HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Cyclohexylmethyl)piperidin-4-amine → N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Cyclohexylmethyl)piperidin-4-amine | HCID 6496941 | — |
| Reactant | 4-Acetamido-5-chloro-2-methoxybenzoyl chloride | HCID 11379992 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrate | HCID 20395819 | 160.3% |
Reaction Steps
To a solution of 1-cyclohexylmethyl-4-aminopiperidine (9.8 g; 0.05 moles) in methyl ethyl ketone (100 ml), a solution of 2-methoxy-4-acetamido-5chlorobenzoyl chloride (14.4 g, 0.055 moles) in methyl ethyl ketone (100 ml) was slowly added at a temperature between 0° and 5° C. The mixture was stirred at the same temperature for 1 hour followed by 4 hours at room temperature. The precipitated solid was filtered off, washed with methyl ethyl ketone and recrystallized from a mixture of ethanol-water to give N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrate (21 g), m.p. 219°-221° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04163789 |
| Source dataset | uspto-grants-1979_08 |
| ORD ID | ord-4b5f29fab5e7401b9e026568936feb0d |
| Source note | uspto-grants-1979_08 |