摘要
以3,3-二甲基-1-(1H-1,2,4-三唑基)-2-丁酮肟为原料,经醚化、肼解及腙化3步反应得到(E)-N'-(取代苯亚甲基)-2-[(Z)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)丁基-2-亚甲氨氧基]乙酰肼(3a^3u),化合物3与二乙酸碘苯(IBD)反应,合成了21个(Z)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)-2-丁酮肟-(5-芳基-1,3,4-噁二唑-2-基)甲基醚(4a^4u),化合物4的化学结构经核磁共振谱、高分辨质谱和元素分析确证.采用单晶X射线衍射仪测定了化合物4c的晶体结构.抑菌活性测试结果表明,在500 mg/L浓度下,化合物4k,4f,4j和4n对纹枯病菌的防效率分别为70.9%,60.2%,60.0%和60.6%;在25 mg/L浓度下,化合物4b,4c,4d和4e对菌核病菌的抑制率为71.8%~76.9%.
A series of （ Z ） -3,3-dimethyl- 1- （ 1 H- 1,2,4-triazol- 1-yl ） butan-2-one O- [ （ 5-aryl- 1,3,4-oxadi- azol-2-yl） methyl ] oxime （4a--4u） was designed and synthesized via the reaction between iodobenzenc diaee- tate （ IBD ） and the intermediates, （ E ） -N＇-substituted benzylidene-2- （ { （Z） - [ 3,3-dimethyl- 1- （ 1 H- 1,2,4- triazol- 1-yl） butan-2-ylidene ] amino toxy） acetohydrazide （ 3）, which were prepared from （Z） -3,3-dimethyl- 1 - （1H-1,2,4-triazol-1-yl） butan-2-one oxime via etherification, hydrazinolysis and condensation with various of substituted benzaldehyde. The structures of target compounds 4 were confirmed by muclear magnetian reso-nance（NMR）, high resolution mass spectrum（HRMS） and elemental analysis. The crystal structure of compound 4e was determined by X-ray diffraction analysis. The results of fungicidal activity indicated that some of the title compounds exhibited moderate control rate against Rhizoctonia solani at 500 mg/L and moderate inhi- bition rate against Sclerotonia sclerotiorum at 25 mg/L.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2017年第8期1375-1382,共8页
Chemical Journal of Chinese Universities
基金
长沙市科技计划项目(批准号:Kq1602039)资助~~
关键词
1
3
4-噁二唑
二乙酸碘苯
单晶结构
抑菌活性
1,3,4-Oxadiazole
Iodobenzene diacetate
Single-crystal structure
Fungicidal activity
