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在合成含咪唑啉2,4-二酮磷酸酯和磷酰胺类化合物的基础上,根据Hydantocidin在植物体内的作用形式是Hydantocidin 5’-phosphate的特点,将5-[4-羟基-3-硝基-苯(苄)基]-2,4-咪唑啉二酮中间体与O,N-二烷基硫代磷酰氯反应合成得到了18个结构新颖的O-烷基-N-烷基-5-[4-羟基-3-硝基-苯(苄)基]-2,4-咪唑啉二酮硫代磷酰胺酯类化合物,其结构通过IR,1H NMR,31P NMR和元素分析表征.初步生物测定结果表明,化合物O-乙基(丙基)-N-异丙基-5-(4-羟基-3-硝基苄基)-2,4-咪唑啉二酮硫代磷酰胺酯(B10,B16)在100μg/mL浓度下对油菜的抑制率为64.1%和69.6%,O-甲基-N-正丁基-5-(4-羟基-3-硝基苄基)-2,4-咪唑啉二酮硫代磷酰胺酯(B15)对蚜虫和小菜蛾均表现了良好的杀虫活性,在300μg/mL浓度下24 h的校正死亡率分别为100%和95%.
Based on the synthesis of 2,4-diketone-containing imidazoline and phosphoramidates, according to the characteristic of Hydantocidin in plant, which is characterized by Hydantocidin 5’-phosphate, 5- [4-hydroxy-3- Benzyl-benzyl] -2,4-imidazolidinone intermediate with O, N-dialkylthiophosphoryl chloride to give 18 novel O-alkyl-N-alkyl- The structure of 5- [4-hydroxy-3-nitro-benzene (benzyl)] -2,4-imidazolidinone thiophosphoramidate is characterized by IR, 1H NMR, 31P NMR and elemental analysis. Preliminary bioassay results showed that the compound O-ethyl (propyl) -N-isopropyl-5- (4-hydroxy-3- nitrobenzyl) -2,4-imidazolidinone thiophosphoramidate (B10, B16) inhibited rapeseed at a concentration of 100 μg / mL of 64.1% and 69.6%, respectively. O-methyl-N-n-butyl- , 4-imidazolidinone thiophosphoramidate (B15) showed good insecticidal activities against both aphids and diamondback moth. The corrected mortality rates at 100 and 95% resp. At 300 μg / mL were 100% and 95%, respectively.