N-Alkylation of aniline derivatives by use of potassium cation-exchanged Y-type zeolite was written by Onaka, Makoto;Umezono, Akihiro;Kawai, Motomitsu;Izumi, Yusuke. And the article was included in Journal of the Chemical Society, Chemical Communications in 1985.Formula: C14H12N2 This article mentions the following:
Zeolite K-Y effectively promoted the N-alkylation of p-RC6H4NH2 (R = NO2, CN, CO2Et, H, Cl, Me) with R1Br (R1 = CH2CH:CH2, CH2Ph) or Me2SO4 in PhMe or C6H6 at 50°-reflux for 5-15 h to give 55-90% yield of 3.9-50:1 mixtures of p-RC6H4NHR1 and p-RC6H4NR12 (R as before, R1 = CH2CH:CH2, CH2Ph, Me). Results were compared with those for the analogous γ-alumina-promoted alkylation. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Formula: C14H12N2).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Formula: C14H12N2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts