Communication

Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High-Temperature Microreactor Approach†

  1. Bernhard Gutmann1,
  2. Dr. Jean-Paul Roduit2,
  3. Dr. Dominique Roberge2,
  4. Prof. Dr. C. Oliver Kappe1

Article first published online: 18 AUG 2010

DOI: 10.1002/anie.201003733

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 49, Issue 39, pages 7101–7105, September 17, 2010

Additional Information

How to Cite

Gutmann, B., Roduit, J.-P., Roberge, D. and Kappe, C. O. (2010), Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles and Hydrazoic Acid by Using a Safe and Scalable High-Temperature Microreactor Approach. Angew. Chem. Int. Ed., 49: 7101–7105. doi: 10.1002/anie.201003733

Author Information

  1. 1

    Christian-Doppler-Labor für Mikrowellenchemie (CDLMC) and, Institut für Chemie, Karl-Franzens-Universität, Heinrichstrasse 28, 8010 Graz (Austria), Fax: (+43) 316-380-9840 http://www.maos.net

  2. 2

    Microreactor Technology, Lonza AG, 3930 Visp (Switzerland)

  1. †

    This work was supported by a grant from the Christian Doppler Society (CDG).

Publication History

  1. Issue published online: 14 SEP 2010
  2. Article first published online: 18 AUG 2010
  3. Manuscript Received: 18 JUN 2010

Funded by

  • Christian Doppler Society (CDG)

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Keywords:

  • cycloaddition;
  • hydrazoic acid;
  • microreactors;
  • process intensification;
  • tetrazoles
Thumbnail image of graphical abstract

Harnessing hydrazoic acid in a microreactor! Tetrazoles have been synthesized in a very efficient manner by using a high-temperature/high-pressure process intensification regime. Despite the toxic and explosive nature of hydrazoic acid, the synthesis was conducted safely in continuous flow format with residence times as short as 2.5 minutes at 260 °C (see picture).

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