Synthesis And Biological Activity Of Pyrazole Derivatives And Process Optimization Of A Coragen Derivative

Nitrogen containing heterocyclic compounds have unique chemical structures,which show intentional activities in many aspects,and have been the focus of new pesticide development.Pyrazole ring is a kind of nitrogen-containing heterocyclic structure in nature,which has been used widely in the development of new compounds,not only medicine but also new pesticide development.In order to develop new broad-spectrum,high-efficiency,low toxicity and environment-friendly insecticides,we designed and synthesized 15 pyrazole amides by using pyrazole amides as lead compounds,active substructure splicing and analogical synthesis.10 acrylonitrile compounds containing 2,4-dichlorophenyl were designed and synthesized by molecular structure design,homology synthesis and active substructure splicing.The structure of the compound was characterized by ¹HNMR and HRMS.The insecticidal activities of 15 pyrazole amides against Plutella xylostella Linnaeus were tested.The results showed that all the compounds had certain insecticidal activities.The lethal rate of compoundsⅡ7a₁b₁-1,Ⅱ7a₂b₂c-1 andⅡ7a₂b₂c-3 to Plutella xylostella could reach 100%at the concentration of 100 mg/L.The results of acaricidal experiments on 10 synthesized acrylonitrile compounds showed that all of them had effects on Tetranychus cinnabarinmam Boisduval.The lethal rate of compoundsⅢ5-c andⅢ5-F to Tetranychus cinnabarinus could reach100%after 48 h of culture at the dosage of 10 mg/L.3-（2-bromoethoxy）-N-（4-chloro-2-methyl-6-（methylcarbamoyl）phenyl）-1-（3-chloropyridine-2-yl）-pyrazole-5-carboxamide is a new chlorantraniliprole derivative synthesized in our laboratory in 2018.It has ultra-high activity against Spodoptera exigua and Chilo suppressalis.We named it 2-bromoacetamide.We studied the solvent,reactant ratio and recycle of the reaction solution in the synthesis of 2-bromoxamide.Through a large number of systematic experiments,we determined a suitable production process.The recycle of the reaction solution greatly improved the conversion rate of raw materials and reduced the discharge amount of industrial wastes.