HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-2-(trifluoromethyl)benzonitrile → 4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)-imidazolidin-1-yl]-2-trifluoromethylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-2-(trifluoromethyl)benzonitrile | HCID 22337825 | — |
| Reactant | 4-[(2-Propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-2,5-dione | HCID 67131235 | — |
| Catalyst | Copper oxide | HCID 14829 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)-imidazolidin-1-yl]-2-trifluoromethylbenzonitrile | HCID 86641461 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
To a solution of 4-[(2-propenyloxy)methyl]-4-(3-trifluoromethylphenyl)imidazolidin-2,5-dione (1.45 g) and 4-bromo-2-(trifluoromethyl)benzonitrile (1.15 g) in DMAC (7 mL) is added copper oxide (528 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968581B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-e8077255e75c4207bb21985ede966c38 |
| Source note | uspto-grants-2011_06 |