Synthesis 2020; 52(17): 2563-2571
DOI: 10.1055/s-0040-1707391
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Structure of 1-Substituted Semithioglycolurils

Autor*innen

  • Vladimir V. Baranov

    a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation   eMail: ase1313@mail.ru
  • Anton A. Galochkin

    a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation   eMail: ase1313@mail.ru
    b   D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow 125047, Russian Federation
  • Yulia V. Nelyubina

    c   A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russian Federation
  • Angelina N. Kravchenko

    a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation   eMail: ase1313@mail.ru
    d   Plekhanov Russian University of Economics, Stremyanny Lane 36, Moscow 117997, Russian Federation
  • Nina N. Makhova

    a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation   eMail: ase1313@mail.ru

The Scientific Schools Development Program by the Zelinsky Institute of Organic Chemistry is gratefully acknowledged.
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Publikationsverlauf

Received: 26. März 2020

Accepted after revision: 17. April 2020

Publikationsdatum:
25. Mai 2020 (online)


Graphical Abstract

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.

Supporting Information