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

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.

1. temperaturewas heated on a steam bath for about 3 hours
2. concentrationconcentrated to an oil
3. additionThis oil was added to about 200 ml of methanol and about 100 ml of concentrated ammonium hydroxide
4. additioncontaining Raney nickel catalyst in a Paar apparatus
5. custom4 hours
6. customThe catalyst was removed by filtration and ethanol
7. additionwas added to the filtrate
8. filtrationThe mixture was filtered
9. concentrationthe filtrate was concentrated

ORD record

ord-5738a2774d9b411a8d66760e5a95ea7e

Source dataset

uspto-grants-1985_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04542145