3-芳基-1,3-苯并噁嗪的合成及其生物活性研究

Studies on the Synthesis and Bioactivity of 3-Aryl-1,3-benzoxazines

以四氯化锡作催化剂,水杨醛、取代苯胺、硼氢化钠、多聚甲醛为原料合成了4种3-芳基-1,3-苯并噁嗪类化合物,收率为63%~73%（以氨甲基苯酚计,n/n）。产物化学结构经IR、1H NMR、13C NMR、MS和元素分析确证。测定了所合成化合物的杀虫和杀菌活性,结果表明合成化合物具有一定的杀菌活性,如5d在500 mg/L浓度下对稻纹枯病菌的防效为80%,5c在25 mg/L浓度下对油菜菌核病菌的抑制率为78.5%。

Four 2-aryl-1,3-benzoxazines were prepared in 63%~73% yields from o-aminomethyl phenols and paraformaldehyde under catalysis of SnCl4.The structures of the target compounds were characterized with IR,1H NMR,13C NMR,MS and element analysis.The results showed that the catalytic activity of SnCl4 was higher than that of TsOH or H2SO4.The fungicidal activities of the title compounds were higher than their insecticidal activities.For instance,compound 5d showed 80.0% inhibitory rate against Rhizoctonia solani at the concentration of 500 mg/L,while compound 5c showed 78.65% inhibitory rate against Sclerotonia sclerotiorum at the concentration of 25 mg/L.