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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413041Generated: October 29, 2026

Hydrochloric Acid → 7-Chloro-6,8-difluoro-3-nitroquinoline

https://huagongshe.com/reaction/413041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Amino-4-chloro-3,5-difluorobenzaldehydeHCID 18523255—
Reactant(NZ)-N-(2-nitroethylidene)hydroxylamineHCID 58810166—
SolventEthanolHCID 702—
Product7-Chloro-6,8-difluoro-3-nitroquinolineHCID 1852333172.9%

Reaction Conditions

Temperature35 °C

Reaction Steps

17.4 g of methazonic acid and 60 cm3 of a 37% aqueous hydrochloric acid solution were rapidly added, with stirring, to a solution of 8.7 g of 2-amino-4-chloro-3,5-difluorobenzaldehyde in 300 cm3 of ethanol, while the mixture was maintained at a temperature in the region of 35° C. The mixture was stirred for 16 hours at a temperature in the region of 20° C. The precipitate was dewatered and washed 3 times with 25 cm3 of diethyl ether. 8.1 g of 7-chloro-6,8-difluoro-3-nitroquinoline was obtained in the form of an orange-colored solid, which melted at 174° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566362B2
Source datasetuspto-grants-2003_05
ORD IDord-2de4c20b14274734827d1d000d4e4b44
Source noteuspto-grants-2003_05