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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534379Generated: October 27, 2026

Potassium Carbonate → 2-[1-Methoxy-1-[3-(1,2-dihydro-1-methyl-2-oxoquinolin-3-ylmethoxy)phenyl]propyl]thiazole

https://huagongshe.com/reaction/1534379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-[1-Methoxy-1-(1,3-thiazol-2-yl)propyl]phenolHCID 15637379—
Reactant3-(Bromomethyl)-1-methyl-2(1H)-quinolinoneHCID 20081973—
SolventDimethylformamideHCID 6228—
Product2-[1-Methoxy-1-[3-(1,2-dihydro-1-methyl-2-oxoquinolin-3-ylmethoxy)phenyl]propyl]thiazoleHCID 19101640100%

Reaction Steps

A mixture of 2-[1-(3-hydroxyphenyl)-1-methoxypropyl]thiazole (0.5 g, 2 mmol), 3-bromomethyl-1,2-dihydro-1-methylquinolin-2-one (0.5 g, 2 mmol), potassium carbonate (0.35 g, 2.5 mmol) and dimethylformamide (3 ml) was stirred at ambient temperature for 48 hours. The mixture was filtered, the filtrate was added to water (30 ml) and the mixture was extracted with elhyl acetate (3×15 ml). The organic extracts were combined, washed with a dilute aqueous sodium hydroxide solution and with a saturated sodium chloride solution dried (Na2SO4) and evaporated. The residue was purified by column chromatography eluting with toluene/ethyl acetate (7/3 v/v) to give 2-[1-methoxy-1-[3-(1,2-dihydro-1-methyl-2-oxoquinolin-3-ylmethoxy)phenyl]propyl]thiazole (0.84 g, 100%), m.p. 123°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05089495
Source datasetuspto-grants-1992_02
ORD IDord-5e79772ceb3c4e4f9b7f073c81aa73b2
Source noteuspto-grants-1992_02