HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 10566097, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Methylbenzoyl chloride | HCID 70276 | — |
| Reactant | 7-Chloro-2,3-dihydro-4-quinolone | HCID 88974 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10566097 | HCID 10566097 | 84.8% |
Reaction Steps
To a mixture of 7-chloro-2,3-dihydro-4(1H)-quinolinone (20.0 g), pyridine (26 g) and dichloromethane (200 ml) was added dropwise 2-methylbenzoyl chloride (26 g) at room temperature with stirring. The mixture was stirred under reflux for 4 hours. The reaction mixture was poured into 500 ml of water, then shaken with additional dichloromethane (1000 ml). The organic layer was washed once with 1 N HCl (100 ml), twice with water (200 ml each) and once with saturated aqueous NaCl solution, then dried over anhydrous sodium sulfate. Solvent was removed in vacuo and the residue was recrystallized to obtain 7-chloro-2,3-dihydro-1-(2-methylbenzoyl)-4(1H)-quinolinone (yield 28 g) as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05077410 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-3ffdded0d9e548188aa60d2bfaee7e11 |
| Source note | uspto-grants-1991_12 |