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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 866486Generated: October 25, 2026

Water → 3-(3,5-Dichlorophenyl)-2,4-imidazolidinedione

https://huagongshe.com/reaction/866486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantHydantoic acidHCID 10020—
ReactantN-[[(3,5-dichlorophenyl)amino]carbonyl]glycineHCID 595293—
SolventChlorobenzeneHCID 7964—
Product3-(3,5-Dichlorophenyl)-2,4-imidazolidinedioneHCID 16869195.6%

Reaction Conditions

Temperature15 °C

Reaction Steps

To a suspension of 3-(3,5-dichlorophenyl)-ureidoacetic acid (813 g.) in chlorobenzene (3,500 cc.) is added concentrated sulphuric acid (d = 1.83) (16 cc.), representing 0.095 mol per mol of ureidoacetic acid. The water formed in the reaction is removed by azeotropic distillation. After 45 minutes' distillation, a limpid solution is obtained. After cooling to about 15° C, the precipitate formed is filtered off and washed on the filter with ethanol (500 cc.) at 10° C. After drying, 3-(3,5-dichlorophenyl)-hydantoin (724 g.) melting at 199° C is obtained. Yield: 95.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04099008
Source datasetuspto-grants-1978_07
ORD IDord-be996351cfeb41cdad920d3b577d1ac0
Source noteuspto-grants-1978_07