HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 12050311, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one | HCID 88638 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12050311 | HCID 12050311 | 81.1% |
Reaction Steps
To a stirred suspension of 4-(2-keto-1-benzimidazolinyl)piperidine (500 mg, 2.3 mmol) in 2N HCl(1.15 ml, 2.3 mmol) and water(0.5 ml) was added cyclohexanone(0.24 ml, 2.3 mmol) at 0° C. To this mixture was added a solution of KCN(156 mg, 2.4 mmol) in water(0.3 ml) all at once at room temperature. After 17 h stirring at room temperature, the precipitated white solid was collected by filtration, washed with water, and dried under vacuum at 50° C. for 1 h to afford 605 mg of white powder. As this included small amount of starting material amine, this was purified by column chromatography(silica gel: 130 g, CH2Cl2MeOH:30/1 to 20/1) to give 293 mg(39.3%) of white powder, mp199-201° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423725B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-5e908127a3424d38a400c627d8698988 |
| Source note | uspto-grants-2002_07 |