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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736402Generated: October 30, 2026

Potassium Carbonate → 6-{3-[1-(2-Methyl-4-bromophenyl)-2-imidazolylthio]propoxy}-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1736402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-(3-Chloropropoxy)-3,4-dihydroquinolin-2(1H)-oneHCID 11042828—
ReactantHCID 178422435HCID 178422435—
SolventDimethylformamideHCID 6228—
Product6-{3-[1-(2-Methyl-4-bromophenyl)-2-imidazolylthio]propoxy}-3,4-dihydrocarbostyrilHCID 1943293567.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

In 300 ml of dimethylformamide were dissolved 89 g of 6-(3-chloropropoxy)-3,4-dihydrocarbostyril and 110 g of 1-(4-bromo-2-methylphenyl)-2-mercaptoimidazole. To the solution was slowly added 66.7 g of potassium carbonate at room temperature. The mixture was stirred at 80° C. for 2 hours to give rise to a reaction. After the completion of the reaction, the reaction mixture was extracted with ethyl acetate. The oily layer was washed with water thoroughly, washed with an aqueous solution saturated with sodium chloride, dried with anhydrous magnesium sulfate, and subjected to distillation to remove the solvent. The resulting brown oil was purified by a silica gel column chromatography (eluant: chloroform/methanol=50/1). The resulting crude crystals were recrystallized from ethanol to obtain 118 g of 6-{3-[1-(2-methyl-4-bromophenyl)-2-imidazolylthio]propoxy}-3,4-dihydrocarbostyril.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05541198
Source datasetuspto-grants-1996_07
ORD IDord-529b738cd3824b9cb7517593d65f62ca
Source noteuspto-grants-1996_07