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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 446890Erstellt: 26. Oktober 2026

Benzyl Bromide → 2-Benzyl-4,5-dichloro-2,3-dihydropyridazin-3-one

https://huagongshe.com/reaction/446890

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzyl BromideHCID 7498—
EduktCesium carbonateHCID 10796—
Edukt4,5-Dichloro-3-hydroxypyridazineHCID 73247—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Benzyl-4,5-dichloro-2,3-dihydropyridazin-3-oneHCID 72243888%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a mixture of 4,5-dichloro-2H-pyridazin-3-one (3.3 g, 20.0 mmol) and Cs2CO3 (9.77 mg, 1.5 eq) were added DMF (15 mL) and benzyl bromide (3.10 mL, 1.3 eq), which was then stirred for 3 h at 60° C. under nitrogen atmosphere. The mixture was concentrated under reduced pressure, and the residue was extracted twice with ethyl acetate (200 mL). The extract was washed with saturated aqueous sodium hydrogen carbonate solution (NaHCO3, 100 mL×2) and aqueous sodium chloride solution, dried (anhydrous Na2SO4), and concentrated under reduced pressure. The residue was separated by column chromatography (10% ethyl acetate-hexane) to give 4.48 g (88%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08481537B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-9b94d4afb4674eb596256d10c129bba0
Quellennotizuspto-grants-2013_07