Cinnamoyl Chloride → (E)-5-Nitro-1-(2-pyridyl)-2-styryl-1H-benzimidazole

Participants

Reaction Steps

The titled compound was prepared from 2-(2-amino-4-nitroanilino)pyridine (Runti, C. Ann. Chim. (Rome), 1956, 46, 406) and (E)-cinnamoyl chloride according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). MW: 342.36; mp: 200.5-201.5° C.; 1H NMR (CDCl3) δ: 8.82 (1H, ddd, J=4.8, 1.8, 0.7 Hz), 8.72 (1H, d, J=2.2 Hz), 8.20 (1H, dd, J=8.8, 2.2 Hz), 8.81 (1H, d, J=16.0 Hz), 8.66 (1H, ddd, J=8.1, 7.7, 1.8 Hz), 7.58-7.47 (5H, m), 7.45-7.32 (3H, m), 7.07 d, J=16.0 Hz).

Provenance & Evidence