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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893676Generated: October 31, 2026

Hydrochloric Acid → HCID 178477333, compound

https://huagongshe.com/reaction/1893676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178470104HCID 178470104—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 178477333HCID 17847733395.3%

Reaction Steps

To a solution of 8-chloro-2-ethylsulfanyl-4-hydroxy-quinoline-3-carboxylic acid ethyl ester (19.81 g, 63.5 mmol) in THF:MeOH (1:1, 150 mL) at room temperature was added 1N NaOH. The reaction was allowed to stir at reflux for 24 hours, monitoring by HPLC. Upon the completion of the reaction, the mixture was acidified with 4N HCl and extracted 3 times with dichloromethane. The organic phases were combined, dried over Mg2SO4, and concentrated in vacuo to afford 8-chloro-2-ethylsulfanyl-4-hydroxy-quinoline-3-carboxylic acid (17.17 g, 95% yield). LCMS found 383.88 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513186B2
Source datasetuspto-grants-2013_08
ORD IDord-bec469b445b2483087a20ac792ce5932
Source noteuspto-grants-2013_08