Yaroslavl, Yaroslavl, Russian Federation
student
Yaroslavl, Yaroslavl, Russian Federation
Yaroslavl, Yaroslavl, Russian Federation
Yaroslavl, Yaroslavl, Russian Federation
The paper discusses the synthesis of 3,6-diaryl-1,2,4,5-tetrazines by the reaction of aromatic nitriles with hydrazine hydrate in the presence of elemental sulphur. We study the structure of synthesised dihydro-1,2,4,5-tetrazines by 1H NMR spectroscopy, quantum chemical modelling, and the density functional method with a basis set of 6-31G (d,p) basis set. As a result, 1,4-dihydro- are similar to 1,2-dihydrotetrazines in terms of their total energy values. Additionally, the equilibrium in a mixture is in approximately equal amounts for most their substrates. The corresponding 3,6-diaryl-1,2,4,5-tetrazines were synthesised by oxidising the obtained dihydro-1,2,4,5-tetrazines with sodium nitrite in glacial acetic acid. Their structure was confirmed by 1H NMR spectroscopy. The authors forecast effective binding to receptors and enzymes for all synthesised target compounds.
1,2,4,5-tetrazines, aromatic nitriles, hydrazine hydrate, dihydrotetrazines, oxidation reactions
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