Hydrazinium bromide → 1160227-03-1

HRID 75508

Reaktionsgleichung

Reaktionsgleichung von HRID 75508
O=[C:2]([CH3:12])[CH:3]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)[C:4]#[N:5].Br.[NH2:14][NH2:15]>CCO.O>[CH3:12][C:2]1[NH:15][N:14]=[C:4]([NH2:5])[C:3]=1[C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1

Komponenten

5

Edukt 2

HCID 159693Hydrazinium bromideHCID 673626493-Oxo-2-(pyridin-3-yl)butanenitrile

Produkt 1

HCID 673636361160227-03-1

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3-Oxo-2-pyridin-3-yl-butyronitrile (step 1) (1.00 g, 6.49 mmol) was dissolved in EtOH (10 ml) and water (2 ml). Hydrazine hydrobromide (2.82 g, 24.97 mmol) was added and the reaction mixture was heated at reflux for 1 hour. The solvent was removed in vacuo and the residue was partitioned between EtOAc and sat. NaHCO3. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvent was removed in vacuo to afford the title compound which was used without further purification; 1H NMR (d6-DMSO, 400 MHz) δ 11.51 (1H, br), 8.60 m), 8.40 (1H, m), 7.72 (1 h, m), 7.39 (1H, m), 4.60 (2H, br), 2.19 (3H, s).

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 1 hour
  3. customThe solvent was removed in vacuo
  4. customthe residue was partitioned between EtOAc and sat. NaHCO3
  5. washThe organic phase was washed with water and brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-50f9fa1b87994be683590f893a48119e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835444B2

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