5-Bromonicotinamide → 5-Bromonicotinonitrile
Reaktionsgleichung
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH2:10])=O)[CH:5]=[N:6][CH:7]=1>P(Cl)(Cl)(Cl)=O>[Br:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]#[N:10])[CH:3]=1Komponenten
3
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
5-Bromo-3-pyridinylcarboxamide (10 g, 49.7 mmol) in phosphorus oxychloride (25 mL) was warmed to reflux for 18 h, allowed to cool to 25° C., concentrated in vacuo and carefully treated with satd. aqueous sodium bicarbonate (˜500 mL) until neutralized. The reaction mixture was diluted with CH2Cl2 (200 mL), stirred for 4 h, and the layers were separated. The aqueous layer was washed with CH2Cl2 (2×100 mL), and the organic layers were combined and dried (MgSO4). The resulting solution was concentrated in vacuo to afford the title compound (6.35 g, 70%) as a white solid. MS 184 (M+H)+.