Calcium Chloride → HCID 178507679, Verbindung

HRID 1026547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1026547
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-])=O)[C:5]([OH:8])=[N:6][CH:7]=1.[Cl-].[Ca+2].[Cl-]>[Fe].C(O)C>[NH2:9][C:4]1[C:5]([OH:8])=[N:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Komponenten

5

Edukt 2

HCID 5284359Calcium ChlorideHCID 178526657HCID 178526657, Verbindung

Produkt 1

HCID 178507679HCID 178507679, VerbindungAusbeute 71,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To an 80% aqueous ethanol suspension (150 ml) of 5-chloro-3-nitropyridin-2-ol (15.0 g) and calcium chloride (9.54 g) was added iron powder (24.0 g), followed by stirring at room temperature for 30 minutes, and further under heating at reflux for 1 hour. After the temperature was brought back to room temperature, the reaction suspension was filtered through Celite. Water was added to the filtrate, and extracted 8 times with a methanol-dichloromethane (1:10) mixed solvent. The collected organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 3-amino-5-chloropyridin-2-ol (8.86 g).

Aufarbeitung

  1. temperaturefurther under heating
  2. temperatureat reflux for 1 hour
  3. customwas brought back to room temperature
  4. filtrationthe reaction suspension was filtered through Celite
  5. additionWater was added to the filtrate
  6. extractionextracted 8 times with a methanol-dichloromethane (1:10)
  7. additionmixed solvent
  8. dry with materialThe collected organic layer was dried over anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3d84b51c89c04dcdb4b987d199d70681
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08729095B2

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