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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415935Generated: October 25, 2026

Chloroform → 1-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1415935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantDimethylformamideHCID 6228—
ReactantBenzoic anhydrideHCID 7167—
Reactant1-(3-Amino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 11089970—
SolventWaterHCID 962—
ProductDiisopropyl EtherHCID 7914—
Product1-(3-Benzoylamino-4,6-difluorophenyl)-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acidHCID 5439491892.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(3-amino-4,6-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (310 mg) was added to 920 mg of N,N-dimethylformamide together with 220 mg of benzoic anhydride, which was stirred at 70° C. for 2 hours and at 100° C. for 2.5 hours. The reaction solution was combined with 50 ml of chloroform and 150 ml of distilled water. The solution was separated, the chloroform layer was dried over anhydrous magnesium sulfate and concentrated in vacua. Ethanol (6 ml) was added to the residue, which was allowed to stand. The precipitate was collected by filtration and washed with ethanol and then with diisopropyl ether to give 184 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910498
Source datasetuspto-grants-1999_06
ORD IDord-5903198be8b94c9f9f8299525f10c662
Source noteuspto-grants-1999_06