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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389897Generated: October 31, 2026

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

https://huagongshe.com/reaction/389897

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-(trifluoromethyl)benzonitrileHCID 22337825—
Reactant4-[(2-Propenyloxy)methyl]-4-(3-methylphenyl)imidazolidine-2,5-dioneHCID 67131006—
CatalystHCID 178419072HCID 178419072—
SolventDimethylacetamideHCID 31374—
Product4-[2,5-Dioxo-4-(3-methylphenyl)-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrileHCID 67130914—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 4-[(2-propenyloxy)methyl]-4-(3-methylphenyl)imidazolidine-2,5-dione (899 mg) and 4-bromo-2-(trifluoromethyl)benzonitrile (863 mg) in DMAC (5 mL) is added copper (I) oxide (395 mg). The mixture is refluxed overnight at 130° C. The mixture is concentrated, taken in ethyl acetate, 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-e8e8753c11a04cfba64806ae8c60274c
Source noteuspto-grants-2013_02