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An unusual reduction route of 2,4,6-trinitrobenzoic acid under conditions of aqueous-phase hydrogenation over Pd/Sibunit catalyst
Authors:R M Mironenko  O B Belskaya  V P Talzi  V A Rodionov  S V Sysolyatin  V A Likholobov
Institution:1.Institute of Hydrocarbons Processing,Siberian Branch of the Russian Academy of Sciences,Omsk,Russian Federation;2.Dostoevsky Omsk State University,Omsk,Russian Federation;3.Omsk State Technical University,Omsk,Russian Federation;4.Institute for Problems of Chemical and Energetic Technologies,Siberian Branch of the Russian Academy of Sciences,Biysk, Altai Krai,Russian Federation;5.Omsk Scientific Center,Siberian Branch of the Russian Academy of Sciences,Omsk,Russian Federation
Abstract:For the first time it was established that the catalytic hydrogenation of 2,4,6-trinitrobenzoic acid to 1,3,5-triaminobenzene can proceed via the formation of aromatic hydroxyamines and cyclohexane-1,3,5-trione trioxime. As a result of aqueous-phase hydrogenation of sodium salt of 2,4,6-trinitrobenzoic acid in the presence of 5%Pd/Sibunit catalyst at a temperature of 323 K and pressure of 0.5 MPa, a trioxime in high yield (about 70 %) was obtained. Due to high selectivity to cyclohexane-1,3,5-trione trioxime the catalytic hydrogenation of sodium salt of 2,4,6-trinitrobenzoic acid can be considered as a new method for its synthesis.
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