Synthesis and Biological Activities of 4-Arylmethylidene-l-aryl-2-(selenomorpholin-4-yl)-2-imidazolin-5-one

In a search for novel agrochemical with high activity and low toxicity, a series of substituted 4, 5-dihydro-imidazol-5-one containing selenomorpholine group were synthesized by a three-step synthetic route starting from 2-azido-3-aryl-acrylic add ethyl ester. The structures of title compounds were confirmed by ^lH NMR, IR, mass spectroscopy and elemental analysis. The preliminary bioassay against Gibberella zeae, Fusarium oxysporum, Pellicularia sasakii, Physalospora piricola and Cercospora beticola indicated that most title compounds displayed fungicidal activity at the concentration of 50 ppm and compounds 41, 4n, 4o were found to have particularly high activities against Physalospora piricola. A further in vivo test showed that compounds 41, 4n and 4o possessed better fungicidal activity against Physalospora piricola at a concentration of 100 ppm than Carbendazim. To our knowledge, this is first report that 4, 5-dihydro-imidazol-5-one containing selenomorpholine group display fungicidal activity against Physalospora piricola.