1-(2-fluoro-4-nitrophenyl)-1H-imidazole → 3-fluoro-4-(1H-imidazol-1-yl)aniline

HRID 1802012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1802012
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1>CO.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1

Komponenten

4

Edukt 1

HCID 53061531-(2-fluoro-4-nitrophenyl)-1H-imidazole

Produkt 1

HCID 103749763-fluoro-4-(1H-imidazol-1-yl)anilineAusbeute 88,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolKatalysatorHCID 23938PalladiumKatalysator

Versuchsvorschrift

A mixture of 1-(2-fluoro-4-nitrophenyl)-1H-imidazole (1.81 g, 8.74 mmol) and Pd—C (10%, 0.200 g) in MeOH (20 mL) (containing 10 drops of 6N HCl) was hydrogenated under balloon H2 overnight. The mixture was filtered through celite. The filtrate was concentrated in vacuo. The residue was dried on vacuum to give 3-fluoro-4-(1H-imidazol-1-yl)benzenamine as a solid (1.37 g). MS178.3 (M+H)

Aufarbeitung

  1. customwas hydrogenated under balloon H2 overnight
  2. filtrationThe mixture was filtered through celite
  3. concentrationThe filtrate was concentrated in vacuo
  4. customThe residue was dried on vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ba7a3d2679274d2493f6c090e38e9731
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349860B2

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