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Quinazoline-containing 1,3,4-oxadiazole derivative, and preparation method and application threreof

A technology of oxadiazoles and quinazolines, which is applied in the field of prevention and control of plant pathogenic bacteria, can solve the problems of general activity against plant pathogenic bacteria, and achieve the effect of outstanding inhibitory activity and obvious application value

Inactive Publication Date: 2019-05-07
NANJING AGRICULTURAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] In summary, we found that 1,3,4-oxadiazoles have a broad spectrum of biological activities and play an important role in the creation of new antibacterial agents, but the currently reported compounds except 1,3,4-oxadiazoles In addition to the superior and broad-spectrum antibacterial activity of oxadiazole sulfone compounds, the activity of other types of compounds against plant pathogenic bacteria is relatively general

Method used

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  • Quinazoline-containing 1,3,4-oxadiazole derivative, and preparation method and application threreof
  • Quinazoline-containing 1,3,4-oxadiazole derivative, and preparation method and application threreof
  • Quinazoline-containing 1,3,4-oxadiazole derivative, and preparation method and application threreof

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Embodiment 1

[0037] Example 1: Synthesis of 2-phenyl-5-((quinazolin-4-yl)thio)-1,3,4-oxadiazole (Ia):

[0038] Add 2-phenyl-5-mercapto-1,3,4-oxadiazole (2.81mmol), 4-chloroquinazoline (2.81mmol), triethylamine (8.42mmol) and 40mL acetonitrile into a 50mL three-necked flask , after stirring at room temperature for about 15 minutes, heated to reflux, TLC followed the reaction process (V 石油醚 :V 乙酸乙酯 =3:1), after the raw material point disappeared, stop the reaction. After cooling to room temperature, the solvent was distilled off under reduced pressure, and recrystallized from ethanol to obtain white solid Ia.

[0039] Compound Ib-Iw is synthesized sequentially according to the method of embodiment one, and the physicochemical properties and mass spectral data of the synthetic quinazoline-containing 1,3,4-oxadiazole derivatives (Ia-Iw) are shown in Table 2, NMR hydrogen Spectrum ( 1 H NMR) and carbon spectrum ( 13 C NMR) data are shown in Table 3:

[0040] Table 2 The physicochemical pr...

Embodiment 2

[0046]Embodiment two: the antibacterial activity of 1,3,4-oxadiazole derivatives (Ia-Iw) containing quinazoline

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Abstract

The invention belongs to the field of pesticides, and discloses a quinazoline-containing 1,3,4-oxadiazole derivative, and a preparation method and application thereof. The structure of the derivativeis shown as in a specification (I). The compound disclosed by the invention has a simple preparation method, has an obvious inhibiting effect on xanthomonas citri and ralstonia solanacearum, and can be applied to preventing and treating plant pathogenic bacteria.

Description

technical field [0001] The present invention relates to the field of pesticides, in particular to a quinazoline-containing 1,3,4-oxadiazole derivative, to a preparation method of the derivative, and to the use of the derivative in the prevention and treatment of plant pathogens Bacterial applications. Background technique [0002] Plant pathogenic bacteria have the characteristics of wide infection spectrum, rapid onset and difficult control, which have caused huge economic losses to agricultural production. At present, the main way to control plant pathogenic bacteria is still chemical control, but due to the shortcomings of the existing pesticides, such as the scarcity of varieties and the relatively single target of action, the problem of resistance of plant pathogenic bacteria has gradually emerged. In addition, the problem of high toxicity to the environment existing in the existing agents also greatly restricts their production and application. Therefore, the develop...

Claims

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Application Information

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IPC IPC(8): C07D413/12A01N43/824A01P1/00
Inventor 王晓斌
Owner NANJING AGRICULTURAL UNIVERSITY
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