o-Iodonitrobenzene → 2-Methyl-1-(pyridin-2-yl)-1H-benzimidazole

Participants

Reaction Steps

Method A applied to 1-iodo-2-nitrobenzene (125 mg, 0.5 mmol) and 2-acetamido-pyridine (82 mg, 0.6 mmol) yielded the title compound as brown solid (40 mg, 38%). mp 121-123° C. 1H NMR (DMSO) δ 2.69 (s, 3H), 7.36-7.46 (m, 2H), 7.53 (d, J=7.4 Hz, 1H), 7.68 (dd, J=7.6, 4.7Hz, 1H), 7.77 (d, J=7.6Hz, 1H), 7.81 (d, J=7.9Hz, 1H), 8.21 (dd, J=7.9, 7.6Hz, 1H), 8.75 (d, J=4.7Hz); 13C NMR δ 13.6, 112.0, 116.1, 121.0, 124.7, 124.9, 133.0, 135.2, 140.1, 147.2, 150.0, 151.7, 157.9. HRMS (FAB): cal. for C13H12N3 [M+H+]: 210.1031; found: 210.1025.

Provenance & Evidence