Sodium Hydroxide → 6-Butyryl-7-chloro-3-methoxythieno[3,2-b]pyridine

HRID 2107628Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2107628
[CH3:1][O:2][C:3]1[C:7]2[NH:8][CH:9]=[C:10]([C:13](=[O:17])[CH2:14][CH2:15][CH3:16])[C:11](=O)[C:6]=2[S:5][CH:4]=1.[OH-].[Na+].P(Cl)(Cl)([Cl:22])=O>>[C:13]([C:10]1[C:11]([Cl:22])=[C:6]2[S:5][CH:4]=[C:3]([O:2][CH3:1])[C:7]2=[N:8][CH:9]=1)(=[O:17])[CH2:14][CH2:15][CH3:16]

Komponenten

4

Edukt 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 230461623-Methoxy-6-butyrylthieno[3,2-b]pyridin-7(4H)-one

Produkt 1

HCID 230461496-Butyryl-7-chloro-3-methoxythieno[3,2-b]pyridine

Versuchsvorschrift

3-Methoxy-6-butyrylthieno[3,2-b]pyridin-7(4H)-one (3 g) and phosphorus oxychloride (10 ml) were heated under reflux for one hour. The reaction mixture was poured onto ice water (100 g) stirred for 30 minutes and then basified with 40% sodium hydroxide solution cooling with ice, then extracted with chloroform (3×100 ml). The chloroform extracts were combined dried over magnesium sulphate, filtered and evaporated under reduced pressure to give a brown solid, 3.1 g, m.p. 76°-78°.

Aufarbeitung

  1. temperatureunder reflux for one hour
  2. additionThe reaction mixture was poured onto ice water (100 g)
  3. temperaturecooling with ice
  4. extractionextracted with chloroform (3×100 ml)
  5. dry with materialThe chloroform extracts were combined dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customto give a brown solid, 3.1 g, m.p. 76°-78°

Quellen und Nachweise

ORD-Eintrag
ord-15da17b956644bc9abb72f70f4cce27c
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04935431

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