Formic Acid → 5-Methoxy-4-methylbenzimidazole

HRID 1648292Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1648292
[CH3:1][O:2][C:3]1[C:4]([CH3:11])=[C:5]([NH2:10])[C:6]([NH2:9])=[CH:7][CH:8]=1.[CH:12](O)=O>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]2[NH:9][CH:12]=[N:10][C:5]=2[C:4]=1[CH3:11]

Komponenten

3

Edukt 2

HCID 284Formic AcidHCID 5924544-Methoxy-3-methylbenzene-1,2-diamine

Produkt 1

HCID 199193885-Methoxy-4-methylbenzimidazoleAusbeute 84 %

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 4-methoxy-3-methyl-l,2-benzenediamine (2.8 g, 18A mmol) and formic acid (30 mL) was heated at 60° C. for 30 minutes. The formic acid was removed under reduced pressure and the product was partitioned between chloroform and water containing sufficient sodium hydroxide to basify the solution. After evaporation of the solvent the crude product was chromatographed (methanol:chloroform) to give 2.55 g (84%) of 5-methoxy-4-methyl-1H-benzimidazole.

Aufarbeitung

  1. customThe formic acid was removed under reduced pressure
  2. customthe product was partitioned between chloroform and water containing sufficient sodium hydroxide
  3. customAfter evaporation of the solvent the crude product
  4. customwas chromatographed (methanol:chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-6be311e07a5947c88132b29c86c14593
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05436240

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