Reaktion #79230

Reaktionsgleichung

2-methyl-1-(2-pyridyl)-1H-benzimidazole

pyridine4-carboxaldehyde

(E)-1-(2-pyridyl)-2-[2-(2-pyridyl)ethenyl]-1H-benzimidazole dihydrochloride

oxalic acid

→

titled compound

(E)-1-(2-Pyridyl)-2-[2-(4-pyridyl)ethenyl]-1H-benzimidazole oxalate

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenConcentration and recrystalization from ethyl MeOH/Et2O/n-hexane

Vorschrift

Free base of the titled compound was prepared from 2-methyl-1-(2-pyridyl)-1H-benzimidazole and pyridine4-carboxaldehyde according to the preparation of (E)-1-(2-pyridyl)-2-[2-(2-pyridyl)ethenyl]-1H-benzimidazole dihydrochloride Example 44). The free base and oxalic acid were dissolved into MeOH. Concentration and recrystalization from ethyl MeOH/Et2O/n-hexane yielded the titled compound. MW: 388.39; mp: 203.6-205.3° C. (decomposed); 1H-NMR (DMSO) δ: 8.81-8.75 (1H, m), 8.62-8.55 (2H, m), 8.20 (1H, dt, J=1.9,7.7 Hz), 7.88 (1H, d, J=16.0 Hz), 7.81-7.74 (2H, m), 7.69-7.60 (3H, m), 7.52-7.46 (1H, m), 7.47 (1H, d, J=16.0 Hz) 7.40-7.28 (2H, m).

Quelle