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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389882Generated: October 30, 2026

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

https://huagongshe.com/reaction/389882

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-(trifluoromethyl)benzonitrileHCID 22337825—
Reactant4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrileHCID 67131171—
CatalystHCID 178419072HCID 178419072—
SolventDimethylacetamideHCID 31374—
Product4-[4-(4-Cyanophenyl)-2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrileHCID 67131167—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 675 mg of 4-[2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrile and 622 mg of 4-bromo-2-trifluoromethylbenzonitrile in DMAC (2.5 mL) 214 mg of copper (I) oxide is added. The mixture is refluxed overnight at 130° C. The mixture is concentrated, taken in DCM, washed with a 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 numberUS08383608B2
Source datasetuspto-grants-2013_02
ORD IDord-b6d8a39089a545b9b823769f01a07011
Source noteuspto-grants-2013_02