Interaction of 3,6-Bis(2-Pyridyl)-1,2,4,5-Tetrazine and 3,4,5,6-Tetrabromo-1,2-Dehydrobenzene

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Abstract

The interaction of 3,6- bis(2-pyridyl)-substituted 1,2,4,5-tetrazine with 3,4,5,6-tetrabromo-1,2-dehydrobenzene obtained in situ from the corresponding anthranilic acid was studied for the first time. In this case, instead of the expected product — 5,6,7,8-tetrabromo-1,4-di(2-pyridyl)phthalazine — two alternative transformation products were found, namely 1,2,3,4-tetrabromo-6-methylnaphthalene and 3,6-di(2-pyridyl)pyridazine. The structure of the products was confirmed by physicochemical methods, including X-ray diffraction data. A possible mechanism for this interaction was proposed.

About the authors

S. E. Vatolina

Ural Federal University

Yekaterinburg, Russia

A. P. Krinochkin

Ural Federal University; Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Email: a.p.krinochkin@urfu.ru
Yekaterinburg, Russia; Yekaterinburg, Russia

A. V. Rybakova

South Ural State University

Chelyabinsk, Russia

I. A. Khalymbadzha

Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Yekaterinburg, Russia

V. S. Gaviko

Institute of Physics of Metals, Ural Branch of the Russian Academy of Sciences

Yekaterinburg, Russia

D. S. Kopchuk

Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Yekaterinburg, Russia

G. V. Zyryanov

Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences

Yekaterinburg, Russia

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