(1H-imidazol-4-yl)methanamine hydrochloride

3034-50-2

66247-84-5

General procedure for the synthesis of (1H-imidazol-4-yl)methanamine hydrochloride from 4-imidazolecarboxaldehyde: 12.0 g (124 mmol) of 4-formylimidazole was co-combined with 750 mg of nickel Nguyenne in a methanol solution of 1000 mL of ammonia, and oscillated for 30 min at 40 °C. Subsequently, the mixture was transferred to a Parr reactor and hydrogenated under hydrogen atmosphere at 5 bar pressure and 40 °C for 14 hours. Upon completion of the reaction, 750 mg of Ruanne nickel was added additionally and the mixture was hydrogenated again for 14 h at 50 °C, hydrogen atmosphere and 5 bar pressure. The reaction mixture was filtered and concentrated under reduced pressure. Methanol, toluene and ethanol were added sequentially to the residue and each addition was concentrated to dryness under reduced pressure. The residue was mixed with a methanolic solution of ether hydrochloric acid and again concentrated to dryness under reduced pressure. Finally, the residue was mixed with methanol and dichloromethane, respectively, and each time concentrated to dryness under reduced pressure. The product 21.2 g (quantitative yield) was obtained. rt value: 0.49 min (D). Molecular formula: C4H7N3-2HCl (molecular weight: 170.04 / 97.12). Mass spectral data: (M + H)+ = 98.