SELECTIVE THERMOLYSIS OF AZIDE GROUPS IN 2,4,6-TRIAZIDOPYRIDINES

Authors

  • С. В. Чапышев Institute of the Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Moscow region

Keywords:

azidopyridines, aminopyridines, orbital control, selective thermolysis

Abstract

When refluxed in 1,4-dichlorobenzene, the compound 2,4,6-triazido-3,5-dichloropyridine and its 3,5-dicyano derivative undergo selective thermolysis of the γ-azide groups, forming the corresponding 4-amino-2,6-diazidopyridines in high yields. According to quantum-chemical calculations, the selectivity of thermolysis of the γ-azide groups in triazides is due to the weaker bonding interactions between the N(α) and N(β) atoms in these azide groups.

How to Cite
Chapyshev, S. V. Chem. Heterocycl. Compd. 2003, 39, 83. [Khim. Geterotsikl. Soedin. 2003, 87.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1023024826098

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Published

2003-01-25

Issue

No. 1 (2003)

Section

Original Papers