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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896590Generated: October 30, 2026

Dimethylhydantoin → HCID 22351183, compound

https://huagongshe.com/reaction/896590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylhydantoinHCID 6491—
Reactant2-Naphthalenesulfonyl chlorideHCID 7125—
ReactantSodium hydrideHCID 24758—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22351183HCID 223511837.3%

Reaction Steps

1.28 g of 5,5-dimethylimidazolidine-2,4-dione was dissolved in tetrahydrofuran (20 mL), and sodium hydride (60%, in oil) (0.25 g) was added at 0° C. under ice-cooling. After stirred for 30 minutes, 2-naphthalenesulfonyl chloride (2.38 g) was added at 0° C., and the mixture was stirred at room temperature overnight. After the solvent was distilled off, ethyl acetate (150 mL) was added to the reaction solution, and washed with 1N hydrochloric acid, an aqueous saturated sodium bicarbonate solution and a saturated brine in turn. The solution was dried over anhydrous magnesium sulfate, and the solvent was distilled off. Further purification by silica gel chromatography (hexane:ethyl acetate=2:1) afforded white crystals. The resulting fraction was recrystallized from IPE to obtain 232 mg of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919365B2
Source datasetuspto-grants-2005_07
ORD IDord-bce66e85b47840d295c611f48a972d14
Source noteuspto-grants-2005_07