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Phenylimidazole derivative, synthesis method of phenylimidazole derivative and application of phenylimidazole derivative to pesticide

The technology of a phenylimidazole and a synthesis method is applied in the field of pesticides and achieves the effects of good bactericidal effect, simple structure and easy synthesis

Active Publication Date: 2019-05-28
YUNNAN AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there is no report of this phenylimidazole derivative as an agricultural fungicide

Method used

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  • Phenylimidazole derivative, synthesis method of phenylimidazole derivative and application of phenylimidazole derivative to pesticide
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  • Phenylimidazole derivative, synthesis method of phenylimidazole derivative and application of phenylimidazole derivative to pesticide

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preparation example Construction

[0036] Its synthetic steps of the synthetic method of phenylimidazole derivative of the present invention are as follows:

[0037] .

[0038] The application of the phenylimidazole derivatives of the present invention in pesticides is to inhibit or kill phytopathogenic fungi, and the phytopathogenic fungi that are inhibited or killed are tomato early blight, tomato gray mold, cucumber wilt, rice Pyricularia or rice sheath blight.

Embodiment 1

[0039] Embodiment 1: phenylimidazole compound (C 15 h 20 N 2 O) Synthesis.

[0040] The concrete steps of the synthetic method of this phenylimidazole derivative are as follows:

[0041] (1) Synthesis of intermediate 4-isopropyl-3-ethoxytoluene

[0042] In a 10 mL round-bottomed flask, 10 mmol of thymol was dissolved in 2 mL of DMF. After the dissolution was complete, 12 mmol of potassium carbonate and 12 mmol of ethyl bromide were added, and the reaction was stirred at room temperature for 15 h. The reaction was monitored by TLC. After the reaction was completed, distilled water was added, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and evaporated to dryness under reduced pressure. The obtained crude product was separated and purified by column chromatography (petroleum ether: ethyl acetate = 10:1) to obtain the intermediate 4-isopropyl-3-ethoxytoluene.

[0043] (2) Synthesis of intermediate 2-methyl-5-isopropyl-4-ethoxybromobenzene

[0044]10 m...

Embodiment 2

[0056] Embodiment 2: phenylimidazole compound (C 14 h 18 N 2 O) Synthesis.

[0057] The concrete steps of the synthetic method of this phenylimidazole derivative are as follows:

[0058] (1) Synthesis of intermediate 4-isopropyl-2-methoxytoluene

[0059] In a 10 mL round-bottomed flask, 10 mmol of carvacrol was dissolved in 2 mL of DMF. After the dissolution was complete, 12 mmol of potassium carbonate and 12 mmol of methyl iodide were added, and the reaction was stirred at room temperature for 24 h. The reaction was monitored by TLC. After the reaction was completed, distilled water was added, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and evaporated to dryness under reduced pressure. The obtained crude product was separated and purified by column chromatography to obtain the intermediate 4-isopropyl-2-methoxytoluene.

[0060] (2) Synthesis of intermediate 5-methyl-2-isopropyl-4-methoxybromobenzene

[0061] 10 mmol of the intermediate 4-isoprop...

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Abstract

The invention relates to a phenylimidazole derivative, a synthesis method of the phenylimidazole derivative and application of the phenylimidazole derivative to pesticide, particularly application tothe fungicide pesticide aspect, and belongs to the technical field of pesticide. In order to solve the technical problems, the invention provides a novel phenylimidazole derivative, a synthesis methodof the novel phenylimidazole derivative and application of the novel phenylimidazole derivative to the pesticide. The structure of the compound is shown as a formula I. The compound structure is simple and novel; the synthesis is easy; meanwhile, the fungicidal activity is realized; a better bacteriostasis or sterilization effect is achieved on important plant pathogenic fungi such as tomato early blight, tomato botrytis cinereal, cucumber fusarium oxysporum, magnaporthe grisea and rice rhizoctonia solani.

Description

technical field [0001] The invention relates to a phenylimidazole derivative and its synthesis method and application in pesticides, especially the application in fungicide pesticides, belonging to the technical field of pesticides. Background technique [0002] Carvacrol and thymol are the main components of many aromatic plant volatile oils, which are phenolic monoterpenoids. This type of compound has a wide range of biological activities. Studies have found that this type of compound has biological activities such as analgesic, anti-inflammatory, anti-arthritis, anti-cancer, anti-diabetic, myocardial protection, gastrointestinal tract protection, liver protection, and nerve protection. Pathogenic bacteria and viruses sensitive and resistant to human antibiotics, inhibition of pathogenic fungi, anti-parasitic, insecticidal, bactericidal, antifungal, antioxidant and other biological activities. Therefore, research on carvacrol, thymol and their derivatives has been very ac...

Claims

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Application Information

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IPC IPC(8): C07D233/60A01P3/00
Inventor 苏发武叶敏王凯博查友贵范黎明普特
Owner YUNNAN AGRICULTURAL UNIVERSITY
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