Collect. Czech. Chem. Commun.
2008, 73, 107-115
https://doi.org/10.1135/cccc20080107
Synthesis and Characterization of Dialkyl Esters of 1,2,4,5-Tetrazine-3,6-dicarboxylic Acid
Štěpán Freborta, Numan Almonasya,*, Radim Hrdinaa, Antonín Lyčkab, Miroslav Lísac and Michal Holčapekc
a Department of Technology of Organic Compounds, Faculty of Chemical Technology, University of Pardubice, Studentská 95, CZ-532 10 Pardubice, Czech Republic
b Research Institute for Organic Syntheses, Rybitví 296, CZ-533 54 Rybitví, Czech Republic
c Department of Analytical Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 95, CZ-532 10 Pardubice, Czech Republic
Abstract
Synthesis and characterization of a series of dialkyl esters of 1,2,4,5-tetrazine-3,6-dicarboxylic acid are reported. These compounds were prepared by a two-stage synthesis: re-esterification of dimethyl 1,4-dihydro-1,2,4,5-tetrazine-3,6-dicarboxylate in the presence of aluminium triethoxide and subsequent dehydrogenation of dialkyl 1,4-dihydro-1,2,4,5-tetrazine-3,6-dicarboxylates. The structures of the prepared compounds were confirmed by NMR and mass spectra.
Keywords: Tetrazines; Dihydrotetrazines; Esterification; Aluminium triethoxide; Oxidation.
References: 21 live references.
