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  

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

作　　者：曲智强[1] 李付博[1] 邢程远 姜林[1] 

机构地区：[1]山东农业大学化学与材料科学学院,泰安271018

出　　处：《有机化学》2015年第10期2229-2233,共5页Chinese Journal of Organic Chemistry

基　　金：山东省科技发展计划(No.2013GZX20109)资助项目~~

摘　　要：利用活性结构拼接原理,以2-苯并咪唑乙腈、亚硝酸钠、氯乙酰吗啉、卤代烃等为原料,经过肟化、取代和醚化等三步反应合成了一系列新型的[1-(4-吗啉基)羰基亚甲基苯并咪唑-2-基]氰基甲酮肟醚(4a^4h),其结构经IR,NMR,MS和元素分析确认.初步生物活性测试结果表明,部分化合物对生菜灰霉菌和番茄菌核菌有较高的抑制活性,与对照药剂多菌灵相比,含4-氟苄基或4-氯苄基的化合物4e,4f活性优异.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.

关 键 词：肟醚 苯并咪唑 吗啉 杀菌活性 

分 类 号：O626[理学—有机化学]