Synthesis, S-alkylation, and fungicidal activity of 4-(benzylideneamino)thioglycolurils
- Authors: Gazieva G.A.1, Nechaeva T.V.2, Kostikova N.N.1, Sigay N.V.1, Serkov S.A.1, Popkov S.V.3
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- The State Scientific-Research Institute of Chemical Reagents and High Purity Chemical Substances, National Research Center “Kurchatov Institute”
- D. I. Mendeleev University of Chemical Technology of Russia
- Issue: Vol 67, No 6 (2018)
- Pages: 1059-1064
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/242611
- DOI: https://doi.org/10.1007/s11172-018-2180-x
- ID: 242611
Cite item
Abstract
A series of 1,3-disubstituted 4-benzylideneamino-5-thioxohexahydroimidazo[4,5-d]imidazol-2(1H)-ones (thioglycolurils) was synthesized via the reaction of 5,7-disubstituted 3-thioxoperhydroimidazo[4,5-e]-1,2,4-triazin-6-ones with hydroxy-, alkoxy-, and fluorocontaining benzaldehyde derivatives. An alkylation of the obtained thioglycolurils with methyl iodide or 4-bromobenzyl bromide provided the corresponding 6-benzylideneamino-5-alkylsulfanyl-3,3a,6,6a-tetrahydroimidazo[4,5-d]imidazol-2(1H)-ones. The fungicidal activity of some synthesized compounds against pathogens causing diseases of agricultural crops was studied.
About the authors
G. A. Gazieva
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Author for correspondence.
Email: gaz@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
T. V. Nechaeva
The State Scientific-Research Institute of Chemical Reagents and High Purity Chemical Substances, National Research Center “Kurchatov Institute”
Email: gaz@ioc.ac.ru
Russian Federation, 3 ul. Bogorodskiy Val, Moscow, 107076
N. N. Kostikova
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: gaz@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
N. V. Sigay
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: gaz@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
S. A. Serkov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: gaz@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
S. V. Popkov
D. I. Mendeleev University of Chemical Technology of Russia
Email: gaz@ioc.ac.ru
Russian Federation, 9 Miusskaya pl., Moscow, 125047