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

a   N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., Moscow 119991, Russian Federation   Email: ase1313@mail.ru
,
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
› Author Affiliations
The Scientific Schools Development Program by the Zelinsky Institute of Organic Chemistry is gratefully acknowledged.
Further Information

Publication History

Received: 26 March 2020

Accepted after revision: 17 April 2020

Publication Date:
25 May 2020 (online)


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

 
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