HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4-aminophenyl)(3,4-dihydroquinolin-1(2H)-yl)methanone | HCID 2984117 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-(3,4-dihydroquinolin-1(2H)-ylcarbonyl)phenyl]benzamide | HCID 10642000 | 34.7% |
Reaction Steps
To a solution of 1-(4-aminobenzoyl)-1,2,3,4-tetrahydroquinoline (0.5 g) in dichloromethane (20 ml) is added triethylamine (0.3 g), and thereto is added benzoyl chloride (0.28 g) under ice-cooling. The mixture is stirred at room temperature for 1 hour. To the reaction mixture is added water and extracted with dichloromethane. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent; dichloromethane:methanol=50:1) and recrystallized from methanol to give 1-[4-(benzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (245 mg) as white powder, m.p. 202.5-203.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05985869 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-b9221e4f8874402ab999223f62481e55 |
| Source note | uspto-grants-1999_11 |