HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Cyanide → 1H-Benzimidazole-2-acetonitrile, 4,5,6,7-tetrahydro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 116269-41-1 | HCID 13697832 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1H-Benzimidazole-2-acetonitrile, 4,5,6,7-tetrahydro- | HCID 70170207 | 92.1% |
Reaction Steps
An aqueous solution (30 ml) of potassium cyanide (15 g) was ice-cooled, then, an EtOH (140 ml) solution of 2-(chloromethyl)-4,5,6,7-tetrahydro-1H-benzimidazole hydrochloride (12.0 g) was added, and stirring was performed at room temperature for 1 hour and then at 50° C. for 1, hour. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction liquid, followed by concentration under reduced pressure and extraction with chloroform. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (28% aqueous ammonia/methanol/chloroform) to obtain 4,5,6,7-tetrahydro-1H-benzimidazol-2-yl acetonitrile (8.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822688B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-5ad1a409f8ef42a49924cb83dd1a128b |
| Source note | uspto-grants-2014_09 |