2-t-butyl-4-chloro-5-dimethylamino-3(2H)-pyridazinone → 2-t-butyl-5-dimethylamino-3(2H)-pyridazinone

HRID 1291220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291220
[C:1]([N:5]1[C:10](=[O:11])[C:9](Cl)=[C:8]([N:13]([CH3:15])[CH3:14])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([N:5]1[C:10](=[O:11])[CH:9]=[C:8]([N:13]([CH3:15])[CH3:14])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 189188582-t-butyl-4-chloro-5-dimethylamino-3(2H)-pyridazinone

Produkt 1

HCID 189189072-t-butyl-5-dimethylamino-3(2H)-pyridazinone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In methanol (40 ml) was dissolved 2-t-butyl-4-chloro-5-dimethylamino-3(2H)-pyridazinone (4.3 g) followed by addition of 10% palladium-on-carbon (water content 50%) (430 mg), and the mixture was stirred under hydrogen at room temperature for 48 hours. The catalyst was then filtered off and the filtrate was concentrated. To the residue was added saturated aqueous NaHCO3 solution and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, and concentrated to dryness. The residue was washed with n-hexane and dried. White powder, 3.4 g. 1H-NMR (CDC13) 6: 1.63(9H,s), 2.98(6H,s), 5.65(1H,d,J=3.OHz), 7.55(1H,d,J=3.0Hz).

Aufarbeitung

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated
  3. additionTo the residue was added saturated aqueous NaHCO3 solution
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated aqueous NaCl solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated to dryness
  8. washThe residue was washed with n-hexane
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0bcd0aa615b94f0a8b2260f2032910dc
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753664

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