Interaction of 3,6-Bis(2-pyridyl)-1,2,4,5-tetrazine and 3,4,5,6-Tetrabromo-1,2-dehydrobenzene

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.