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Application of isoxazole compounds as bactericide

A compound and isoxazole technology, applied in the application field of isoxazole compounds as fungicides, can solve problems such as large differences

Active Publication Date: 2007-03-14
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] It is known that some isoxazole compounds have fungicidal activity, but its structure is very different from the isoxazole compounds shown in the general formula proposed by the present invention

Method used

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  • Application of isoxazole compounds as bactericide
  • Application of isoxazole compounds as bactericide
  • Application of isoxazole compounds as bactericide

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0078] Example 1: The preparation method of compound 1

[0079] At room temperature, heat 51 grams of ethyl benzoyl acetate and 33.1 grams of hydroxylamine hydrochloride in 400 milliliters of ethanol to reflux and stir for 5 hours. After cooling, a solid precipitates out. Filter, wash twice with methanol, and wash twice with water to obtain the title compound 20.6 g; The filtrate was concentrated to obtain 6.5 g of the target compound. A total of 27.1 g of product was obtained.

[0080] NMR data ( 1 HNMR, 300MHz, internal standard TMS, solvent DMSO) are as follows:

[0081] δppm 7.46 (3H, m), 7.70 (2H, m).

example 2

[0082] Example 2: The preparation method of compound 13

[0083] At room temperature, 25.5 grams of ethyl 4-chlorobenzoylacetate was dissolved in 125 milliliters of ethanol, 10.3 grams of hydroxylamine hydrochloride was dissolved in 20 milliliters of water, after mixing, 2.5 grams of sodium hydroxide was added thereto, a white solid was formed, stirred at room temperature Overnight, pour into 500 ml of ice water, filter the solid, wash with water, and dry to obtain 10 g of the product; the filtrate and washings were extracted with benzene, concentrated and dried to obtain 5 g of the solid (target compound). A total of 15 grams of product was obtained.

[0084] NMR data ( 1 HNMR, 300MHz, internal standard TMS, solvent DMSO) are as follows:

[0085] δppm 2.39 (3H, s), 7.28 (2H, m), 7.58 (2H, m).

[0086] Other compounds can be synthesized with reference to the above methods.

[0087] NMR data of some compounds ( 1 HNMR, 300MHz, internal standard TMS, solvent DMSO) are as fo...

example 3

[0091] Example 3 60% wettable powder

[0092] Compound 1 60% (weight)

[0093] Sodium dodecyl naphthalene sulfonate 2% (weight)

[0094] Sodium lignosulfonate 9% (weight)

[0095] Kaolin make up to 100% (weight)

[0096] The components (all solids) were mixed together and pulverized in a pulverizer until the granules were on par.

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Abstract

The present invention discloses one kind of isoxazole compound and its application as germicide, and the compound has structure as shown in the general expression.

Description

technical field [0001] The invention belongs to the field of agricultural fungicides, and in particular relates to the application of an isoxazole compound as a fungicide. Background technique [0002] Isoxazole compounds represented by the following general formula: [0003] [0004] In the formula: R is selected from hydrogen, halogen, cyano, nitro, C 1 -C 12 Alkyl, C 2 -C 12 Alkenyl, C 2 -C 12 Alkynyl, C 1 -C 12 Haloalkyl, C 1 -C 12 Alkoxy, C 1 -C 12 Haloalkoxy, C 1 -C 12 Alkylthio, C 1 -C 12 Alkylsulfonyl, C 1 -C 12 Alkoxycarbonyl, C 1 -C 12 Alkoxycarbonyl C 1 -C 12 Alkyl, substituted amino; R 1 selected from hydrogen, halogen, cyano, nitro, C 1 -C 12 Alkyl, C 1 -C 12 Alkoxy, C 1 -C 12 Alkoxycarbonyl, C 1 -C 12 Alkoxycarbonyl C 1 -C 12 Alkyl; n is selected from 1 to 5; M is selected from alkali metal, copper salt, ammonium salt, zinc salt. [0005] Although most of these compounds are known, no fungicidal activity has been reported. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D261/12A01N43/80
Inventor 刘长令李淼张弘李林李志念
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD