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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375158Generated: November 1, 2026

Sodium Hydroxide → 4-Chloro-6,7-dimethoxyquinoline

https://huagongshe.com/reaction/1375158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6,7-Dimethoxyquinolin-4(3H)-oneHCID 22478245—
SolventTolueneHCID 1140—
Product4-Chloro-6,7-dimethoxyquinolineHCID 45961087.6%

Reaction Steps

Toluene (3 L) and phosphorus oxychloride (1300 g) were added to 6,7-dimethoxy-4-quinolone (1056 g), and the mixture was heated under reflux with stirring for one hr. The reaction solution was neutralized with an aqueous sodium hydroxide solution at 0° C. The resultant precipitate was collected by filtration and was slurried in water (10 L) for washing. The slurry was filtered, and the filtered product was then dried under the reduced pressure to give 4-chloro-6,7-dimethoxyquinoline (928 g, yield 87.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07166722B2
Source datasetuspto-grants-2007_01
ORD IDord-e9a9036c54a2409ca2a1b0f589baf7e9
Source noteuspto-grants-2007_01