Acetylisatin → 2-Hydroxyquinoline-4-carboxylic acid

HRID 483171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 483171
[OH-:1].[Na+].[C:3]([N:6]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:9](=O)[C:7]1=[O:8])(=[O:5])[CH3:4]>O>[C:7]([C:9]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:6][C:3](=[O:5])[CH:4]=1)([OH:1])=[O:8]

Komponenten

4

Edukt 2

HCID 11321AcetylisatinHCID 14798Sodium Hydroxide

Produkt 1

HCID 850762-Hydroxyquinoline-4-carboxylic acidAusbeute 77,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution containing 30 g of sodium hydroxide in 1.5 liter of water was added 58 g of the above-mentioned N-acetylisatin and the mixture was refluxed for 1 hour. Then the reaction mixture was cooled a certain extent, then activated carbon was added and further refluxed for 30 minutes. The activated carbon was removed from the reaction mixture by filtration while the mixture being hot, and the mother liquor was cooled, then 6N-hydrochloric acid was added to the mother liquor to adjust the pH thereof to pH 3-4. The crystals precipitated were colledted by filtration, washed with water, dried to obtain 45 g of 4-carboxycarbostyril.

Aufarbeitung

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperatureThen the reaction mixture was cooled a certain extent
  3. additionactivated carbon was added
  4. temperaturefurther refluxed for 30 minutes
  5. customThe activated carbon was removed from the reaction mixture by filtration while the mixture
  6. temperaturethe mother liquor was cooled
  7. addition6N-hydrochloric acid was added to the mother liquor
  8. customThe crystals precipitated
  9. filtrationwere colledted by filtration
  10. washwashed with water
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cce150705f594bbead92cfde15ceb894
Quelldatensatz
uspto-grants-1986_03
Patentnummer
US04578381

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