Abstract-2-, 3-, 4-Nitrobenzonitriles were hydrogenated using Raney nickel catalyst in the environment of two different solvents (methanol and dioxane). The position of the nitro group relative to the nitrile group plays the dominant role in the course of hydrogenation. The nearer the substituent to the nitrile group is, the larger is its effect. 3-and 4-nitrobenzonitriles were hydrogenated to their primary amines, in contrast to 2-nitrobenzonitrile, which was transformed via intramolecular oxidation to 2-aminobenzamide. During hydrogenation, numerous intermediates were formed. The choice of the solvent is another significant parameter affecting the course of hydrogenation.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.