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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273883Generated: October 31, 2026

Hydrochloric Acid → 4-[3-(4-Methylphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrile

https://huagongshe.com/reaction/2273883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant4-Isothiocyanato-2-(trifluoromethyl)benzonitrileHCID 11615540—
Reactant2-Methyl-2-[(4-methylphenyl)amino]propanenitrileHCID 21239243—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-[3-(4-Methylphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrileHCID 15952684—

Reaction Steps

A mixture of 1a (0.547 g, 2.4 mmol) and 5a (0.348 g, 2 mmol) in dry DMF (0.6 ml) was stirred for 36 h. To this mixture were added methanol (20 ml) and 2N HCl (5 ml). The second mixture was refluxed for 6 h. After being cooled to room temperature, the reaction mixture was poured into cold water (30 ml) and extracted with ethyl acetate (40 ml). The organic layer was dried over MgSO4, concentrated and chromatographed (dichloromethane) to yield 4-[3-(4-methylphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl]-2-trifluoromethyl-benzonitrile, 5c, [RD7] (0.596 g, 1.48 mmol, 74%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126941B2
Source datasetuspto-grants-2015_09
ORD IDord-82adc79e3d474efe828e651f30a08c24
Source noteuspto-grants-2015_09