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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637290Generated: October 30, 2026

Sodium Fluoride → 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/637290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium FluorideHCID 5235—
ReactantHCID 178471877HCID 178471877—
SolventDimethylformamideHCID 6228—
Product1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl EsterHCID 53541590%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04556658
Source datasetuspto-grants-1985_12
ORD IDord-94f77ed6abbe40f2b6b3f64eba11d2c6
Source noteuspto-grants-1985_12