Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389874Generated: October 30, 2026

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

https://huagongshe.com/reaction/389874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-2-(trifluoromethyl)benzonitrileHCID 22337825—
Reactant4-(4-Fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidine-2,5-dioneHCID 67131210—
CatalystHCID 178419072HCID 178419072—
SolventAmmoniaHCID 222—
SolventDimethylacetamideHCID 31374—
Product4-[2,5-Dioxo-4-(4-fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrileHCID 67131049—

Reaction Conditions

Temperature160 °C

Reaction Steps

0.33 g of copper (I) oxide and 0.95 g of 4-bromo-2-trifluoromethylbenzonitrile are added to a solution of 1 g 4-(4-fluorophenyl)-4-[(2-propenyloxy)methyl]imidazolidine-2,5-dione obtained in step 3 in 3 mL of DMAC. The mixture is heated at 160° C. for 3 hours. After cooling, the mixture is diluted with a 50% aqueous ammonia solution and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and evaporated. The crude product is purified by chromatography over silica gel while eluting with 2/1 heptane/ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383608B2
Source datasetuspto-grants-2013_02
ORD IDord-72c4d9fb95fa40ac97de5d86f1163de1
Source noteuspto-grants-2013_02