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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468571Generated: October 26, 2026

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

https://huagongshe.com/reaction/468571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylhydantoinHCID 6491—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluoro-2-(trifluoromethyl)benzonitrileHCID 605085—
SolventDimethylformamideHCID 6228—
Product4-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)-2-trifluoromethylbenzonitrileHCID 1116228546%

Reaction Steps

A mixture of 4-fluoro-2-(trifluoromethyl)benzonitrile (5.67 g, 30 mmoles), 5,5-dimethyl-hydantoin (7.68 g, 60 mmoles), K2CO3 (8.28 g, 60 mmoles) in DMF (45 ml) is distributed in equal parts into three tubes to be placed in a microwave oven. Under magnetic stirring, each tube is irradiated at 140° C. for 20 minutes. The reaction masses are then combined, poured into water (200 ml) and extracted with AcOEt (2×75 ml). The organic phases are combined, washed with salt water, dried over Na2SO4 and filtered. The filtrate is concentrated under reduced pressure and the residue crystallizeds from Et2O (25 ml). After recrystallization from EtOH (75 ml), the powder is filtered and dried under vacuum. The expected compound is obtained in the form of a white solid with a yield of 46% (4.1 g). Melting point: 212-213° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08624037B2
Source datasetuspto-grants-2014_01
ORD IDord-910fcfa93bb848e5a3a66e4717dc111f
Source noteuspto-grants-2014_01