摘要
以5-(4-氨基苄基)-2-硫代-2,4-咪唑啉二酮、5-(4-氨基苄基)-2,4-咪唑啉二酮和5-(4-氨基苯基)-2,4-咪唑啉二酮为原料,分别与取代苯/吡啶甲酰基异氰酸/异硫氰酸酯反应合成了15个新型含2,4-咪唑啉二酮杂环的酰基硫脲及酰基脲类化合物.它们的结构经IR,1H NMR和HR-ESI-MS的确证.以粘虫(Mythimna separata)、棉铃虫(Helicoverpa armigera),玉米螟(Ostrinia nubilalis)、小菜蛾(Plutella xylostella)、蚜虫(Aphis laburni)和蚊幼虫(Culex pipiens pallens)为试虫测试了它们的生物活性,结果表明部分化合物特别是5-(4-氨基苯基)-2,4-咪唑啉二酮-2,4,6-三氯苯甲酰基硫脲(4)在600 mg/L测试浓度下对棉铃虫、玉米螟、小菜蛾的死亡率分别为85%,90%和100%,在10和5 mg/L测试浓度下对蚊幼虫的死亡率均为100%,表现出良好的杀虫活性.
Fifteen novel benzoylthioureas and benzoylureas containg hydantoin ring were synthesized by the reaction of 5-（4-aminophenyl）-and 5-（4-aminobenzyl）-hydantoin or 5-（4-aminobenzyl）-thiohydantoin with substituted benzoyl or pyridi-neacyl isocyanates and isothiocyanates, respectively. Their structures were characterized by the IR, 1H NMR and HR-ESI-MS spectral data. Their bioactivities were evaluated with the insects Mythimna separata, Helicoverpa armigera, Ostrinia nubilalis, Plutella xylostella, Aphis laburni and Culex pipiens pallens. The results showed that 5-（4-aminophenyl）hydantoin-2,4,6-trichlorobenzoylthiourea （4） exhibit 85%, 90%and 100%mortality against H. armigera, O. nubilalis and P. xylostella at the concentration of 600 mg/L, 100%mortality against larva of C. pipiens at the concentration of 5 and 10 mg/L, respectively.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2014年第12期2517-2522,共6页
Chinese Journal of Organic Chemistry
基金
“十二五”科技支撑计划(No.2011BAE06B03)
国家自然科学基金(No.20772150)资助项目~~
