The Study On The Synthesis And Biological Activities Of Insect Chitin Inhibitors Containing 5-aminothiazole Ring

As a kind of insect chi tin synthesis inhibitor,benzoyl ureeas have broad spectrum of biological activities,use of low concentration and rapid degradation characteristics Since chitin is not present in mammals and higher plants,it makes benzoyl ureas possess.a very high environmental safety,and receive much interest to the study of the biological activities after decades of development.In addition,owing to their high insecticidal,fungicidal and herbicidal activities,thiazole derivatives have received much attention from pesticide research workers in the discovery of new pesticides.Although 2-aminothiazole derivatives as a branch of thi azole have received much interests from biochemists due to their broad spectrum of biological activities and dozens of them being commercialized,5-ami nothi azole derivatives structurally similar to 2-ami nothi azole derivatives have not yet attracted enough attention from biochemists and have no commercialization 5-ami nothi azole derivatives.In order to find new benzoyl urea derivatives contaning 5-ami nothi azole cycle with high biological activities,using active substructure splicing and bioisostere principle methods,three kinds of benzoyl urea derivatives containing 5-ami nothi azole ring have been designed and synthesize,and their structure-activities relationship and structure modification will be studied.Twenty-six compounds containing 5-ami nothiazole insect chi tin inhibitors have been designed and synthesized.Their structures of all these neuw compounds have been confirmed with 1H NMR,13C NMR and spectrometry.The bioactivity results showed that some compounds showed good insecticidal activity.For example,nearly half of the target compounds showed 100%biological activity against mosquito larvae at a concentration of 10 ppm,gradeA level of activity.Especially compound Ij showed 100%biological activity against Mosquito larvae at a concentration of 10 ppm,5 ppm,2 ppm,are up to A level activity.And compounds ? d?Ig?? a showed 100%biological activity against Bollworm and Corn borer at a concentration of 600 ppm,grade A level of activity.When the test concentration dropped 200 ppm,compounds ? g?? a showed 100%biological activity against Bollworm and Corn borer,grade A level of activity;the test concentration dropped 100 ppm,compounds ? g showed 90%biological activity against Bollworm and Corn borer,grade A level of activity.Target compounds sterilization ineffective.The influence factors of solvent,temperature etc on the reaction of substitution isocyanate with 5-ami nothi azole have been investigated.Through the optimization of the reaction conditions,the yields of most target compounds have reached above 90%.Through the study of the synthesis of intermediate 5-aminothiazole,the literature synthetic method of 2,4-disubstituted-5-ami nothi azole derivatives based on the Ugi four-component reaction by Thompson in 2008,has been optimized.Using anhydrous toluene replace xylene in the cyclization process,the solvent can be recycled easily,and using isopropyl to recrystallize 5-ami nothi azola derivatives is more economical and practical than the column chromatography purification method in the literature.