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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504402Generated: October 29, 2026

Hydrochloric Acid → 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-one

https://huagongshe.com/reaction/1504402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium MethoxideHCID 10942334—
Reactant(E)-ethyl 3-(5-(benzylthio)-2-((4-bromo-5-fluoro-2-methoxyphenyl)amino)phenyl)-acrylateHCID 117746844—
SolventMethanolHCID 887—
Product6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-oneHCID 117737044—

Reaction Conditions

Temperature100 °C

Reaction Steps

(E)-ethyl 3-(5-(benzylthio)-2-((4-bromo-5-fluoro-2-methoxyphenyl)amino)phenyl)-acrylate (0.400 g, 0.775 mmol was added to a flask followed by MeOH (10.00 mL) and sodium methoxide (1.6 mL, 1.641 mmol). The flask was fitted with reflux condensor and heated to 100° C. for 1 hour. The reaction was cooled to RT and poured into 20 mL HCl (IN). Extracted with EtOAc (3×), dried over magnesium sulfate and filtered. The resulting material was concentrated and used without further purification to yield 0.362 g of 6-(benzylthio)-1-(4-bromo-5-fluoro-2-methoxyphenyl)quinolin-2(1H)-one. m/z (ESI) 516.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212182B2
Source datasetuspto-grants-2015_12
ORD IDord-a1cbb8a26c8a4e3fa42b12426d73ffdc
Source noteuspto-grants-2015_12