HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (E)-3-[4,5-Bis(4-fluorophenyl)-2-trifluoromethyl-1H-imidazol-1-yl]-2-propenenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,3-Dibromopropanenitrile | HCID 107299 | — |
| Reactant | 4,5-bis(4-fluorophenyl)-2-trifluoromethyl-1H-imidazole | HCID 14849768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (E)-3-[4,5-Bis(4-fluorophenyl)-2-trifluoromethyl-1H-imidazol-1-yl]-2-propenenitrile | HCID 14849771 | 41.1% |
Reaction Steps
From 4,5-bis(4-fluorophenyl)-2-trifluoromethyl-1H-imidazole (3.045 g), 2,3-dibromopropionitrile (5.33 g), anhydrous potassium carbonate (3.1 g) and triethylamine (5.2 ml) in dry DMF (19 ml) by the process as described for the preparation of Intermediate (3 a) to afford a dark brown residue which was purified by FCC using gradient elution with System A (5-15% with 5% incremental increase of ethyl acetate per 500 ml eluant) to afford the title compound (1.449 g) as a white solid. νmax (CHBr3) 2229 cm-1 (C≡N).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013749 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-77f3e7037c994882a79678f90e35ca2f |
| Source note | uspto-grants-1991_05 |