Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 19608248 | HCID 19608248 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19608252 | HCID 19608252 | 83.3% |
Reaction Steps
To a solution of 1-[4-(2-chloroacetylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (2.06 g) in dimethylformamide (5 ml) are added sodium iodide (0.90 g), potassium carbonate (1.1 g) and cyclohexylamine (0.89 g), and the mixture is stirred at room temperature for 2 hours. Dimethylformamide is distilled off under reduced pressure and water is added to the resulting residue. The mixture is extracted with dichloromethane. The organic layer is washed successively with water and saturated saline solution, and dried over magnesium sulfate. The solvent is distilled off under reduced pressure and the resulting residue is purified by silica gel column chromatography (eluent; ethyl acetate), and recrystallized from n-hexane/ethyl acetate to give 1-[4-(2-cyclohexylaminoacetylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (2.03 g) as white powder, m.p. 139°-142° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05559230 |
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| Source dataset | uspto-grants-1996_09 |
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| ORD ID | ord-34c21caf3ca047bfb720b33b825a3cfc |
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| Source note | uspto-grants-1996_09 |
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