Synthesis, S-alkylation, and fungicidal activity of 4-(benzylideneamino)thioglycolurils

被引:11
作者
Gazieva, G. A. [1 ]
Nechaeva, T. V. [2 ]
Kostikova, N. N. [1 ]
Sigay, N. V. [1 ]
Serkov, S. A. [1 ]
Popkov, S. V. [3 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
[2] Natl Res Ctr, Kurchatov Inst, State Sci Res Inst Chem Reagents & High Purity Ch, 3 Ul Bogorodskiy Val, Moscow 107076, Russia
[3] DI Mendeleev Univ Chem Technol Russia, 9 Miusskaya Pl, Moscow 125047, Russia
关键词
3-thioxoperhydroimidazo[4; 5-e]-1; 2; 4-triazin-6-ones; ring contraction; 5-thioxohexahydroimidazo[4; 5-d]imidazol-2(1H)-ones; thioglycolurils; S-alkylation; Triadimefon; fungicidal activity; RING CONTRACTION; SUBSTITUTED THIOGLYCOLURILS; IN-VITRO; DERIVATIVES; CANCER; LIGAND;
D O I
10.1007/s11172-018-2180-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:1059 / 1064
页数:6
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