HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl acetylenedicarboxylate → Ethyl 7-bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl acetylenedicarboxylate | HCID 69803 | — |
| Reactant | 3-Bromo-5-ethylaniline | HCID 18929899 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl 7-bromo-5-ethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate | HCID 19735211 | — |
Reaction Steps
Dissolve 3-bromo-5-ethylaniline (4.7g, 23.5mmol) in methanol (100mL) and add diethylacetylene dicarboxylate (5.5mL) at room temperature. Reflux for 10 hours and cool to room temperature. Evaporate the solvent in vacuo and add to diphenylether (100mL) at 250° C. Stir for 15 minutes and let cool to room temperature. Add hexane (500mL) and filter the precipitate. Purify by silica gel chromatography to give 5-ethyl-7-bromo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid, ethyl ester
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05606063 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-55aaead4d56e4311adf1be54e5afe732 |
| Source note | uspto-grants-1997_02 |