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Selective Thermolysis of Azide Groups in 2,4,6-Triazidopyridines

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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  1. Russian Academy of Sciences, Institute of Problems of Chemical Physics, Chernogolovka, 142432, Moscow Region, Russia

    S. V. Chapyshev

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  1. S. V. Chapyshev
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Chapyshev, S.V. Selective Thermolysis of Azide Groups in 2,4,6-Triazidopyridines. Chemistry of Heterocyclic Compounds 39, 83–86 (2003). https://doi.org/10.1023/A:1023024826098

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  • DOI: https://doi.org/10.1023/A:1023024826098

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