HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-Cyclopropyl-6,8-difluoro-7-(4-phenylimidazol-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 535414 | — |
| Reactant | HCID 178418822 | HCID 178418822 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-Cyclopropyl-6,8-difluoro-7-(4-phenylimidazol-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 14476716 | 56.5% |
Reaction Steps
A mixture of 2.8 g (10 mmol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 4.3 g (30 mmol) of 4-phenylimidazole, 20 ml of triethylamine and 100 ml of DMSO is refluxed for 3 hours. It is allowed to cool, poured into a water/ice mixture and adjusted to pH 5 to give a precipitate, which is filtered off and washed with water. The solid is dried under vacuum to give 2.3 g of 1-cyclopropyl-6,8-difluoro-7-(4-phenylimidazol-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid melting at 286°-288° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05098913 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-4444745d19754b2a8b1a313bdf287f73 |
| Source note | uspto-grants-1992_03 |