HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 831395, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 8-Aminoquinoline | HCID 11359 | — |
| Reactant | 4-Bromobenzoyl chloride | HCID 68515 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 831395 | HCID 831395 | 76.4% |
Reaction Steps
To a solution of compound quinolin-8-yl-amine (3.0 g, 20.8 mmol) in dichloromethane (40 ml) and triethylamine (3.1 ml, 21.9 mmol), 4-bromo-benzoyl chloride (4.8 g, 21.9 mmol) in dichloromethane (20 ml) is added drop wise at room temperature and the resulting mixture is stirred for 16 h. After completion of the reaction (monitored by TLC) the mixture is diluted with dichloromethane (100 ml) and washed with water and saturated sodium hydrogen carbonate solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The resulting crude product is purified by column chromatography (silica gel, 10% ethyl acetate/hexane) to obtain 4-bromo-N-quinolin-8-yl-benzamide (5.2 g, 15.9 mmol, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108936B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7adfc7c157e04dd49d5fba20a19fbd98 |
| Source note | uspto-grants-2015_08 |