HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 5,6-Dichloro-1-(3-nitro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| Reactant | 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole | HCID 11651910 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5,6-Dichloro-1-(3-nitro-benzyl)-2-(2,2,2-trifluoro-ethyl)-1H-benzoimidazole | HCID 44430179 | — |
Reaction Steps
To 5,6-dichloro-2-(2,2,2-trifluoro-ethyl)-1H-benzimidazole (355 mg) in DMF (5 mL) was added sodium hydride (110 mg of 60% in oil) and 3-nitrobenzyl bromide (596 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) to yield the title compound as a red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566733B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-5c9900602e0b457fb5647c1b4e168404 |
| Source note | uspto-grants-2009_07 |