HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile) | HCID 85867 | — |
| Reactant | 8-(2,6-Dichlorobenzoylamino)-3-methylquinoline | HCID 19592707 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinoline | HCID 19592471 | 17.5% |
Reaction Steps
A mixture of 8-(2,6-dichlorobenzoylamino)-3-methylquinoline (250 mg), N-bromosuccinimide (175 mg) and 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile) (23.3 mg) in dichloromethane was refluxed for 2 hours. After cooling, the mixture was diluted with ethyl acetate, washed with water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (dichloromethane) to give 5-bromo-8-(2,6-dichlorobenzoylamino)-3-methylquinoline (54.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008230 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-f2def598310d4f4390e66d27684459e7 |
| Source note | uspto-grants-1999_12 |