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New neonicotinoid compound synthesis and insecticidal activity assay (c )

Author: MaXuBo
Tutor: XueSiJia
School: Shanghai Normal University
Course: Organic Chemistry
Keywords: Neonicotinoid 1,3,5 - hexahydro- triazine Synthesis Crystal structure Insecticidal activity
CLC: S482.3
Type: Master's thesis
Year: 2011
Downloads: 65
Quote: 0
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Abstract


Neonicotinoid insecticidal lead compounds with insecticidal activity in order to find and filter in line with the requirements of the 21st century, the development of new pesticides , commercialized neonicotinoid pesticides structural transformation and optimize the design and synthesis of the formula , respectively for ( I ) and ( II ) two series of a total of 24 new compounds have not been reported . (1). Neonicotinoid insecticide clothianidin amines have been commercialized texture and structure, the hydroxy acid as a starting material , followed by esterification , nucleophilic substituted the mannich condensation multi-step reaction synthesis of 11 is not see reported in the literature 1 - thiazol- methyl-3 - methyl-5 - substituted amide group, 1,3,5 - hexahydro- triazin - 2- N - nitro - imine derivative ( I a to I k ) . (2) S-methyl -N- nitroisothiourea , substituted benzyl amines as raw materials , passes through the substitution reaction , Mannich reaction synthesis of 12 not been reported in the literature 1 - furan -5 (tetrahydrofuran) - substituted 1,3,5 - hexahydro- triazin -2-N- nitro- imine (Ⅱ a ~ Ⅱ m). Using proton nuclear magnetic resonance spectroscopy (1H NMR ) , infrared spectroscopy ( IR ) , mass spectrometry ( EI - MS) , and elemental analysis analytical tools to characterize the structure of the two series of compounds and their physical properties , spectral properties , the reaction conditions , synthesis method for the systematic analysis and discussion . To further understand the spatial structure of the compound , the preliminary exploration target compound structure-activity relationships , Single Crystal X - ray diffraction determination of the crystal structure of this thesis, the series ( II ) compounds (Ⅱ h) to obtain the structure of racemic type compounds , and conducted a preliminary analysis of the structure and activity . Commissioned bioassay Ministry of National Southern Pesticide Research Center , Zhejiang base determination of the insecticidal activity of the target compounds in the series ( I ) and ( II ) . The measurement results show that the series (Ⅰ) of 11 target compounds in 500mg / L, brown planthoppers (Nilaparvata legen) and alfalfa aphid (Aphis medicaginis) has a greater than equal to 90% of the death rate , which target compounds Ⅰ g , Ⅰ i in the 20 mg / L concentration planthopper inhibition rates were 85% , 100% . 13 compounds in the series ( II ) of armyworm and carmine spider mite in 500mg / L have insecticidal activity armyworm general activity is better than the carmine spider mite , and some of the compounds in the 100mg / L of armyworm can reach 80% of inhibition rate .

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CLC: > Agricultural Sciences > Plant Protection > Pesticide ( chemical control ) > Various pesticides > Pesticides
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