Sodium Carbonate → 2-chloro-5-phenylnicotinonitrile

HRID 1593666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1593666
O=[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][NH:3]1.O=P(Cl)(Cl)[Cl:18].P(Cl)(Cl)(Cl)(Cl)Cl.C(=O)([O-])[O-].[Na+].[Na+]>O>[Cl:18][C:2]1[N:3]=[CH:4][C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:7]=1[C:8]#[N:9]

Komponenten

6

Edukt 4

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 2970612-oxo-5-phenyl-1H-pyridine-3-carbonitrile

Produkt 1

HCID 27640432-chloro-5-phenylnicotinonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2-Oxo-5-phenyl-1,2-dihydropyridine-3-carbonitrile (2.50 g, 12.7 mmol) was added to a suspension of POCl3 (1.5 ml) and PCl5 (7.35 g) at room temperature. The suspension was then stirred at reflux for 1 hour. The reaction mixture was cooled to room temperature and added cautiously to iced water. The solution was then adjusted to pH 11 with sodium carbonate and the resulting white solid was filtered, washed with water, then dried in vacuo to afford the title compound as a solid.

Aufarbeitung

  1. temperatureat reflux for 1 hour
  2. filtrationthe resulting white solid was filtered
  3. washwashed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5550bfbf8b014d3b9ea184d4181d7e35
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07297792B2

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