An “Out-of-the-Box” Example for Heterocyclic Chemistry: Synthesis of 3,6-Bis-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine

Abstract

3,6-Dissubsituted tetrazines can be included in functional molecular systems for the development of sensors and optical switches, electroactive polymers or solar cells. Tetrazine derivatives, namely dipyridyl-s-tetra- zines and related molecules, have also been frequently used as bridging ligands in metallo-organic compounds. Their N-hydro (di, tetra, hexa) derivatives exhibit biological activity and some have been tested for their anti-tumour activity. This experiment describes a simple procedure for the synthesis of 3,6-bis(3,5-dimethyl-1H- pyrazol-1-yl)-s-tetrazine in moderate yield with a straightforward work-up.