volume 654, issue 1, pages 146-160

Ringöffnungen der Azole, VII. Zur Thermolyse des 5‐Phenyl‐tetrazols

Rolf HUISGEN ¹

Jürgen Sauer ¹

Michael Seidel ¹

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Institut für Organische Chemie der Universität München† |

Publication type: Journal Article

Publication date: 1962-06-15

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DOI: 10.1002/jlac.19626540115

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Organic Chemistry

Physical and Theoretical Chemistry

General Medicine

Abstract

Die Thermolyse von 5-Phenyl-tetrazol in Mesitylen und anderen Solventien liefert 3.6-Diphenyl-dihydro-1.2.4.5-tetrazin (VI), 4-Amino-3.5-diphenyl-1.2.4-triazol (IX), 3.5-Diphenyl-1.2.4-triazol (V), 2.4.6-Triphenyl-1.3.5-triazin (VII) und 3.6-Diphenyl-1.2.4.5-tetrazin (VIII) neben Stickstoff und Stickstoffwasser-stoffsaure in verschiedenem Verhaltnis; die Wechselbeziehungen dieser Produkte werden untersucht. Beim Zerfall des 5-Phenyl-tetrazols in primaren Aminen oder aromatischen Nitrilen werden die Losungsmittel teilweise in die Produkte eingebaut. Die Mechanismen der mannifaltigen Reaktionsablaufe, insbesondere die Bedeutung des C-Phenyl-nitrilimins (IV), werden diskutiert.

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