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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1649209Erstellt: 26. Oktober 2026

Benzoyl chloride, 3-chloro- → 6-[4-(3-Chlorobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1649209

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chloride, 3-chloro-HCID 69252—
EduktSodium BicarbonateHCID 516892—
Edukt6-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 11117896—
Edukt6-(1-Piperazinyl)-3,4-dihydrocarbostyril hydrobromideHCID 13236308—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTriethylamineHCID 8471—
Produkt6-[4-(3-Chlorobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyrilHCID 1323632435,6%

Reaktionsschritte

6-(1-Piperazinyl)-3,4-dihydrocarbostyril monohydrobromide (1 g) was suspended in 15 ml of DMF. After adding 296 mg of sodium hydrogencarbonate, the suspension was stirred at room temperature for 30 minutes to convert the starting compound to 6-(1-piperazinyl)-3,4-dihydrocarbostyril. Then, to the mixture was added 0.62 ml of triethylamine and the mixture was stirred at room temperature while slowly adding dropwise 5 ml of DMF solution containing 532 mg of m-chlorobenzoyl chloride. After completion of addition the reaction mixture was stirred for at room temperature 1 hour. 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 to give 0.4 g of 6-[4-(3-chlorobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 197°-197.5° C., colorless scales.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04415572
Quelldatensatzuspto-grants-1983_11
ORD IDord-0adb51efa4434b288b741add56e93f20
Quellennotizuspto-grants-1983_11