An outstanding cyclocondensation of 2-aminopyrazine

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2021

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Aromatic compounds are well-known due to their stability, and this efficiently provides several applications. However, this does not indicate low reactivity for every condition. For instance, electrophilic substitution reactions are widespread and easily performed. Otherwise, reactions that induce the loss of aromaticity, such as condensed cyclizations are uncommon. These last types of reactions typically occur under severe conditions, under heat influx and high pressure. Here we report the formation of a dihydrochloride salt monohydrate of an ionic polycyclic compound bearing a four fused six-membered rings motif. This complex compound was obtained by the simple reaction of 2-aminopyrazine with hydrochloric acid in an aqueous medium at room temperature. Crystal data and DFT calculations could confirm the cyclocondensation of 2-aminopyrazine.

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Cyclocondensation, Aromatic compound, X-ray crystallography, DFT

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VALDO, Ana Karoline; GUIMARÃES, Freddy Fernandes; MARTINS, Felipe Terra. An outstanding cyclocondensation of 2-aminopyrazine. Journal of Molecular Structure, Amsterdam, v. 1242, e130723, 2021. DOI: 10.1016/j.molstruc.2021.130723. Disponível em: https://www.sciencedirect.com/science/article/abs/pii/S0022286021008565?via%3Dihub. Acesso em: 10 nov. 2023.