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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872328Generated: October 26, 2026

Dimethylhydantoin → 4-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrile

https://huagongshe.com/reaction/1872328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylhydantoinHCID 6491—
ReactantTriglymeHCID 8189—
Reactant4-Chloro-2-(trifluoromethyl)benzonitrileHCID 2773495—
Product4-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrileHCID 1116228530.7%

Reaction Conditions

Temperature-10 °C

Reaction Steps

4.47 g of the product obtained in Stage 1 above, 11.2 ml of triglyme, 2.78 g of 5,5-dimethyl hydantoin and 1.34 g of cuprous oxide are introduced then the suspension is agitated and taken to 215° C. for 4 hours. Then it is returned to ambient temperature, followed by filtering, washing with 4.5 ml of triglyme and agitating without exceeding 25° C., 4.5 ml of 22°Be concentrated ammonium hydroxide, 26 ml of water and 4.5 ml of toluene. Agitation is carried out for 15 minutes at 20° C. then the reaction medium is cooled down to -10° C., agitation is carried out for 1 hour, followed by separating, washing with 2.2 ml of toluene then 4.5 ml of water and drying. In this way 1.98 g of expected product (brown crystals) is obtained. M.p.=210° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107488
Source datasetuspto-grants-2000_08
ORD IDord-b798f29a2c1a43939ec986100e2d74f2
Source noteuspto-grants-2000_08