Hydrogenation of nitrobenzonitriles using Raney nickel catalyst

Hydrogenation of nitrobenzonitriles using Raney nickel catalyst 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 transformedvia 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. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Hydrogenation of nitrobenzonitriles using Raney nickel catalyst

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Publisher
Springer Netherlands
Copyright
Copyright © 2008 by Springer
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/BF03039138
Publisher site
See Article on Publisher Site

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 transformedvia 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.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Apr 28, 2009

References

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