Acetic Acid → 4,6-Dichloropyridazin-3(2H)-one

HRID 68459

Reaktionsgleichung

Reaktionsgleichung von HRID 68459
Cl[C:2]1[N:3]=[N:4][C:5]([Cl:9])=[CH:6][C:7]=1[Cl:8].C(O)(=[O:12])C>>[Cl:8][C:7]1[C:2](=[O:12])[NH:3][N:4]=[C:5]([Cl:9])[CH:6]=1

Komponenten

3

Edukt 2

HCID 176Acetic AcidHCID 951233,4,6-Trichloropyridazine

Produkt 1

HCID 580162054,6-Dichloropyridazin-3(2H)-one

Versuchsvorschrift

3,4,6-Trichloro-pyridazine (34.39 g, 187.5 mmol) in 100 mL acetic acid was heated at reflux for three hours. The resulting mixture was cooled to room temperature and filtered. The filtrate was diluted with ethylacetate. This was washed three times with water, washed with brine, dried over anhydrous MgSO4, concentrated in vacuo, and purified by flash chromatography (30% ethylacetate/hexanes) to yield 4,6-Dichloro-2H-pyridazin-3-one (6.143 g, 37.23 mmol). MS (ESI) 165.0 (M+H)+.

Aufarbeitung

  1. temperatureat reflux for three hours
  2. filtrationfiltered
  3. additionThe filtrate was diluted with ethylacetate
  4. washThis was washed three times with water
  5. washwashed with brine
  6. dry with materialdried over anhydrous MgSO4
  7. concentrationconcentrated in vacuo
  8. custompurified by flash chromatography (30% ethylacetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-60a5d0ce5d514d2c817804be1c5d4df8
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822457B2

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