Amination of acrylonitrile in liquid ammonia was written by Murohashi, Susumu. And the article was included in Nagaoka Kogyo Tanki Daigaku Koto Semmon Gakko Kenkyu Kiyo in 1968.Name: 3,3′,3”-Nitrilotripropanenitrile This article mentions the following:
The title reaction was studied with or without a catalyst. Acrylonitrile (1 mole) was treated with liquid NH3 (>10 moles) in an autoclave at 100° for 30 min. in the presence of Raney Cu or Co to give mono(β-cyanoethyl)amine as the main product in 80% yield. Tris(β-cyanoethyl)amine was obtained when no catalyst or the Raney catalyst together with a polymerization inhibitor was used, while the bis- and tris(β-cyanoethyl)amines were produced in the presence of Raney Ni. After the amination, only the Co catalyst among Raney metal catalysts kept the ability as a hydrogenation catalyst. Successive amination and hydrogenation of acrylonitrile without isolation of the intermediate or further addition of the catalyst gave 1,3-propanediol in 80% yield. Gas chromatographic determination and life of the catalyst were also discussed. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Name: 3,3′,3”-Nitrilotripropanenitrile).
3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Name: 3,3′,3”-Nitrilotripropanenitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts