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

HRID 751094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 751094
[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-b0a8842a379142c9a4a2cc14a060d835
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07405234B2

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