Hydrochloric Acid → 3-(3-Methyl-isoxazol-5-yl)-2-oxo-4-phenyl-1,2-dihydroquinoline-6-carboxaldehyde

HRID 2053432

Reaktionsgleichung

Reaktionsgleichung von HRID 2053432
C(O[C:4]([C:6]1[C:7](=[O:23])[NH:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][C:12](Cl)=[CH:11][CH:10]=2)=[O:5])C.Cl.[O:25]1[CH2:30]COCC1>O>[CH3:14][C:9]1[CH:10]=[C:4]([C:6]2[C:7](=[O:23])[NH:8][C:9]3[C:14]([C:15]=2[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:13][C:12]([CH:30]=[O:25])=[CH:11][CH:10]=3)[O:5][N:8]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 738703Ethyl 6-chloro-2-oxo-4-phenyl-1,2-dihydro-3-quinolinecarboxylate

Produkt 1

HCID 1360186723-(3-Methyl-isoxazol-5-yl)-2-oxo-4-phenyl-1,2-dihydroquinoline-6-carboxaldehydeAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 6-chloro-2-oxo-4-phenyl-1,2-dihydro-quinoline-3-carboxylic acid ethyl ester (200 mg, 0.61 mmol), 10% HCl (1 mL) and dioxane (3 mL) was heated to reflux for 48 h. After cooling, water was added and the resulting precipitate was collected by filtration, washed with water and dried to afford 6-chloro-2-oxo-4-phenyl-1,2-dihydro-quinoline-3-carboxylic acid (a) (143 mg, 78%). MS: 300.5 (M+H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 48 h
  3. temperatureAfter cooling
  4. filtrationthe resulting precipitate was collected by filtration
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dfcf3c603a164719bea5234769eb7fd5
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07326788B2

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