HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-2-(trifluoromethyl)benzonitrile → 4-[4-(4-Cyanophenyl)-2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-2-(trifluoromethyl)benzonitrile | HCID 22337825 | — |
| Reactant | 4-[2,5-Dioxo-4-[(2-propenyloxy)methyl]imidazolidin-4-yl]benzonitrile | HCID 67131171 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-[4-(4-Cyanophenyl)-2,5-dioxo-4-[(2-propenyloxy)methyl]imidazolidin-1-yl]-2-trifluoromethylbenzonitrile | HCID 67131167 | — |
Reaction Conditions
| Temperature | 130 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968581B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-d8b37d0b8ffe493c9cc645330015e816 |
| Source note | uspto-grants-2011_06 |