The reaction of 3-oxobutanoate-containing polyethers with benzaldehyde and 5-aminotetrazole in the presence of polyphosphoric acid was used to synthesize podands containing two terminal tetrazolo[1,5-а]dihydropyrimidine groups. Byproducts were isolated and identified as podands containing different substituents – one 4,7-dihydrotetrazolo[1,5-а]pyrimidine ring system and a free hydroxy group at the other terminus of the polyether chain. Analogous differently substituted podands, including one 3,4-dihydropyrimidine-2(1H)-thione moiety, were isolated from the reactions of 3-oxobutanoate-containing polyethers with benzaldehyde and thiourea.
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This work was performed with financial support from the Russian Science Foundation (project 15-13-00077-P).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(10), 971–976
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Filatova, E.S., Fedorova, O.V., Slepukhin, P.A. et al. Synthesis and structure of functionalized podands containing 4,7-dihydrotetrazolo[1,5-а]pyrimidine ring. Differently substituted dihydropyrimidine podands. Chem Heterocycl Comp 54, 971–976 (2018). https://doi.org/10.1007/s10593-018-2373-0
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DOI: https://doi.org/10.1007/s10593-018-2373-0