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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893678Generated: November 1, 2026

Cesium carbonate → HCID 59379044, compound

https://huagongshe.com/reaction/1893678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantHCID 178477297HCID 178477297—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59379044HCID 5937904472.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

8-Chloro-2-ethylsulfanyl-quinolin-4-ol (10.26 g, 42.8 mmol) was dissolved in anhydrous dimethylformamide (100 mL). Cesium carbonate (27.9 g, 85.6 mmol) was added, followed by p-methoxybenzyl chloride (8.0 g, 51.36 mmol). The mixture was then heated at 65° C. for 2 hours and then cooled to room temperature and diluted with ethyl acetate. The diluted reaction mixture was washed with brine 2 times, dried over Mg2SO4 and concentrated in vacuo. The residue was recrystallized from EtOAc/Hexanes to afford 8-chloro-2-ethylsulfanyl-4-(4-methoxy-benzyloxy)-quinoline (11.14 g, 67% yield). LCMS found 360.21 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513186B2
Source datasetuspto-grants-2013_08
ORD IDord-ad2ea7c2c4184cffbdde941b9cfac519
Source noteuspto-grants-2013_08