Issue 2, 1977

Triazines and related products. Part 18. Decomposition of 1,2,3-benzotriazines and related triazenes with sodium azide in acetic acid: a convenient route to azidoarenes

Abstract

1,2,3-Benzotriazin-4(3H)-one and its 3-aryl derivatives decompose in boiling acetic acid containing sodium azide or sodium iodide to afford 2-azido- and 2-iodo-benzamides, respectively, in high yields. Certain azidoarenes with nucleophilic ortho-substituents, formed from the decomposition of 1,2,3-benzotriazines and related aryltriazenes, cyclise with elimination of nitrogen under the reaction conditions. 1,2-Bis-o-nitrophenyltriazene in acetic acid containing sodium azide yields benzofurazan N-oxide and 2-nitroaniline.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1977, 103-106

Triazines and related products. Part 18. Decomposition of 1,2,3-benzotriazines and related triazenes with sodium azide in acetic acid: a convenient route to azidoarenes

A. Gescher, M. F. G. Stevens and C. P. Turnbull, J. Chem. Soc., Perkin Trans. 1, 1977, 103 DOI: 10.1039/P19770000103

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements