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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 422787Erstellt: 24. Oktober 2026

Water → 4-(4-Bromo-2-fluorophenylamino)-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid

https://huagongshe.com/de/reaction/422787

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt4-Bromo-2-fluoroanilineHCID 123050—
EduktMethyl 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylateHCID 2784479—
Lösungsmittel1,2-DichlorobenzeneHCID 7239—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-(4-Bromo-2-fluorophenylamino)-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acidHCID 6667396043%

Reaktionsschritte

To a mixture of 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid methyl ester (0.250 g, 0.944 mmol) in 1,2-dichlorobenzene (3.8 mL) was added 4-bromo-2-fluoro aniline (0.561 g, 3.78 mmol), and cesium carbonate (0.615 mg, 1.89 mmol). The reaction mixture was heated to reflux. After 1 hour, the reaction mixture was cooled to room temperature. Water was added and the mixture was diluted with EtOAc. The aqueous layer was separated, acidified with 10% HCl solution, and extracted with EtOAc. The combined organic layers were dried (MgSO4), concentrated under reduced pressure, and triturated to give 0.153 g (43%) of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101639B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-4f12d9af575848a48fc4f4b09c0c72fd
Quellennotizuspto-grants-2012_01