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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40233Erstellt: 23. Oktober 2026

Cesium carbonate → 3-Chloro-4-methyl-6-phenylpyridazine

https://huagongshe.com/de/reaction/40233

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktPhenylboronic AcidHCID 66827—
Edukt3,6-Dichloro-4-methylpyridazineHCID 87923—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-Chloro-4-methyl-6-phenylpyridazineHCID 119999—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

3,6-Dichloro-4-methylpyridazine (1.00 g, 6.1 mmol) was mostly dissolved in dioxane (22.5 mL) then added phenylboronic acid (0.82 g, 6.7 mmol), PdCl2(dppf)-CH2Cl2Adduct (0.25 g, 0.31 mmol) and a solution of cesium carbonate (6.0 g, 18 mmol) in water (7.5 mL). The reaction mixture was heated at 80° C. for 6 hours. The reaction mixture was concentrated under vacuum and the remaining solid was triturated with water. The solid was collected on a glass frit, washing well with water. The sample was purified by flash chromatography eluting with 1:4 ethyl acetate/hexane to afford 3-chloro-4-methyl-6-phenylpyridazine as an off-white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524900B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5062e03fd1f04c97a5f51369e0c1f098
Quellennotizuspto-grants-2013_09