Formic Acid → 5-Methoxy-4-methylbenzimidazole

HRID 327450Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327450
[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-1,2-benzenediamine (2.8 g, 18.4 mmol) and formic acid (30 mL) was heated at 60° C. for 30 minutes. The formic acid was removed under 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 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-fc36aca38dfe4222af2349fc7f21e98b
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273975

Notizen zur Reaktion

Wird geladen…