Production of NMSBA from the oxidation of NMST in the homogeneous Co/Mn/Br/H3PMoxW12−xO40 catalytic system

2‐nitro‐4‐methylsulphonylbenzoic acid (NMSBA) is an important intermediate for the preparation of the highly effective herbicide mesotrione. NMSBA is produced from the oxidation of 2‐nitro‐4‐ methylsulphonyltoluene (NMST) by nitric acid commercially, which suffers from the serious problems of low yi...

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Published in:Canadian journal of chemical engineering 2023-07, Vol.101 (7), p.3759-3770
Main Authors: Long, Xiang‐Li, Nie, Xiao‐Feng, Song, Lin‐Peng, Zhou, Xin‐Zhi
Format: Article
Language:English
Subjects:
2‐nitro‐4‐methylsulphonylbenzoic acid
2‐nitro‐4‐methylsulphonyltoluene
Acetic acid
Catalysts
Catalytic converters
catalytic oxidation
Herbicides
Nitric acid
Oxidation
Oxygen
phosphomolybdenum tungsten heteropoly acid
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Summary:2‐nitro‐4‐methylsulphonylbenzoic acid (NMSBA) is an important intermediate for the preparation of the highly effective herbicide mesotrione. NMSBA is produced from the oxidation of 2‐nitro‐4‐ methylsulphonyltoluene (NMST) by nitric acid commercially, which suffers from the serious problems of low yield and heavy pollution. In this paper, a homogeneous system consisting of Co/Mn/Br/ · H3PMoxW12−xO40 has been applied to catalyze the production of NMSBA by oxidizing NMST with oxygen in acetic acid. The experiments indicate that the best value of x in the phosphomolybdenum tungsten heteropoly acid is 3. The optimum composition of this catalyst system is 1163 ppm H3Pmo3W9O40 · 12.17H2O, 247.5 ppm Co, 453.5 ppm Mn, and 1075 ppm Br. Such a catalytic system is able to achieve a NMST conversion of 94.93% and a NMSBA selectivity of 99.84%. H3PMo3W9O40 exceeds both H3PMo12O40 and H3PW12O40 as a catalyst in the production of NMSBA from the oxidation of NMST by oxygen.
ISSN:0008-4034
1939-019X
DOI:10.1002/cjce.24729