| Synthesis,Crystal Structure and Biological Activity of 5-(2-Methylphenyl)-1,3,4-oxadiazol-2(3H)-one Derivatives |
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| 作者姓名： | 陈敏 杨春龙 |
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| 作者单位： | Key Laboratory of Monitoring and Management of Crop Diseases and Pest Insects,Ministry of Agriculture, Nanjing Agricultural University;Jiangsu Key Laboratory of Pesticide Science, Nanjing Agricultural University;Department of Chemistry, College of Science, Nanjing Agricultural University |
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| 基金项目： | the Science & Technology Pillar Program of Jiangsu Province，863 Program of China，the Fundamental Research Funds for the Central Universities of China |
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| 摘 要： | 3-Methyl-5-(2-methylphenyl)-1,3,4-oxadiazol-2(3H)-one(6) and N,N-diethyl-2-(2-methylbenzoyl)-hydrazinecarboxamide(7) were designed and synthesized from 5-(2-methylphenyl)-1,3,4-oxadiazol-2(3H)-one(5) by substituting and ring-opening, respectively. The target compounds were confirmed by IR, 1H NMR spectroscopy, MS, elemental analysis and single-crystal X-ray diffraction. Compound 6(C10H10N2O2, Mr = 190.20) crystallizes in the triclinic system, space group P 1 with a = 7.4645(16), b = 10.868(2), c = 12.970(3) A, α= 110.542(2), β= 98.142(2), γ=99.766(2)°, V = 947.7(3) A3, Z = 4, F(000) = 400, Dc = 1.333 g/cm3, μ= 0.095 mm-1, the final R =0.0550 and wR = 0.1483 for 2956 observed reflections with I 2γ(I). Compound 7(C13H19N3O2, Mr= 249.31) crystallizes in the monoclinic system, space group C2/c with a = 18.926(3), b =12.1853(17), c = 14.740(2) o,(I) = 125.6380(10)°, V = 2762.7(7) A3, Z = 8, F(000) = 1072, Dc=1.199 g/cm3, μ= 0.083 mm-1, the final R = 0.0554 and w R = 0.1468 for 2395 observed reflections with I 2σ(I). The preliminary bioassay results indicate that compound 6 exhibits notable fungicidal activities against Fusarium graminearum, Botrytis cinerea, Rhizoctonia cerealis and Colletotrichum capsici at the concentration of 100 μg/mL.
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| 关 键 词： | oxadiazole hydrazinecarboxamide synthesis crystal structure fungicidal activity |
Synthesis,Crystal Structure and Biological Activity of 5-(2-Methylphenyl)-1,3,4-oxadiazol-2(3H)-one Derivatives |
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| CHEN Min,YANG Chun-Long.Synthesis,Crystal Structure and Biological Activity of 5-(2-Methylphenyl)-1,3,4-oxadiazol-2(3H)-one Derivatives[J].Chinese Journal of Structural Chemistry,2015,34(2):189-196. |
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| Authors: | CHEN Min YANG Chun-Long |
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| Institution: | Key Laboratory of Monitoring and Management of Crop Diseases and Pest Insects,Ministry of Agriculture, Nanjing Agricultural University, Nanjing 210095, China;Jiangsu Key Laboratory of Pesticide Science, Nanjing Agricultural University, Nanjing 210095, China;Department of Chemistry, College of Science, Nanjing Agricultural University, Nanjing 210095, China |
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| Abstract: | |
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| Keywords: | oxadiazole hydrazinecarboxamide synthesis crystal structure fungicidal activity |
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