Sodium Hydroxide → 1-Ethyl-6-iodo-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid

HRID 1985630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1985630
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([I:17])[CH:13]=2)[N:8]([CH2:18][CH3:19])[CH:7]=1)=[O:5])C.[OH-].[Na+]>C1COCC1.O>[CH2:18]([N:8]1[C:9]2[C:14](=[CH:13][C:12]([I:17])=[CH:11][CH:10]=2)[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]1)[CH3:19]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 57720090Ethyl 1-ethyl-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate

Produkt 1

HCID 179804871-Ethyl-6-iodo-4-oxo-1,4-dihydro-3-quinolinecarboxylic acidAusbeute 106,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

1,4-Dihydro-1-ethyl-6-iodo-4-oxo-quinoline-3-carboxylic acid ethyl ester (7.5 g, 0.02 mol) was suspended in THF (75 mL), NaOH (2 equiv.) solution in water (75 mL) was added and the mixture was stirred at 80° C. for 24 hours. After THF was evaporated, the solution was acidified to pH 5 using HCl. The obtained precipitate was filtrated off and dried under reduced pressure yielding the title compound (7.3 g).

Aufarbeitung

  1. customAfter THF was evaporated
  2. filtrationThe obtained precipitate was filtrated off
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9cd744ffd07e4e70842c3402eec267e1
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07547679B2

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