Bollenbach, Maud et al. published their research in ChemSusChem in 2016 | CAS: 10282-32-3

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Synthetic Route of C14H12N2

D-Glucose: An efficient reducing agent for a copper(II)-mediated arylation of primary amines in water was written by Bollenbach, Maud;Wagner, Patrick;Aquino, Pedro G. V.;Bourguignon, Jean-Jacques;Bihel, Frederic;Salome, Christophe;Schmitt, Martine. And the article was included in ChemSusChem in 2016.Synthetic Route of C14H12N2 This article mentions the following:

A copper-catalyzed Ullmann-type amination with primary amines in water with a combination of copper(II) triflate [Cu(OTf)2], dipivaloylmethane, and D-glucose is reported. The mild conditions and the use of an inexpensive catalyst as well as a renewable feedstock (D-glucose and the surfactant TPGS-750-M, which is derived from vitamin E) make this protocol a safe and convenient strategy for efficient C-N bond formation. This easy-to-handle procedure is extremely competitive compared to palladium-based reactions and may be used to synthesize N-containing mols., such as drugs or organic light-emitting diodes (OLEDs). In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Synthetic Route of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Synthetic Route of C14H12N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts