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Continuous flow aminolysis under high temperature and pressure

Continuous flow aminolysis under high temperature and pressure Under continuous processing conditions, C-N bond formation via SN2 and SNAr substitutions by amines can be an effective preparative method, especially when volatile amines are used under high pressure and temperature. We have demonstrated SN2 substitution of a 2° mesylate with ammonia and opening of an epoxide with benzylamine, and SNAr substitution of a heteroaryl chloride with aqueous ammonia on multi-kg scales. The homogeneous continuous processes offered better process control, higher efficiency, and comparable or superior reaction profiles and yields to batch conditions.Graphical abstractContinuous flow aminolysis under high temperature and pressure[graphic not available: see fulltext] http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Flow Chemistry Springer Journals

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References (48)

Publisher
Springer Journals
Copyright
Copyright © Akadémiai Kiadó 2020
ISSN
2062-249X
eISSN
2063-0212
DOI
10.1007/s41981-019-00049-6
Publisher site
See Article on Publisher Site

Abstract

Under continuous processing conditions, C-N bond formation via SN2 and SNAr substitutions by amines can be an effective preparative method, especially when volatile amines are used under high pressure and temperature. We have demonstrated SN2 substitution of a 2° mesylate with ammonia and opening of an epoxide with benzylamine, and SNAr substitution of a heteroaryl chloride with aqueous ammonia on multi-kg scales. The homogeneous continuous processes offered better process control, higher efficiency, and comparable or superior reaction profiles and yields to batch conditions.Graphical abstractContinuous flow aminolysis under high temperature and pressure[graphic not available: see fulltext]

Journal

Journal of Flow ChemistrySpringer Journals

Published: Mar 5, 2020

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