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Oxadiazole compound containing pyridine, and preparation method and application of oxadiazole compound containing pyridine

A technology of oxadiazoles and compounds, applied in the field of oxadiazoles

Active Publication Date: 2014-03-12
南通新咏纺织科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003]However, there is no information about 2-(4-pyridyl-yl)-5-(substituted alkylthio)-1,3,4-oxadiazole derivatives Bibliographical reports on the synthesis and biological activity of

Method used

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  • Oxadiazole compound containing pyridine, and preparation method and application of oxadiazole compound containing pyridine
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  • Oxadiazole compound containing pyridine, and preparation method and application of oxadiazole compound containing pyridine

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Experimental program
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Embodiment 1

[0025] 2-(4-pyridine-yl)-5-(4-methoxybenzylthio)-1,3,4-oxadiazole (1): 88% yield, melting point 126-128°C; 1 H NMR (CDCl 3 , 400 MHz), d:3.77(s, 3H, OMe), 4.50(s, 2H, SCH 2 ), 6.84(d, J =8.6Hz, 2H, ArH), 7.36(d, J =8.6Hz, 2H, ArH), 7.82(d, J =4.8Hz, 2H, Py), 8.77(d, J =2.8Hz, 2H, Py).

Embodiment 2

[0027] 2-(4-pyridine-yl)-5-(2-fluorobenzylthio)-1,3,4-oxadiazole (2): 84% yield, melting point 119-122°C; 1 H NMR (CDCl 3 , 400 MHz), d:4.51(s, 2H, SCH 2 ), 7.30(s, 2H, ArH), 6.99-7.05(m, 2H, ArH), 7.19-7.25(m, 1H, ArH). 7.46-7.49(m, 1H, Py), 7.83(s, 2H, Py), 8.74(s, 2H, Py).

Embodiment 3

[0029] 2-(4-pyridin-yl)-5-(4-tert-butylbenzylthio)-1,3,4-oxadiazole (3): 86% yield, melting point 114-115 ? C; 1 H NMR (CDCl 3 , 400 MHz), d:1.31(s, 9H, Bu), 4.55(s, 2H, SCH 2 ), 7.30(q, J =8.6Hz, 4H, ArH), 7.86(d, J =5.7Hz, 2H, Py), 8.81(d, J =5.3Hz, 2H, Py).

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Abstract

The invention discloses an oxadiazole compound containing pyridine, a preparation method of the oxadiazole compound containing pyridine and application of the oxadiazole compound containing pyridine in prevention and control of tomato bacterial speck, cucumber fusarium wilt and botrytis cinerea, wherein the compound is shown in a formula (I). The compound provided by the invention is a new compound with bactericidal activity and provides a base for research and development of new pesticides. The formula (I) is shown in the specification.

Description

technical field [0001] The invention relates to a pyridine-containing oxadiazole compound, namely 2-(4-pyridinyl)-5-(substituted alkylthio)-1,3,4-oxadiazole derivative and its preparation and application. Background technique [0002] Heterocyclic compounds have become the mainstream in the development of new pesticides, and in heterocyclic compounds, nitrogen-containing heterocycles are the main ones. 1,3,4-Oxadiazole compounds also have very important biological activities, including anti-inflammatory, anti-cancer, anti-viral, antibacterial and herbicidal activities. For example, the synthetic 2-substituted pyrazole-5-methylthio-1,3,4-oxadiazole exhibited good inhibitory activity against rice sheath blight at 100 mg / L; 2-methyl-5 -Substituted benzylthio-1,3,4-oxadiazoles have good inhibitory effect on rapeseed at 100ppm. [0003] However, there are no literature reports on the synthesis and biological activity of 2-(4-pyridyl)-5-(substituted alkylthio)-1,3,4-oxadiazole ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/04A01N43/824A01P3/00A01P1/00
CPCA01N43/82C07D413/04C07D413/14
Inventor 刘幸海孙召慧杨明艳谭成侠翁建全
Owner 南通新咏纺织科技有限公司
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