O-Phenylenediamine → 2-(2-Chloroethyl)benzimidazole

Participants

Reaction Steps

A mixture of 1,2-Phenylenediamine (1.3 g, 12.0 mmol) and 3-chloropropionic acid (2.0 g, 18.5 mmol) were refluxed in 4N HCl (13 mL) for 16 hours to give the title compound as white solid (700 mg, 32%). 1H NMR (CD3OD) □ 3.35 (t, 2H, J=6.8 Hz), 4.00 (t, 2H, J=6.8 Hz), 7.18-7.25 (m, 2H), 7.49-7.55 (m, 2H); ES-MS m/z 181.0 (M+H).

Provenance & Evidence