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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
引用本文:WANG Huan,FU Yi-Feng,FAN Zhi-Jin,SONG Hai-Bin,WU Qing-Jun,ZHANG You-Jun,Belskaya N. P,Bakulev V. A.. 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[J]. 结构化学, 2011, 30(3): 412-416
作者姓名:WANG Huan  FU Yi-Feng  FAN Zhi-Jin  SONG Hai-Bin  WU Qing-Jun  ZHANG You-Jun  Belskaya N. P  Bakulev V. A.
作者单位:WANG Huan,FU Yi-Feng,FAN Zhi-Jin,SONG Hai-Bin(State Key Laboratory of Elemento Organic Chemistry, Nankai University, Tianjin 300071, China);WU Qing-Jun,ZHANG You-Jun(Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, No. 12 South Zhongguancun Avenue, Haidian District, Beijing 100094, China);Belskaya N. P.,Bakulev V. A.(The Ural Federal University Named after the First President of Russia B. N. Yeltsin, Yeltsin UrFU 620002, Ekaterinburg, Russia)
基金项目:This study was funded in part by the NNSFC,the NSF of Tianjin,the National Key Project for Basic Research,the Foundation of Key Laboratory of Pesticide Chemistry and Application;Ministry of Agriculture (MOA),the Russian Foundation for Basic Research,the Foundation of Achievements Transformation and Spreading of Tianjin Agricultural Science and Technology
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 (C18H17Cl2N7O3S2, Mr = 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 1H NMR, HR 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), β = 96.758(4)°, Z = 8, V = 4412(2) 3, Dc = 1.549 g/cm3, μ = 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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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-formylN'-3,5-dichloropyridin-2-yl-diacylhydrazine
WANG Huan,FU Yi-Feng,FAN Zhi-Jin,SONG Hai-Bin,WU Qing-Jun,ZHANG You-Jun,Belskaya N. P.,Bakulev V. A.. 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-formylN'-3,5-dichloropyridin-2-yl-diacylhydrazine[J]. Chinese Journal of Structural Chemistry, 2011, 30(3): 412-416
Authors:WANG Huan  FU Yi-Feng  FAN Zhi-Jin  SONG Hai-Bin  WU Qing-Jun  ZHANG You-Jun  Belskaya N. P.  Bakulev V. A.
Abstract:The title compound N-tert-butyl-N-(4-methyl-1,2,3-thiadiazole)-5-yl-N'-(4-me-thyl1,2,3-thiadiazole)-5-formyl-N'-3,5-dichloropyrid-2-yl-diacylhydrazines (C18H17C12N7O3S2, Mr=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 1H NMR, HR 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)(A), β = 96.758(4)°, Z = 8, V= 4412(2) (A)3, Dc = 1.549 g/cm3, μ = 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. su
Keywords:crystal structure  1  2  3-thiadiazole  synthesis  biological activity
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