Water → HCID 67061179, Verbindung

HRID 1020202Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1020202
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][NH:13][C:12](=[O:19])[CH:11]=1.[H-].[Na+].[CH3:22]I.O>CN(C=O)C>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][N:13]([CH3:22])[C:12](=[O:19])[CH:11]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57438270HCID 57438270, Verbindung

Produkt 1

HCID 67061179HCID 67061179, VerbindungAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-(2-Fluoro-4-iodophenylamino)-5-nitropyridin-2(1H)-one (1.28 g, 3.41 mmol) was dissolved in dry DMF (20 mL) and cooled to 0° C. under an ice-bath. To the solution was added NaH (60% in oil) (168 mg, 4.2 mmol) portion-wise. The resulted mixture was stirred at 0° C. for 1 hour, followed by the addition of methyl iodide (260 uL, 4.17 mmol) drop-wise through a syringe. The solution was allowed to warm to room temperature and stirred for 16 hours. Water (20 mL) was added slowly and stirring was continued for 30 minutes. The resulted yellow precipitate was filtered, dried under vacuum at 40° C. for 5 hours, and used for the next reaction without further purification. (1.017 g, 77% yield)

Aufarbeitung

  1. temperatureto warm to room temperature
  2. stirringstirred for 16 hours
  3. stirringstirring
  4. waitwas continued for 30 minutes
  5. filtrationThe resulted yellow precipitate was filtered
  6. customdried under vacuum at 40° C. for 5 hours
  7. customused for the next reaction without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2d2c204583324b5eb2b7fe23eb00caed
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08716318B2

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