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HRID 539735Erstellt: 24. Oktober 2026

Chlorosuccinimide → 3-Chloro-6-methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazine

https://huagongshe.com/de/reaction/539735

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorosuccinimideHCID 31398—
Edukt6-Methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazineHCID 68089155—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt3-Chloro-6-methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazineHCID 6808912298,9%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a stirred solution of 6-methoxy-2-(4-methyl-3-nitrophenyl)imidazo[1,2-b]pyridazine (0.250 g, 0.879 mmol) in acetonitrile (20 mL) is added N-chlorosuccinimide (0.879 mmol) and the mixture is heated at 60° C. for 8 hours. The reaction mixture is diluted with water (50 mL), and sat. aqueous NaHCO3 (50 mL). The precipitate that forms is collected by filtration, washed with water (3×25 mL) and dried under vacuum to give the title compound (0.277 g, 98% yield) as a yellow solid: Rf 0.60 (1:1 EtOAc:hexanes); LCMS (m/z)=319.3, 321.2 [M+H]+, tR=3.02 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871767B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-4060c1a9e1d94f638fa118f7ad383a98
Quellennotizuspto-grants-2014_10