Synthesis, Crystal Structure and Biological Activity of N-tert-butyl-N-(4-methyl-1,2,3-thiadiazole)-5-yl-N '-(4-methyl-1,2,3-thiadiazole)-5-formyl-N '-3,5-dichloropyridin-2-yl-diacylhydrazine
文献类型: 外文期刊
作者: Wang Huan 1 ; Fu Yi-Feng 1 ; Fan Zhi-Jin 1 ; Song Hai-Bin 1 ; Wu Qing-Jun 2 ; Zhang You-Jun 2 ; Belskaya, N. P. 3 ; Bakul 1 ;
作者机构: 1.Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China
2.Chinese Acad Agr Sci, Inst Vegetables & Flowers, Beijing 100094, Peoples R China
3.Ural Fed Univ, Ekaterinburg 620002, Russia
关键词: crystal structure;1,2,3-thiadiazole;synthesis;biological activity
期刊名称:CHINESE JOURNAL OF STRUCTURAL CHEMISTRY ( 影响因子:0.893; 五年影响因子:0.603 )
ISSN: 0254-5861
年卷期: 2011 年 30 卷 3 期
页码:
收录情况: SCI
摘要: The title compound N-tert-butyl-N-(4-methyl-1,2,3-thiadiazole)-5-yl-N'-(4-me-thyl-1,2,3-thiadiazole)-5-formyl-N'-3,5-dichloropyrid-2-yl-diacylhydrazines (C(18)H(17)C(12)N(7)O(3)S(2), M(r) = 514.41) has been synthesized by the reaction of N-tert-butyl-N'-3,6-dichloropyridine-2-formyl hydrazine with 4-methyl-1,2,3- thiadiazole-5-carbonyl chloride and triethylamine, and its structure was characterized by (1)H NMR, FIR MS, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group C2/c with a = 27.726(8), b = 11.045(3), c = 14.507(4) angstrom, beta = 96.758(4)degrees, Z = 8, V = 4412(2) angstrom(3), D(c) = 1.549 g/cm(3), mu = 0.521 mm(-1), F(000) = 2112, R = 0.0405 and wR = 0.1153. X-ray analysis indicates that all rings are non-planar in this molecule. The bioassay results indicate that both the title compound and the positive control RH-5992 have weak fungicide activities, while the title compound has good insecticidal activity against Plutella xylostella L. and no insecticidal activity against Culex pipiens pallens.
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