有机化学 ›› 2012, Vol. 32 ›› Issue (9): 1736-1740.DOI: 10.6023/cjoc1203051 上一篇    下一篇

研究简报

含二氯丙烯的亚硫酸酯类化合物的合成及杀虫活性测定

李琴, 于海波, 关爱莹, 梁松军, 宋玉泉, 李斌   

  1. 沈阳化工研究院有限公司 新农药创制与开发国家重点实验室 沈阳 110021
  • 收稿日期:2012-03-05 修回日期:2012-05-22 发布日期:2012-04-18
  • 通讯作者: 李斌 E-mail:libin1@sinochem.com
  • 基金资助:

    “十二五”国家科技支撑计划(No.2011BAE06B01-05)及国家重点基础研究发展计划(973 计划)(Nos.2010CB735601, 2012CB724501)资助项目

Synthesis and Insecticidal Activity of Sulfinic Esters Containing Dichloropropene

Li Qin, Yu Haibo, Guan Aiying, Liang Songjun, Song Yuquan, Li Bin   

  1. State Key Laboratory of the Discovery and Development of Novel Pesticide, Shenyang Research Institute of Chemical Industry Co. Ltd., Shenyang 110021
  • Received:2012-03-05 Revised:2012-05-22 Published:2012-04-18
  • Supported by:

    Project supported by the National Key Project of Scientific and Technology of China (No.2011BAE06B01-05) and the National Key Basic Research Program

为了寻找和发现高效、广谱、低毒、低生态风险并与现有杀虫剂无交互抗性的新型杀虫剂,以对苯二酚为原料,经多步反应制得11个新型含二氯丙烯的亚硫酸酯类化合物,其结构经核磁共振氢谱、碳谱、元素分析确证.室内生物活性测定结果表明,目标化合物对小菜蛾(Plutella xylostellaL.)具有较好的杀虫活性,其中3-[2,6-二氯-4-(3,3-二氯烯丙氧基)苯氧基]丙基正己基亚硫酸酯(7h)在10mg/L下对小菜蛾的致死率可达到80%,优于对照药三氟甲吡醚.

关键词: 二氯丙烯, 亚硫酸酯, 合成, 杀虫活性, 小菜蛾

In search for new insecticides with high activity, broad-spectrum, low toxicity, favorable safety profile and no cross resistance to commercialized insecticides, eleven novel sulfinic esters containing dichloropropene were designed and synthesized from p-dihydroxybenzene in multiple steps. The structures of title compounds were identified by 1H NMR,13C NMR spectra and elemental analysis. The preliminary bioassays indicated that some of the target compounds showed good insecticidal activity against Plutella xylostella L. 3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)phenoxyl]propyl n-hexyl sulfurous ester (7h) showed 80% mortality against Plutella xylostella L. at 10 mg/L, better than pyridaly.

Key words: dichloropropene, sulfinic esters, synthesis, insecticidal activity, Plutella xylostella L