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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042991Generated: October 30, 2026

Thionyl Chloride → Ethyl 7-(3,5-dimethyl-4-isoxazolyl)-4-chloro-3-quinolinecarboxylate

https://huagongshe.com/reaction/1042991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 178469490HCID 178469490—
SolventTolueneHCID 1140—
ProductEthyl 7-(3,5-dimethyl-4-isoxazolyl)-4-chloro-3-quinolinecarboxylateHCID 5746558295%

Reaction Steps

Ethyl 7-(3,5-dimethyl-4-isoxazolyl)-4-hydroxy-3-quinolinecarboxylate (for a preparation see Intermediate 7, 20 g, 64.04 mmol) was reacted with thionyl chloride (326 ml) and heated to reflux overnight. Excess thionyl chloride was co-evaporated with toluene. The crude product was triturated with iPr2O and filtered to give the title compound as a brown powder (20.15 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557984B2
Source datasetuspto-grants-2013_10
ORD IDord-39bef6f1ee1743ab92d3f960edd8c7b7
Source noteuspto-grants-2013_10