Phosphorus oxychloride → 2-Chloro-1,6-naphthyridine

HRID 1173122Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1173122
[NH:1]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]1=O.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[N:7][CH:6]=2)[N:1]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 5896741,6-Naphthyridin-2(1H)-One

Produkt 1

HCID 135319672-Chloro-1,6-naphthyridineAusbeute 58,45 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

1,6-Naphthyridine-2-one (1.0 g, J. Org. Chem. 4744 (1990)) was dissolved in phosphorous oxychloride (19 ml), followed by heating under reflux at 120° C. for 2 hours. After cooling, the solvent was evaporated, and the residue was basified with water and potassium carbonate. Then, the mixture was extracted with ethyl acetate, and the extract was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, to give the title compound (0.658 g, 58.45%) as orange crystals.

Aufarbeitung

  1. temperatureby heating
  2. temperatureAfter cooling
  3. customthe solvent was evaporated
  4. extractionThen, the mixture was extracted with ethyl acetate
  5. washthe extract was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-2f864acd90334f0488ce84625148b9c4
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834049B2

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