HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Fluoride → 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Fluoride | HCID 5235 | — |
| Reactant | HCID 178471877 | HCID 178471877 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester | HCID 535415 | 90% |
Reaction Steps
21.2 g of sodium fluoride are added to a solution of 107.8 g of ethyl 2-(2,3,4,5-tetrafluorobenzoyl)-3-cyclopropylamino-acrylate (6) in 400 ml of anhydrous dimethylformamide. Thereafter, the mixture is stirred under reflux for 2 hours, and the hot reaction mixture is poured onto ice. The precipitate is filtered off under suction, washed thoroughly with water and dried over calcium chloride in vacuo at 100° C. 91.2 g of ethyl 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (7) of melting point 167°-168° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04556658 |
| Source dataset | uspto-grants-1985_12 |
| ORD ID | ord-94f77ed6abbe40f2b6b3f64eba11d2c6 |
| Source note | uspto-grants-1985_12 |