Hydrochloric Acid → HCID 178478581, compound

Participants

Reaction Steps

2-[4-(5-Nitro-1H-benzimidazol-2-ylmethyl)-piperazin-1-yl]-ethanol (1.085 g, 2.587 mmol) [Goker, H.; Kus, C.; Abbasoglu, U. Arch. Pharm. (Weinheim, Ger.) 1995, 328, 425]was dissolved in Methanol (20.0 mL) and 5% Platinum on Carbon, Sulfided (0.5%) (162 mg, 0.0415 mmol) and 3.00 M of Hydrogen Chloride in Methanol (8.0 mL, 24 mmol) were added. The mixture was shaken under an atmosphere of Hydrogen (25 psi) for 2 h. The mixture was filtered through Celite with MeOH and additional 3.00 M of Hydrogen Chloride in Methanol (3 mL, 9 mmol) was added to the filtrate prior to conc. in vacuo to afford 2-[4-(5-Amino-1H-benzimidazol-2-ylmethyl)-piperazin-1-yl]-ethanol tetrahydrochloride as a foam (0.90 g, 83%). 1H-NMR (DMSO-d6): 10.41 (br s, 1H), 7.72 (d, 1H, J=8.6 Hz), 7.52 (s, 1H), 7.25 (d, 1H, J=8.6 Hz), 4.20 (s, 2H), 3.78 (t, 2H, J=4.8 Hz), 3.53 (m, 2H), 3.19 (m, 4H), 3.09 (m, 2H), 2.85 (m, 2H).

Provenance & Evidence