Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375157Generated: November 1, 2026

Hydrochloric Acid → 6,7-Dimethoxyquinolin-4(3H)-one

https://huagongshe.com/reaction/1375157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl formateHCID 8025—
ReactantEthanone, 1-(2-amino-4,5-dimethoxyphenyl)-HCID 602085—
ReactantSodium MethoxideHCID 10942334—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6,7-Dimethoxyquinolin-4(3H)-oneHCID 2247824599.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

Tetrahydrofuran (THF) (5.3 L) and sodium methoxide (313 g) were added to 2-amino-4,5-dimethoxyacetophenone (337 g), and the mixture was stirred at 20° C. for 30 min. Ethyl formate (858 g) was added to the reaction solution at 0° C., and the mixture was stirred at 20° C. for one hr. Water (480 mL) was added thereto at 0° C., and the mixture was neutralized with 1 N hydrochloric acid. The resultant precipitate was collected by filtration, and the filtered product was slurried in water (2 L) for washing. The slurry was filtered, and the filtered product was then dried under the reduced pressure to give 6,7-dimethoxy-4-quinolone (352 g, yield 81.50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166722B2
Source datasetuspto-grants-2007_01
ORD IDord-286967dc26a54d948c9d8e16c9603f2d
Source noteuspto-grants-2007_01