Acrylonitrile → 1H-1,2,4-Triazole-1-propanamine

Participants

Reaction Steps

A mixture of about 20.7 g of 1H-1,2,4-triazole and about 37.5 ml of acrylonitrile was heated on a steam bath for about 3 hours and then concentrated to an oil. This oil was added to about 200 ml of methanol and about 100 ml of concentrated ammonium hydroxide containing Raney nickel catalyst in a Paar apparatus and hydrogenated for about 81/4 hours with an uptake of about 46 psi of hydrogen. The catalyst was removed by filtration and ethanol was added to the filtrate. The mixture was filtered, the filtrate was concentrated, then reconcentrated from toluene, giving about 36.6 g of the desired intermediate as an oil.

Provenance & Evidence