Synthesis, Crystal Structure and Fungicidal Activity of (Z)-3, 3-Dimethy1-1-(1H-1, 2, 4-triazol-1-yl) butan-2-one O-[(5-Aryl-1, 3, 4-oxadiazol-2-yl) methyl oxime

被引:0
作者
Tan Ying [1 ]
Xiao Mengwu [1 ]
Ye Jiao [1 ]
Hu Aixi [1 ]
Zeng Ziqing [1 ]
Ou Xiaoming [2 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
[2] Hunan Res Inst Chem Ind, Natl Engn Res Ctr Agrochem, Changsha 410007, Hunan, Peoples R China
来源
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE | 2017年 / 38卷 / 08期
关键词
1,3,4-Oxadiazole; Iodobenzene diacetate; Single-crystal structure; Fungicidal activity; 2,5-DISUBSTITUTED-1,3,4-OXADIAZOLE DERIVATIVES; BIOLOGICAL EVALUATION;
D O I
10.7503/cjcu20170024
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of (Z)-3, 3-dimethyl-1-(1H-1, 2, 4-triazol-1-yl) butan-2-one 0-[(5-aryl-1, 3, 4-oxadiazol-2-yl) methyl] oxime(4a-4u) was designed and synthesized via the reaction between iodobenzene diacetate( IBD) and the intermediates, (E)-N'-substituted benzylidene-2-({(Z)-[3, 3-dimethy1-14 1H-1, 2, 4triazol-1-y1) butan-2-ylidene] amino} oxy) acetohydrazide (3), which were prepared from (Z)-3,3-dimethy1-1(1H-1,2,4-triazol-1-y1) 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 resonance( NMR), high resolution mass spectrum(HRMS) and elemental analysis. The crystal structure of compound 4c 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 inhibition rate against Sclerotonia sclerotiorum at 25 mg/L.
引用
收藏
页码:1375 / 1382
页数:8
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