 3-(2-Naphthylcarbonyl)-5,5-diphenylimidazolidine-2,4-dione

https://huagongshe.com/reaction/896576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5,5-DiphenylhydantoinHCID 1775—
ReactantSodium hydrideHCID 24758—
Reactant2-Naphthoyl chlorideHCID 75246—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-(2-Naphthylcarbonyl)-5,5-diphenylimidazolidine-2,4-dioneHCID 980144254.7%

Reaction Steps

0.5 g of 5,5-diphenylimidazolidine-2,4-dione was dissolved in tetrahydrofuran (5 mL), and sodium hydride (60%, in oil) (87 mg) was added at 0° C. under ice-cooling. After stirred for 30 minutes, 2-naphthoyl chloride (415 mg) was added at 0° C., followed by stirring at room temperature for 2.5 hours. After water was carefully added, ethyl acetate (200 mL) was added, and the layers were separated. The resulting organic layer was washed with a saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was distilled off. Further purification by silica gel chromatography (hexane:ethyl acetate=3:1) afforded white crystals. The resulting fraction was recrystallized from isopropyl ether (IPE) to obtain 441 mg of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919365B2
Source datasetuspto-grants-2005_07
ORD IDord-2dd12f52a86747dbad6fa52122749330
Source noteuspto-grants-2005_07