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Substituted acetophenone oxime derivative and preparation process and use thereof

A technology of acetophenone oxime and its derivatives, which is applied in the application field of substituted acetophenone oxime derivatives and its preparation, and agricultural fungicides, which can solve the problems of improving agricultural cost and environmental impact, achieving good effect and less dosage , Improve the effect of environmental protection

Inactive Publication Date: 2004-01-07
SHANGHAI PESTICIDE RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This not only increases the cost of farming, but also has an impact on the environment, and new agents are urgently needed to replace it.
And the structure of these triazole fungicides is basically similar, so it is very easy to produce cross-resistance

Method used

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  • Substituted acetophenone oxime derivative and preparation process and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0037] 8.25g2-imidazolyl-3', 4'-dichloroacetophenone, 3.37g hydroxylamine hydrochloride, 2.5g sodium hydroxide and 40ml methanol were stirred at room temperature for 5 hours, then water was added to the reaction solution, and solids were precipitated. The solid was filtered off and dried to give 7.5 g of solid product. Yield: 76.99%. The physical and chemical constants are listed in Table 1. Example 3 Preparation of O-allyl-2-imidazolyl-2',4'-dichloroacetophenone oxime (compound 2)

Embodiment 3

[0038] 2.7g 2-imidazolyl-2', 4'-dichloroacetophenone oxime, 1.15g chloropropene, 0.6g potassium hydroxide and 50ml benzene were heated to reflux for 6 hours, then cooled to room temperature, the benzene layer was washed with water until neutral and After drying over anhydrous magnesium sulfate, the benzene was evaporated under reduced pressure, and the residue was separated through a chromatographic column equipped with silica gel (60-100 mesh) with acetone / petroleum ether (1:2) as the eluent. After separation and purification by column chromatography, 2.0 g of an oily product was obtained. Yield: 64.52%. The physical and chemical constants are listed in Table 1. Example 4 Preparation of O-allyl-2-imidazolyl-4'-trifluoromethylacetophenone oxime (compound 17)

Embodiment 4

[0039]1.09g2-imidazolyl-4'-trifluoromethylacetophenone oxime, 0.37g chloropropene, 0.24g sodium hydroxide and 30ml dichloromethane were stirred at room temperature for 20 hours, then the dichloromethane layer was washed with water until neutral It was dried over anhydrous magnesium sulfate, dichloromethane was distilled off under reduced pressure, and the residue was separated on a chromatographic column equipped with silica gel (60-100 mesh) with acetone / petroleum ether (1:2) as eluent. After separation and purification by column chromatography, 0.55 g of an oily product was obtained. Yield: 43.76%. The physical and chemical constants are listed in Table 1. Example 5 Preparation of O-methylenecyclopropyl-2-imidazolyl-2',4'-dichloro-5'-fluoroacetophenone oxime (compound 23)

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Abstract

The present invention relates to a kind of hypnone oxime derivative, its preparation and application. The tests show that said derivative has the good bactericidal activity and control effect for common diseases of vegetable, melon and fruit crops, such as powdery mildew, anthracnose and sclerotium disease, specially, for powdery mildew it can obtain better control effect.

Description

technical field [0001] The present invention relates to an oxime compound, the carbon atom of its hydroxylimine group is connected to the carbon atom of an unsaturated carbon frame, especially relates to a class of substituted acetophenone oxime derivatives and its preparation method and application as an agricultural fungicide. technical background [0002] Fungicides occupy a considerable position in pesticides, but the currently commonly used fungicides are still dominated by traditional dithiocarbamate, benzimidazoles and triazoles. Such fungicides have been used for more than ten or even decades, and many of them have developed severe resistance, and some have used several times the original amount. This not only increases the cost of farming, but also has an impact on the environment, and new agents are urgently needed to replace it. Moreover, the structures of these triazole fungicides are basically similar, so cross-resistance can easily occur. How to use the chara...

Claims

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Application Information

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IPC IPC(8): A01N33/00C07C251/40
Inventor 袁莉萍陈亮倪长春曹瑾程瑜张一宾沈宙
Owner SHANGHAI PESTICIDE RES INST
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