Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (10): 2057-2062.DOI: 10.6023/cjoc201404008 Previous Articles     Next Articles



王子时a, 叶汉韬a, 肖丹a, 马东升a, 高金胜a,b, 于颖慧a, 侯广峰b, 闫鹏飞a   

  1. a. 黑龙江大学化学化工与材料学院 哈尔滨 150080;
    b. 黑龙江大学农药工程中心 哈尔滨 150080
  • 收稿日期:2014-04-03 修回日期:2014-05-07 发布日期:2014-06-09
  • 通讯作者: 马东升, 侯广峰
  • 基金资助:

    国家自然科学基金(Nos. 21371052,21272061)及黑龙江省教育厅科学研究基金(No. 12531512)资助项目.

Synthesis and Fungicidal Activity of New Pyrrolpyrazole Compounds

Wang Zishia, Ye Hantaoa, Xiao Dana, Ma Dongshenga, Gao Jinshenga,b, Yu Yinghuia, Hou Guangfengb, Yan Pengfeia   

  1. a. School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080;
    b. Engineering Research Center of Pesticide of Heilongjiang University, Heilongjiang University, Harbin 150080
  • Received:2014-04-03 Revised:2014-05-07 Published:2014-06-09
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21371052 and 21272061) and the Scientific Research Fund of Heilongjiang Provincial Education Department (No. 12531512).

With the aim of obtaining new potential fungicide candidates with higher biological activities and environmental safety, ten new pyrrolpyrazole compounds based on the structures of fludioxonil were designed and synthesized. The benzene ring in original fludioxonil structure is replaced by pyrazole ring to improve its bactericidal activity. All the structures of target products and their intermediates are characterized and confirmed by 1H NMR, FTIR, single crystal diffraction, HPLC, elemental analysis and melting point determination. Six single crystals of final products are also achieved by volatilization under room temperature. Biological activity tests are conducted for six compounds. The results show that each compound exhibits certain antibacterial activity toward rhizoctonia, botrytis cinerea and cucumber downy mildew, which provides valuable information for further development of new pesticides fungicides.

Key words: fludioxonil, pyrrolpyrazole compound, synthesis, reaction condition, biological activity test