Potassium Carbonate → 6-Nitroquinolin-2(1H)-one

HRID 501578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 501578
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([O:14]C(=O)C)[CH:8]=[CH:7]2)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+]>CO>[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH:8]=[CH:7]2)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 597542506-Nitro-2-acetoxyquinoline

Produkt 1

HCID 8999326-Nitroquinolin-2(1H)-oneAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Compound 46A (210 mg, 0.90 mmol) was dissolved in MeOH (10 mL), K2CO3 was added, and the reaction was stirred at rt for 30 min. The reaction was then concentrated under reduced pressure and subsequently purified by silica gel flash chromatography eluting with 5-10% MeOH/CH2Cl2 (gradient) to give the title compound (162 mg, 94%) as a pink solid. LC/MS m/z 191 [M+H]+.

Aufarbeitung

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. customsubsequently purified by silica gel flash chromatography
  3. washeluting with 5-10% MeOH/CH2Cl2 (gradient)

Quellen und Nachweise

ORD-Eintrag
ord-2bf9cc19f3094f8f8fc0e215360b910e
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772267B2

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