HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Iodoacetonitrile | HCID 69356 | — |
| Reactant | 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole | HCID 11651910 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [5,6-Dichloro-2-(2,2,2-trifluoro-ethyl)-benzoimidazol-1-yl]-acetonitrile | HCID 59682306 | — |
Reaction Steps
To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (356 mg) in DMF (5 mL) was added sodium hydride (79 mg of 60% in oil) and iodoacetonitrile (331 mg). The resulting mixture was stirred at room temperature overnight. The reaction mixture was quenched with water, extracted with EtOAc, and dried over Na2SO4. The crude product was purified by silica gel chromatography (10%-40% EtOAc/hexanes), followed by washing solid with CH2Cl2 to yield the title compound as a peach-colored solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566733B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-8f9c573c8acc4e5ebf64fc9bc990356f |
| Source note | uspto-grants-2009_07 |