含吗啉环的2-苯并咪唑基氰基甲酮肟醚的合成及杀菌活性
收稿日期: 2015-04-13
修回日期: 2015-05-29
网络出版日期: 2015-06-04
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
Received date: 2015-04-13
Revised date: 2015-05-29
Online published: 2015-06-04
Supported by
Project supported by the Science and Technology Development Plan of Shandong Province (No. ZR2013GZX20109).
曲智强 , 李付博 , 邢程远 , 姜林 . 含吗啉环的2-苯并咪唑基氰基甲酮肟醚的合成及杀菌活性[J]. 有机化学, 2015 , 35(10) : 2229 -2233 . DOI: 10.6023/cjoc201504018
A series of benzimidazol-2-ylcyanoketone oxime ethers containing morpholine moiety (4a～4h) 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
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