2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative and application thereof

A technology of azole derivatives and thiadiazoles, applied in the field of 2--5--1,3,4-oxadiazole derivatives, which can solve problems such as uneven color, reduced quality, and poor smoke taste

Inactive Publication Date: 2012-12-26
GUIZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, the color of the diseased leaves is uneven after dryi

Method used

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  • 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative and application thereof
  • 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative and application thereof
  • 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative and application thereof

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[0044] Example :Synthesis of target compound

[0045] Synthesis of 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxadiazole derivatives

[0046] Synthesis of intermediate ethyl carbazate

[0047]

[0048] Put diethyl carbonate (11.8g, 0.1mol) and 80% hydrazine hydrate (5.9g, 0.095 mol) into a 100 mL three-necked flask, stir at room temperature (23℃) for 4h, TCL followed the reaction (iodine color, V petroleum Ether: V ethyl acetate=3:1). The ethanol and water were removed under reduced pressure, and colorless crystals were precipitated. The product was obtained with a pumping rate of 9g, with a melting point of 44~45℃ (45~46℃, Fan, Z. J., et al, 2009), and a yield of 87%.

[0049] Synthesis of condensation intermediates

[0050]

[0051] Put ethyl acetoacetate (6.5g, 0.05 mol) and dichloromethane (35 mL) into a 100 mL three-necked flask, and dissolve ethyl carbazate (5.2g, 0.05 mol) in dichloromethane (17 mL) Then slowly drip into the three-necked bottle, the dripping is comp...

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Abstract

The invention provides a 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative with better crop virus disease resistant activity. A target compound has a novel structure; and a commercial 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative is not available on a pesticide market; therefore, cross resistance cannot be generated between the 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thia)diazole derivative and the traditional antiviral agent; and better application prospects are obtained.

Description

technical field [0001] The present invention relates to chemical industry and pesticide, and the specific technology is 2-(4-methyl-1,2,3-thiadiazole)-5-(substituent)-1,3,4-oxa(thiadiazole) derivative substances and their applications. Background technique [0002] Tobacco mosaic virus (abbreviation: TMV) is the pathogen of tobacco mosaic disease, etc. It belongs to the Tobamovirus group and has a wide range of hosts. 350 species of plants in 36 families, including tobacco, tomato, eggplant, pepper, spinach, etc. As the first virus discovered and identified in the world, it has a history of more than 100 years, and the tobacco mosaic disease caused by it generally occurs in various smoking areas in the world. After tobacco plants are infected, the lateral veins and branch veins of young leaves are translucent, that is, bright veins, and the mesophyll tissue on both sides of the veins gradually turns light green. The virus multiplies in a large amount in the leaf tissue, c...

Claims

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Application Information

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IPC IPC(8): C07D417/04C07D285/125A01N43/828A01P1/00
Inventor 徐维明杨松薛伟金林红陈卓贺鸣黎世泽陈妍
Owner GUIZHOU UNIV
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