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-methyl- phenyl）- 1,3,4-oxadiazol-2（3H）-one ...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-methyl- phenyl）- 1,3,4-oxadiazol-2（3H）-one （5） by substituting and ring-opening, respectively. The target compounds were confirmed by IR, JH NMR spectroscopy, MS, elemental analysis and single-crystal X-ray diffraction. Compound 6 （Cl0Hl0N202, Mr = 190.20） crystallizes in the triclinic system, space group P1 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〉 2σ（1）. Compound 7 （C13HI9N302, Mr = 249.31） crystallizes in the monoclinic system, space group C2/e with a = 18.926（3）, b = 12.1853（17）, e = 14.740（2） A, fl = 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 wR = 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.展开更多
基金supported by the Science & Technology Pillar Program of Jiangsu Province(No.BE2012371)863 Program of China(No.2011AA10A206)the Fundamental Research Funds for the Central Universities of China(No.KYZ201223)
文摘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-methyl- phenyl）- 1,3,4-oxadiazol-2（3H）-one （5） by substituting and ring-opening, respectively. The target compounds were confirmed by IR, JH NMR spectroscopy, MS, elemental analysis and single-crystal X-ray diffraction. Compound 6 （Cl0Hl0N202, Mr = 190.20） crystallizes in the triclinic system, space group P1 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〉 2σ（1）. Compound 7 （C13HI9N302, Mr = 249.31） crystallizes in the monoclinic system, space group C2/e with a = 18.926（3）, b = 12.1853（17）, e = 14.740（2） A, fl = 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 wR = 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.
