Phosphorus oxychloride → Methyl 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylate

HRID 15936

Reaktionsgleichung

Reaktionsgleichung von HRID 15936
[CH3:1][O:2][C:3]([C:5]1[C:10](O)=[CH:9][C:8](=[O:12])[N:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:6]=1)=[O:4].P(Cl)(Cl)([Cl:21])=O>>[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:21])=[CH:9][C:8](=[O:12])[N:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:6]=1)=[O:4]

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 54686161Methyl 1,6-dihydro-4-hydroxy-6-oxo-1-phenyl-3-pyridazinecarboxylate

Produkt 1

HCID 2784479Methyl 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylateAusbeute 84 %

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

A mixture of 4-hydroxy-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid methyl ester (3.83 g, 15.6 mmol) and phosphorous oxychloride (50 mL) was heated to 85° C. After 20 hours, the reaction mixture was concentrated under reduced pressure. The resulting residue was quenched with water. The precipitate was filtered and dissolved in EtOAc, dried (MgSO4) and concentrated under reduced pressure to yield 3.44 g (84%) of desired product.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was quenched with water
  3. filtrationThe precipitate was filtered
  4. dissolutiondissolved in EtOAc
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6974ef40710e403a9cab3cba29602569
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732616B2

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