Design,Synthesis and Herbicidal Activity of Novel Uracil Compounds Containing Piperidine Moiety
To search the novel,efficient and environmentally friendly herbicide compounds,based on the principle of biologically active factor splicing,26 uracil compounds with novel structures were designed and synthesized by using 2-fluoro-4-chloroaniline as raw material.The structures were confirmed by 1H NMR,13C NMR,and HRMS spectra.The results of post-seedling herbicidal activity test showed that the control effect of 5 compounds on broadleaved weeds(Zinnia elegans and Abutilon theophrasti)was 90%~100%at the concentration of 37.5 g/hm2.At a concentration of 9.375 g/hm2,there are still two compounds that have a control effect of 50%~90%on broadleaved weeds(Zinnia elegans and Abutilon theophrasti),and have no harmful effects on gramineous weeds(Echinochloa crus-galli and Setaria glauca).Molecular electrostatic potential showed that 2-chloro-N-((1-(cyclopropanecarbonyl)piperidin-4-yl)methyl)-4-fluoro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl)benzenesulfonamide(8i)and saflufenacil have similar charge distributions,which may play an important role in the docking of the compound with its target receptor.The molecular docking results revealed that compound 8i has various interactions with protoporphyrinogen oxidase.The above results laid the foundation for further optimization of uracil compounds.