Cyanogen Bromide → 1-ethyl-5-fluoro-1H-1,3-benzodiazol-2-amine

HRID 885451Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885451
[CH2:1]([NH:3][C:4]1[C:5]([NH2:11])=[CH:6][C:7]([F:10])=[CH:8][CH:9]=1)[CH3:2].[N:12]#[C:13]Br.[NH4+].[OH-]>CO.O>[CH2:1]([N:3]1[C:4]2[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=2[N:11]=[C:13]1[NH2:12])[CH3:2]

Komponenten

6

Edukt 3

HCID 10476Cyanogen BromideHCID 14923Ammonium HydroxideHCID 21286303N~1~-Ethyl-4-fluorobenzene-1,2-diamine

Produkt 1

HCID 436615721-ethyl-5-fluoro-1H-1,3-benzodiazol-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of N1-ethyl-4-fluoro-benzene-1,2-diamine (1.54 g, 10.0 mmol) in MeOH (20 mL) and H2O (20 mL) was added cyanogen bromide (2.1 mL, 10.5 mmol, 5.0 M in acetonitrile). The resulting mixture was stirred at room temperature overnight. The resulting mixture was then adjusted to pH>9 with concentrated NH4OH and the resulting solid was collected by filtration, washed with H2O and hexanes to yield 1-ethyl-5-fluoro-1H-benzimidazol-2-ylamine MS 180 (M+1)+.

Aufarbeitung

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with H2O and hexanes

Quellen und Nachweise

ORD-Eintrag
ord-7eb9fcc163f946ba80e738d92200f61d
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242157B2

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