HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-Chloro-1H-benzimidazol-1-yl)propan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2-Chloro-1H-benzimidazol-1-yl)propan-2-one | HCID 12234244 | — |
Reaction Steps
To a solution of 2-chloro-1H-benzimidazole (1.53 g) in DMF (20 ml) was added sodium hydride (60% in oil, 0.480 g) at 0° C. by small portions. After stirring for 10 min, chloroacetone (1.19 mL) was added, and the obtained mixture was stirred at room temperature for 2 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) and recrystallized from ethyl acetate to give the title compound (1.73 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029388B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a87a37eab922407da788b80a20a1eefe |
| Source note | uspto-grants-2015_05 |