(1H-IMIDAZOL-2-YL)-ACETONITRILE synthesis

Yield:-

Reaction Conditions:

in ethanol;water

Steps:

R.5.d Reference Example 5
d) With cooling in an ice bath, 7.5 g of potassium cyanide was dissolved in 26 ml of water to which was subsequently added dropwise a solution of 3.446 g of 2-chloromethylimidazole hydrochloride obtained in the above step c) in 130 ml of ethanol, for 1.5 hours, followed by 2.5 hours of stirring at room temperature. The reaction solution was filtered, a saturated aqueous sodium carbonate solution was added to the resulting filtrate and then the solvent was removed by evaporation. The residue was extracted with ethyl acetate, the extract was filtered and then the solvent was removed by evaporation. The residue was subjected to alumina column chromatography eluted with dichloromethane-methanol (50:1) to obtain 1.218 g of 2-cyanomethylimidazole. Mass spectrometry value (m/z): 108 (M⁺ +1) Nuclear magnetic resonance spectrum (DMSO-d₆, TMS internal standard) δ: 4.07 (2H, s), 7.33 (2H, s)

References:

Yamanouchi Pharmaceutical Co., Ltd. US5565479, 1996, A