Study On Synthesis And Insecticidal Activity Of Quinoline-2,4-dione Derivatives

In recent years, heterocyclic compounds are used to research and develop new pesticides because of theirs features of high efficiency, low toxicity and environmentally friendly in the areas of antibacterial, herbicidal and insecticidal plant protection.Quinoline compounds are a very important class of heterocyclic compounds, which have wide application and good prospects for development in the field of health care and plant protection. They are important precursor compounds of the drug for the anti-tumor, anti-HIV drugs and so on, while are also occupy an important position on created of new green pesticidesBased on this, the paper designed to use anthranilic acid, p-chloro anthranilic acid and 4- methyl anthranilic acid as raw materials ,we synthesized 24 quinoline-2,4-dione derivatives by esterification , acylation, cyclization and then esterification,and all the synthesized compounds were characterized by IR, NMR and ESI-MS,and the derivatives were first studied.All the compounds were studied for antifeedant activity and insecticidal activity of third M. separata, in order to find new efficiency and low toxicity pesticidesThe insecticidal activity results showed as fowllows: the 24 compounds has differerntly ntifeedant activity and insecticidal activity for third M. separata at concentration of 100 mg/L. Experimental data show, the activity for the compounds of the third position of the quinoline ring are substituted by 2,4 - dichlorobenzene of is better than the compounds which substituted by the 3,4 - dichloro-phenyl, such as the mortality rate of M3b is 19.28%, higher than M4b(10.00%). The compounds that have different types and locations'substituents on the benzene ring of the quinoline ring have no significant difference in effects of insecticidal activity, for example the mortality rates of M1a, M2d and M3e are 17.20%, 16.92% and 14.96%, the difference is small; the derivatives that 4-hydroxy were esterified by a- Methacryloyl chloride , have higher insecticidal activity than other derivatives which were derived from the same intermediates but esterified by other differet acyl chloride , for example M1a which mortality rate reached 17.20% in 48 h, close to Imidacloprid (22.86%) ,and higher than the other compounds derived from the same intermediate M1b (8.00 %), M1c (4.00%), M1d (8.00%) and M1e (8.62%).