Sodium Hydroxide → 6-[N-(5-Bromo-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acid

HRID 1870742Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1870742
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([CH3:25])=[CH2:24])=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17](N)=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10].[OH-:26].[Na+]>C1COCC1.CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([CH3:25])=[CH2:24])=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[N:16]=[N:15][C:14]([C:17]([OH:26])=[O:18])=[CH:13][CH:12]=1)[CH2:9][CH3:10]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 186932276-[N-(5-Bromo-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxamide

Produkt 1

HCID 101359946-[N-(5-Bromo-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxylic acidAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

6-[N-(5-Bromo-2-(2-methylprop-2-en-1-yloxy)benzyl)-N-ethylamino]pyridazine-3-carboxamide (430 mg, 1.09 mmol) was dissolved in THF/methanol (30 ml, 1:1) and sodium hydroxide solution added (2.9 ml, 2M, 5.8 mmol). The mixture was heated at reflux for 72 hours, allowed to cool and evaporated. The residue was dissolved in water (25 ml) and acetic acid added to pH-4. The solution was stirred for 16 hours and then the resulting colourless precipitate collected by filtration, washed with water and dried under vacuum to give the title compound as a colourless powder (387 mg, 87%).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 72 hours
  3. temperatureto cool
  4. customevaporated
  5. dissolutionThe residue was dissolved in water (25 ml)
  6. additionacetic acid added to pH-4
  7. filtrationthe resulting colourless precipitate collected by filtration
  8. washwashed with water
  9. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-47d53715c14648a6b1fbdfe4cd9f4af7
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06100258

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