Potassium Carbonate → 1-(5-Fluoro-2-nitrophenyl)-4-methyl-1H-imidazole

HRID 254290Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254290
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[F:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([N:16]2[CH:17]=[C:13]([CH3:12])[N:14]=[CH:15]2)[CH:7]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 679672,4-DifluoronitrobenzeneHCID 178418800HCID 178418800, Verbindung

Produkt 1

HCID 577324471-(5-Fluoro-2-nitrophenyl)-4-methyl-1H-imidazoleAusbeute 50,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 2,4-difluoro-1-nitrobenzene (50 g, 314 mmol), 4-methyl-1H-imidazole (25.7 g, 314 mmol) and potassium carbonate (100 g, 725 mmol) in dichloromethane (600 mL) was stirred at room temperature for 4 days. The mixture was washed with water then dried over magnesium sulfate. Solvent was removed under reduced pressure and the residue was recrystallized in ethyl acetate to provide product 1A as a yellow solid (35 g, 50% yield). EIMS 221.9 [M+H]+.

Aufarbeitung

  1. washThe mixture was washed with water
  2. dry with materialthen dried over magnesium sulfate
  3. customSolvent was removed under reduced pressure
  4. customthe residue was recrystallized in ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6b8524042a384a97a2e4fd1af46355be
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875618B2

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