Base-mediated cascade amidination/N-alkylation of amines by alcohols was written by Zhang, Chunyan;Liang, Zuyu;Lu, Fenghong;Jia, Xiaofei;Zhang, Guoying;Hu, Mao-Lin. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Electric Literature of C14H12N2 This article mentions the following:
A base-mediated cascade amidination/N-alkylation reaction of amines by alcs. was developed. For the first time, nitriles was identified as an efficient and benign water acceptor reagent in N-alkylation. Notably, the procedure tolerates a series of functional groups, such as methoxyl, halo, vinyl and hetero groups, providing a convenient method to construct different substituted diamino compounds, 15N labeled amine and was scaled up to 1 mol scale offering 138.7 g of the desired product in good yield in one-pot. Mechanistic studies provided strong evidence for the amidination of amines with nitriles facilitated by t-BuOK. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Electric Literature of C14H12N2).
4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Electric Literature of C14H12N2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts