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

A mixture of 20.7 g of 1H-1,2,4-triazole and 37.5 ml of acrylonitrile was heated on a steam bath for 3 hours and then concentrated to an oil. This oil was added to 200 ml of methanol and 100 ml of concentrated ammonium hydroxide containing Raney nickel catalyst in a Parr apparatus and hydrogenated for 8 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 36.6 g of the desired intermediate as an oil.

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

ORD record

ord-ffc4aa7bce764958b11310e5f71785ac

Source dataset

uspto-grants-1985_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04555519