Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2229-2233.DOI: 10.6023/cjoc201504018 Previous Articles     Next Articles



曲智强, 李付博, 邢程远, 姜林   

  1. 山东农业大学化学与材料科学学院 泰安 271018
  • 收稿日期:2015-04-13 修回日期:2015-05-29 发布日期:2015-06-04
  • 通讯作者: 姜林
  • 基金资助:

    山东省科技发展计划(No. 2013GZX20109)资助项目.

Synthesis and Antifungal Activity of Novel Benzimidazol-2-ylcyanoketone Oxime Ethers Containing Morpholine Moiety

Qu Zhiqiang, Li Fubo, Xing Chengyuan, Jiang Lin   

  1. College of Chemistry and Material Science, Shandong Agricultural University, Taian 271018
  • Received:2015-04-13 Revised:2015-05-29 Published:2015-06-04
  • Supported by:

    Project supported by the Science and Technology Development Plan of Shandong Province (No. ZR2013GZX20109).

A series of benzimidazol-2-ylcyanoketone oxime ethers containing morpholine moiety (4a4h) were synthesized from 2-benzimidazolyl acetonitrile, sodium nitrite, chloroacetyl morpholine and haloalkane/benzyl chloride via sequential reactions of oximation, substitution and etherification. The structures of the target compounds were elucidated by IR, NMR, MS, and elemental analysis. All the target compounds were tested for in vitro antifungal activities against Botrytis cinerea and Sclerotinia sclerotiorum by the mycelium growth rate test, and the results indicated that some compounds displayed higher antifungal activity as compared to carbendazim, among which the compounds containing 4-fluorobenzyl or 4-chlorobenzyl moiety (4e, 4f) have excellent activity.

Key words: oxime ether, benzimidazole, morpholine, antifungal activity