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Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof

A technology of methoxy acrylate and triazole Schiff base is applied in the field of methoxy acrylate compounds and their preparation, and can solve the problems such as drug resistance of fungicides and unsatisfactory bactericidal effect.

Active Publication Date: 2020-08-07
HEBEI UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The object of the present invention is to provide a kind of methoxyacrylate compound containing 1,2,4-triazole Schiff base and its preparation method and application, so as to solve the problem that crops are resistant to existing fungicides, and the bactericidal effect suboptimal problem

Method used

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  • Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof
  • Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof
  • Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof

Examples

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Embodiment 1

[0022] Example 1. (E)-2-(3-(4-(E)-2-benzylideneamino-5-phenyl-4H-1,2,4-triazole-3-mercapto)-ylidene (Methyl)-phenyl)-3-methoxymethyl acrylate (Ia) preparation

[0023] (1) Synthesis of benzoyl hydrazide

[0024] Add 15g of ethyl benzoate to a 50mL round-bottom flask, add ethanol, stir and dissolve the solid, add 10mL of 85% hydrazine hydrate (when hydrazine hydrate is initially added, the system mostly turns brownish yellow and gradually turns green. With heating, finally Become a colorless transparent liquid), heated to reflux for 4h, evaporated excess ethanol after cooling, a large amount of solid precipitated, filtered, recrystallized with ethanol to obtain a white needle-like solid, dried to obtain 12.6g product, yield 92.6%.

[0025] (2) Synthesis of potassium benzoyl hydrazide dithioformate

[0026] Add 8 g of benzoyl hydrazide, 30 mL of absolute ethanol, and KOH 1:1.2 times of benzoyl hydrazide to a 100 mL three-necked flask, stir to dissolve, add 1:1 times of CS dropwise unde...

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Abstract

The invention provides a methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof, the compound has a structure as shown in a general formula I,in the general formula I, a substituent R1 is independently selected from one or more of hydrogen, C1-C4 alkyl, alkoxy, benzyloxy, hydroxyl, nitryl and halogen atoms; and the substituent R2 is independently selected from one or more of hydrogen, C1-C4 alkyl, alkoxy, hydroxyl, nitrile group, nitro and halogen atoms. The compound as shown in the formula I provided by the invention has certain bactericidal activity and has a relatively good effect of controlling harmful bacteria. The harmful bacteria comprise diseases caused by various fungi such as ascomycetes, basidiomycetes, oomycetes, deuteromycetes, phycomycetes and hyphomycetes.

Description

Technical field [0001] The invention relates to a compound with bactericidal activity and the technical field of its preparation, in particular to a methoxy acrylate compound containing 1,2,4-triazole Schiff base, and a preparation method and application thereof. Background technique [0002] Methoxyacrylate fungicides are a class of low-toxicity, high-efficiency, broad-spectrum and systemic fungicides. It is a new type of fungicides developed with Strobilurin A as the lead compound. In the 1980s, Zelecom and BASF conducted research on these compounds at the same time. After more than ten years of hard work, the two companies developed the fungicides azoxystrobin and kresoxim-methyl respectively, and they were launched simultaneously in 1996. [0003] The target of methoxyacrylate fungicides is cytochrome bc on the mitochondrial respiratory chain 1 Q on cytochrome b in the complex o The locus is a single-site fungicide. Because of the high mutation rate of the mitochondrial gene en...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/12A01N43/653A01P3/00
CPCC07D249/12A01N43/653Y02A50/30
Inventor 王献友庞艳苹王伟赵志磊夏立娅
Owner HEBEI UNIVERSITY
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