Phosphorus oxychloride → 3-Chloro-6-(pyridin-2-yl)pyridazine

HRID 574181

Reaktionsgleichung

Reaktionsgleichung von HRID 574181
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10](=O)[NH:11][N:12]=1.C([O-])(O)=O.[Na+].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:10]1[N:11]=[N:12][C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:8][CH:9]=1

Komponenten

4

Edukt 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 49800226-(Pyridin-2-yl)pyridazin-3-ol

Produkt 1

HCID 64179603-Chloro-6-(pyridin-2-yl)pyridazineAusbeute 95 %

Versuchsvorschrift

4 g of pyridinylpyridazinone 7 dissolved in an excess (40 ml) of phosphorus oxychloride are refluxed for 8 hours. After cooling, the reaction mixture is poured into 250 ml of ice-cold water and then neutralized, dropwise, with a saturated aqueous solution of NaHCO3. After extraction with dichloromethane (5×100 ml), the organic phase is dried over MgSO4 and then concentrated under reduced pressure, to give the chlorinated pyridazine 8a with a yield of 95%.

Aufarbeitung

  1. temperatureare refluxed for 8 hours
  2. temperatureAfter cooling
  3. extractionAfter extraction with dichloromethane (5×100 ml)
  4. dry with materialthe organic phase is dried over MgSO4
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1936cf7539f34b22b52f3709464007ec
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09034873B2

Verknüpfte Notizen

Wird geladen…