HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-Ethyl-6-fluoro-7-hydroxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate | HCID 854165 | — |
| Product | 1-Ethyl-6-fluoro-7-hydroxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid | HCID 16638664 | 91% |
Reaction Steps
A suspension of 1.2 g of ethyl 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylate (European Offenlegungsschrift No. 230053, C.A. 108:112498) in 25 ml of 2N aqueous sodium hydroxide solution is heated at reflux for 4 hrs. After cooling to room temperature the reaction mixture is adjusted to pH 3 to 4 with 37% aqueous hydrochloric acid and the precipitate is filtered off under suction, washed with 200 ml of water and 200 ml of diethyl ether and dried. 980 mg (91%) of 1-ethyl-6-fluoro-7-hydroxy-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid are isolated as a colourless solid. M.p.>250°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763450 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-ab4a868cead744468bd80a40271c8e45 |
| Source note | uspto-grants-1998_06 |