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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1073062Erstellt: 27. Oktober 2026

Pyridine → 7-chloro-2,3-dihydro-l-(2-dimethylaminobenzoyl)-4(lH)-quinolinone

https://huagongshe.com/reaction/1073062

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
Edukt1,4-DioxaneHCID 31275—
Edukt7-Chloro-2,3-dihydro-4-quinoloneHCID 88974—
Edukt2-(Dimethylamino)benzoyl chlorideHCID 22157979—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt7-chloro-2,3-dihydro-l-(2-dimethylaminobenzoyl)-4(lH)-quinolinoneHCID 2316685496,7%

Reaktionsschritte

To a mixture of 7-chloro-2,3-dihydro-4(lH)-quinolinone (20 g), pyridine (26 g) and dioxane (200 ml) was added dropwise 2-dimethylaminobenzoyl chloride (30 g) under cooling at 0° C. to 5° C. with stirring. The mixture was allowed to react at room temperature for additional 3 hours. The reaction mixture was poured into 500 ml of water, then shaken with additional dichloromethane (1000 ml). The organic layer was washed once with 1 N HCl (100 ml), twice with water (200 ml each) then once with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. Dichloromethane was removed in vacuo and the residue was recrystallized with dichloromethane and n-hexane to obtain 7-chloro-2,3-dihydro-l-(2-dimethylaminobenzoyl)-4(lH)-quinolinone (yield 35 g) as white crystal.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04968680
Quelldatensatzuspto-grants-1990_11
ORD IDord-2aee0c3fa5394b8281ce63ebaae96816
Quellennotizuspto-grants-1990_11