HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486925Generated: October 31, 2026
Diphenyl Ether → Ethyl 6-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate
https://huagongshe.com/reaction/1486925
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diphenyl Ether | HCID 7583 | — |
| Reactant | Diethyl 2-((4-bromophenylamino)methylene)malonate | HCID 1591151 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Ethyl 6-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate | HCID 689824 | 92.3% |
Reaction Steps
Diphenyl ether (870 mL) was heated to 240° C. then diethyl 2-[[(4-bromophenyl)amino]methylidene]propanedioate (75 g, 219.18 mmol) added portionwise. The mixture was stirred at 240° C. for 60 minutes in a flask fitted with clean-stark apparatus. After cooling (25° C.) a crystallized solid was formed. The mixture was diluted with Et2O and the solid was collected by filtration, washed with Et2O and dried to afford the desired material (59.9 g) as a beige crystallized solid, which was used without purification or characterisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09428503B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-cbf4eb7d456645b095e94111a482a6ef |
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| Source note | uspto-grants-2016_08 |
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