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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427149Generated: November 1, 2026

4-Bromo-2-(trifluoromethyl)benzonitrile → 4-[4-(3-Cyanophenyl)-2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrile

https://huagongshe.com/reaction/2427149

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-(trifluoromethyl)benzonitrileHCID 22337825—
Reactant3-[2,5-Dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrileHCID 67131009—
CatalystCopper oxideHCID 14829—
SolventDimethylacetamideHCID 31374—
Product4-[4-(3-Cyanophenyl)-2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrileHCID 67131010—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 579 mg of 3-[2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrile and 534 mg of 4-bromo-2-(trifluoromethyl)benzonitrile in DMAC (2.5 mL), 183 mg of copper oxide are added. The mixture is refluxed overnight at 130° C. The mixture is concentrated, taken in DCM, washed with a solution of 10% aqueous ammonia solution and brine. The organic phase is dried over magnesium sulfate, concentrated under vacuum and purified on silica gel (ethyl acetate/cyclohexane 0/100 to 50/50) to give the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968581B2
Source datasetuspto-grants-2011_06
ORD IDord-6f7c17f6bdcf453b90f23d88e165da19
Source noteuspto-grants-2011_06