Synthesis and Structure of 1-Substituted Semithioglycolurils

Vladimir V. Baranov; Anton A. Galochkin; Yulia V. Nelyubina; Angelina N. Kravchenko; Nina N. Makhova

doi:10.1055/s-0040-1707391

Synthesis, Table of Contents

Synthesis 2020; 52(17): 2563-2571
DOI: 10.1055/s-0040-1707391

paper

Synthesis and Structure of 1-Substituted Semithioglycolurils

Vladimir V. Baranov ∗

^aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation Email: ase1313@mail.ru

,

Anton A. Galochkin

^aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation Email: ase1313@mail.ru

^bD. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow 125047, Russian Federation

,

Yulia V. Nelyubina

^cA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russian Federation

,

Angelina N. Kravchenko

^aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation Email: ase1313@mail.ru

^dPlekhanov Russian University of Economics, Stremyanny Lane 36, Moscow 117997, Russian Federation

,

Nina N. Makhova

^aN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation Email: ase1313@mail.ru

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Abstract

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Abstract

Two methods for the synthesis of previously unavailable 1-substituted semithioglycolurils were developed. These methods consist of the cyclocondensation of 1-substituted ureas with 4,5-dihydroxy- or 4,5-dimethoxyimidazolidine-2-thione or glyoxal, followed by the reaction of the resulting 1-substituted 4,5-dihydroxyimidazolidine-2-ones with HSCN in a two-step one-pot procedure. Two of the desired semithioglycolurils were obtained as conglomerates.

Key words

semithioglycolurils - cyclocondensation - heterocycles - urea derivatives - thiourea derivatives - glyoxal

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References

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