Acrylonitrile → 3,3'-[(3-Aminopropyl)azanediyl]di(propane-1,2-diol)

Bis-(2,3-dihydroxypropyl)amine (16.5 g., 0.1 mole) and acrylonitrile (6.4 g., 0.12 mole) was mixed in an ice bath and then warmed to room temperature. After standing for 2 hours, the mixture was then heated at 45° C.-55° C. for 3 hours. The excess acrylonitrile was removed by gentle warming under reduced pressure. The residue was taken up in ethyl alcohol, mixed with sponge nickel catalyst and hydrogenated under 200 psi hydrogen using good agitation. After filtration of catalyst the solvent and excess acrylonitrile was removed by stripping under reduced pressure to leave the product as an oil.

1. temperaturethe mixture was then heated at 45° C.-55° C. for 3 hours
2. customThe excess acrylonitrile was removed
3. temperatureby gentle warming under reduced pressure
4. additionmixed with sponge nickel catalyst and hydrogenated under 200 psi hydrogen using good agitation
5. filtrationAfter filtration of catalyst the solvent and excess acrylonitrile
6. customwas removed

ORD record

ord-28d32870edd2402381fa8ed4a9f87658

Source dataset

uspto-grants-1977_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04065497