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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452063Generated: October 31, 2026

Phenol → 5-(4-Hydroxyphenyl)imidazolidine-2,4-dione

https://huagongshe.com/reaction/1452063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantHydantoinHCID 10006—
ReactantSulfuryl chlorideHCID 24648—
CatalystAzobisisobutyronitrileHCID 6547—
Solvent1,4-DioxaneHCID 31275—
Product5-(4-Hydroxyphenyl)imidazolidine-2,4-dioneHCID 942335.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

4.0 g (40 mmol) of hydantoin, 50 ml of dioxane, 5.4 g (40 mmol) of sulfuryl chloride, and 0.01 g of azobisiso-butylonitrile were mixed. The reaction mixture was then stirred at a temperature of 90° C. for 5 hours. The reaction system was then allowed to cool to room temperature. To the reaction system was then added 7.6 g (80 mmol) of phenol. The reaction mixture was then allowed to undergo reaction at a temperature of 80° C. for 5 hours. The resulting precipitate was recovered by filtration, washed with water, recrystallized from water and then dried to obtain 0.41 g (yield: 5.3%) of 5-(p-hydroxyphenyl)hydantoin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05606071
Source datasetuspto-grants-1997_02
ORD IDord-fbfe2e9f1cf24e3181327bced30baccf
Source noteuspto-grants-1997_02