Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649213Generated: October 25, 2026

Dimethyl Sulfoxide → 6-[4-(4-Bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1649213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant4-Bromobenzoyl chlorideHCID 68515—
ReactantSodium BicarbonateHCID 516892—
Reactant6-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 11117896—
SolventWaterHCID 962—
Product6-[4-(4-Bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyrilHCID 1323631617.2%

Reaction Steps

6-(1-Piperazinyl)-3,4-dihydrocarbostyril (2.6 g) and 1 g of sodium hydrogencarbonate was added to 50 ml of dimethyl sulfoxide and the mixture was stirred with ice cooling while slowly adding dropwise 20 ml of dimethyl sulfoxide solution containing 3.2 g of 4-bromobenzoyl chloride. After completion of addition the reaction mixture was stirred at room temperature for 60 minutes. The reaction mixture was poured into a large amount of water and extracted with chloroform. The extract was washed with saturated sodium hydrogencarbonate solution and subsequently with water and dried over anhydrous sodium sulfate. Chloroform was distilled off and residual crystals were recrystallized from methanol-chloroform to give 0.8 g of 6-[4-(4-bromobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 233°-234.5° C., colorless granules.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04415572
Source datasetuspto-grants-1983_11
ORD IDord-8b74e0fe28e6457bb77fe4ce5b6178c6
Source noteuspto-grants-1983_11