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Handling Hydrogen Peroxide Oxidations on a Large Scale: Synthesis of 5-Bromo-2-nitropyridine

Authors :
Thomas Glarner
Giorgio Bertolini
Alessandro Agosti
Giacomo Bruno
Walter Deichtmann
Christian Lautz
Source :
Organic Process Research & Development. 21:451-459
Publication Year :
2017
Publisher :
American Chemical Society (ACS), 2017.

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.

Details

ISSN :
1520586X and 10836160
Volume :
21
Database :
OpenAIRE
Journal :
Organic Process Research & Development
Accession number :
edsair.doi...........d27276e0b2842dd3f887da775c72e1f3