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Substituted aromatic diisooxazoline-containing aromatic amidine compounds, and preparation method and application thereof

A technology of isoxazole aryl amidines and compounds, applied in botany equipment and methods, applications, organic chemistry, etc., capable of solving problems such as undisclosed compounds and activities of undisclosed compounds

Active Publication Date: 2018-05-22
ZHEJIANG RES INST OF CHEM IND CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The prior art does not disclose the compound described in the present application, nor does it disclose the activity of the compound described in the present application on bactericidal

Method used

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  • Substituted aromatic diisooxazoline-containing aromatic amidine compounds, and preparation method and application thereof
  • Substituted aromatic diisooxazoline-containing aromatic amidine compounds, and preparation method and application thereof
  • Substituted aromatic diisooxazoline-containing aromatic amidine compounds, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Example 1: Synthesis of compound number 2

[0090] The synthetic route is as follows:

[0091]

[0092] (1) Synthesis of intermediate 2e

[0093] Weigh 28.10g (0.20mol) of raw material 1e (o-chlorobenzaldehyde) into a 500mL single-necked flask, add 200mL of absolute ethanol to it, and then dissolve 20.85g (0.30mol) of hydroxylamine hydrochloride in 70mL of water. Sodium carbonate was neutralized and slowly added dropwise to the reaction flask. After the addition was completed, the reaction was refluxed and stirred for 2 hours. TLC followed the reaction process. After the raw materials were completely reacted, the reaction solution was poured into water. A large amount of white solid precipitated out and washed with water. After drying, the product 2e was 29.73g, and the yield was 95.6%.

[0094] The m.p.75~77℃ of product 2e, the nuclear magnetic data is: 1 H NMR(600MHz, CDCl 3 / TMS)δ:7.35~7.43(m,2H,Ar-H), 7.50(d,1H,J=8.0Hz,Ar-H),7.81(d,1H,J=8.0Hz,Ar-H), 8.36 (s, 1H, CH=N), 11...

Embodiment 2、30

[0111] Example 2. 30% suspension concentrate

[0112]

[0113] The compound No. 2 and other components are thoroughly mixed to obtain the suspension. The resulting suspension can be diluted with water to obtain any desired concentration of dilution.

Embodiment 3、30

[0114] Example 3. 30% aqueous suspension

[0115]

[0116] The compound No. 52 is crushed together with 80% of the water to be added and sodium lauryl sulfonate in a ball mill. The semi-fiber and propylene oxide are dissolved in the remaining 20% ​​of water, and then the above components are added with stirring to obtain 30% aqueous suspension.

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Abstract

The invention discloses substituted aromatic diisooxazoline-containing aromatic amidine compounds represented by the general formula F-1, and the structural formulas and substituents of the compoundsare shown in the specification. The invention also provides a preparation method of the compounds. The compounds provided by the invention are suitable for controlling plant diseases, such as powderymildew, rust disease, downy mildew, epidemic disease, leaf blight and the like.

Description

Technical field [0001] The invention belongs to the field of agricultural fungicides, and relates to a class of aryl amidine compounds containing substituted aryl groups. Background technique [0002] The long-term use of existing pesticides has caused disease to become resistant to them, resulting in a significant increase in the use of pesticides and causing serious damage to the environment. Therefore, it is required to continuously discover new pesticides with new mechanisms of action, such as new pesticides with higher activity for killing insects, bactericidal or acaricides. [0003] PCT patent applications WO2007031508, WO2008110313, WO2008110314, WO2008110278, WO2008110279, WO2008110280, WO2008110281, WO2007061966, WO2008128639, WO2009083105, WO2009156098, WO2009088103, WO2012025450 and WO2012090969 disclose that amidine compounds have certain effects in preventing and controlling crop diseases. [0004] The prior art does not disclose the compound described in this applicat...

Claims

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Application Information

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IPC IPC(8): C07D261/08A01N43/80A01P3/00
CPCA01N43/80C07D261/08
Inventor 许天明胡伟群钟良坤张蕊蕊孔小林朱卫刚
Owner ZHEJIANG RES INST OF CHEM IND CO LTD
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