1. Handling Hydrogen Peroxide Oxidations on a Large Scale: Synthesis of 5-Bromo-2-nitropyridine
- Author
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Thomas Glarner, Giorgio Bertolini, Alessandro Agosti, Giacomo Bruno, Walter Deichtmann, and Christian Lautz
- Subjects
010405 organic chemistry ,Chemistry ,Scale (chemistry) ,Organic Chemistry ,Inorganic chemistry ,Calorimetry ,010402 general chemistry ,01 natural sciences ,Redox ,0104 chemical sciences ,chemistry.chemical_compound ,Impurity ,Thermal stability ,Amine gas treating ,Physical and Theoretical Chemistry ,Adiabatic process ,Hydrogen peroxide - Abstract
5-Bromo-2-nitropyridine was prepared from the corresponding amine via hydrogen peroxide oxidation in large scale production. This transformation initially showed low conversion, high impurity content and lack of reproducibility in lab trials. Parallel to process development, safety studies were conducted to investigate the stability of oxidant mixture, its composition and the oxidation reaction itself by reaction and adiabatic calorimetry. The resulting robust reaction conditions and appropriate safety boundaries allowed to develop a reproducible, safe protocol for the implementation of this chemistry on large scale, obtaining consistent results throughout the campaign.
- Published
- 2017