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One-Pot Green Catalytic Preparation of 3-Aminobenzoic Acid in the Presence of Carbonaceous Bio-Based Materials in Subcritical Water
1 , * 2
1  Chimie ParisTech
2  Université de Technologie de Compiegne

Abstract:

3-Aminobenzoic acid is a molecule of interest, widely considered as promising platform chemicals for the production of dyes, antioxidants, pharmaceuticals and agricultural chemicals. The conventional catalytic hydrogenation processes for the production of 3-aminobenzoic acid and derivatives was conducted with transition metals, such as platinum, nickel, or palladium in organic solvent. There are three main drawbacks: (i) metal catalysts can pose some concerns such as high cost, recycling from the system, as well as some environmental concerns; (ii) organic solvents requires high-energy consumption for the recovery of aromatic amines and (iii) dihydrogen H2 causes security risks. In this present work, newoxydo-reduction process for the production of 3-aminobenzoic acid starting from 3-nitrobenzaldehyde in a single step called "one pot" catalyzed by carbonaceous bio-based materials in subcritical water without added metal and H2 has been developed. In another word, the reaction permits to have the reduction of the nitro group to the amino group and the oxidation of the formyl group to the carboxylic acid. The optimized experimental conditions (3-nitrobenzaldehyde (10 mmol), Norit Gac 12-40 (6 g), 55 mL H2O at 300 °C for 6 h) furnished the target 3-aminobenzoic acid in 60% yield using dihydrogen free and metal free process. The scope of the reaction using different starting materials will be developed.

Keywords: hydrogenation; Oxidation; metal-free; dihydrogen-free; subcritical water
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