The reaction of aryl(hetaryl)-substituted 1,3-diketones with chloroacetamide gave the respective N-(3-oxoalkenyl)chloroacetamides, which were converted to 3-pyridinium-substituted pyridin-2(1Н)-ones upon heating with excess of pyridine in n-butanol. The decomposition of pyridinium salts with hydrazine hydrate resulted in new 4-aryl(hetaryl)-substituted 3-aminopyridin-2(1Н)-ones, which showed strong antiradical activity with respect to ABTS and DPPH radicals.
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This study was performed with financial support from the Russian Foundation for Basic Research (project 15-53-45084 IND_a).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(11/12), 991–996
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Kulakov, I.V., Matsukevich, M.V., Shulgau, Z.T. et al. Synthesis and antiradical activity of 4-aryl(hetaryl)-substituted 3-aminopyridin-2(1Н)-ones. Chem Heterocycl Comp 51, 991–996 (2015). https://doi.org/10.1007/s10593-016-1809-7
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DOI: https://doi.org/10.1007/s10593-016-1809-7