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Preparation method of agricultural fungicide difenoconazole

A technology of difenoconazole and agricultural fungicides, which is applied in the field of agricultural fungicides, can solve the problems of affecting product quality and yield, difficulty in separation and purification, and difficulty in achieving quality and yield, thereby improving production efficiency and yield. rate increase effect

Inactive Publication Date: 2005-06-29
JIANGSU GENGYUN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The deficiency of above-mentioned preparation method is: in the process of preparing 4-(4-chlorophenoxy)-2-chlorophenyl-alpha-bromomethyl ketone, it is difficult to reach ideal quality and yield
The main reason is that about 15% of dibromo compounds are generated and about 5% of 4-(4-chlorophenoxy)-2-chloroacetophenone cannot be converted, and the separation and purification are difficult, which directly affects the quality and yield of the final product

Method used

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  • Preparation method of agricultural fungicide difenoconazole

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Synthesis of cis, trans-3-chloro-4-(2,4-dimethyl-1,3-dioxolan-2-yl)phenyl-4'-chlorophenyl ether:

[0026] 120g (99%, 0.42mol) 4-(4-chlorophenoxy)-2-chloroacetophenone, 48.5g (99%, 0.63mol) 1,2-propanediol, 4.5g (98%, 0.025mol) Put p-toluenesulfonic acid and 600mL toluene into the reaction bottle, stir and raise the temperature to reflux for dehydration, react for about 4 hours, GC analysis shows that acetophenone has been completely converted, finish the reaction and cool to room temperature, add 300mL / time water to wash three times, the organic layer is washed with Drying over anhydrous magnesium sulfate, 142.5 g of toluene-removed product under reduced pressure, GC showed that the content was ≥98%, and the yield was 98% (the ratio of cis-trans isomers was about 62.5 / 38.5).

[0027] Synthesis of cis, trans-3-chloro-4-(2-bromomethyl-4-methyl-1,3-dioxolan-2-yl)phenyl-4'-chlorophenyl ether:

[0028] 142.5g (98%, 0.412mol) of cyclic compounds, 5.5g (98%, 0.031mol) of p-to...

Embodiment 2

[0031] Embodiment 2 is basically the same as Embodiment 1, the difference is:

[0032] In the first step,

[0033] The solvent was changed to benzene;

[0034] The concentration mass ratio was changed to 5%;

[0035] In the third step

[0036] The polar solvent was changed to N,N-dimethylamide;

[0037] The concentration mass ratio was changed to 15%.

Embodiment 3

[0038] Embodiment 3 is basically the same as Embodiment 1, the difference is:

[0039] In the first step,

[0040] The solvent was changed to carbon tetrachloride;

[0041] Change the concentration mass ratio to 50%;

[0042] In the third step

[0043] The polar solvent was changed to N-methylpyrrolidone;

[0044] The concentration mass ratio was changed to 50%.

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Abstract

A method for preparing agricultural germicid, include the steps: 4-(4-) -2-chloro acetophenone propylene glycol generate cyclics-3-chlorine-4-(2,4-dimethyl-1,3-dioxane-2-group)benz-4'-, the reaction happens with catalyst-paratoluenesulfonic acid existing in the solvent, the density mess ratio is 5-50%. When catalyst-paratoluenesulfonic acid exists, the cyclics reacts with bromine, generating bromide-3-chlorine-4-(4-methyl-2- -1,3-dioxane-2-group)benz-4'-chlorine, the bromidereacts with 1,2,4- with potassium bromide as catalysis in acutesolvent, whose density mess ratio is 15-50%, acquiring the target compound. The invention has increased the productive efficiency of by more than 20%.

Description

technical field [0001] The present invention relates to an agricultural fungicide, cis, trans-3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3- Method for preparing dioxapentan-2-yl]phenyl-4-chloro-ether (difenoconazole). Background technique [0002] Cis, trans 3-chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]benzene Base-4-chloro-based ether (difenoconazole) is a kind of ideal triazole agricultural fungicide, reported by W.Ruess etc., has systemic property, is sterol demethylation inhibitor, Wide bactericidal spectrum, foliar treatment or seed treatment can improve crop yield and ensure quality, for Ascomycetes, Basidiomycetes and including Alternaria, Ascodiospora, Cercospora, Spirospora, Ball Seat Deuteromycetes, Phomomyces, Cylindrosporium, and Sclerotia, powdery mildews, Rusts, and certain species of pathogenic bacteria have long-lasting protection and curative activity. It has special effects on grape powdery mildew, peanut leaf spot, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N43/76C07D405/12
Inventor 李泽方于康平张少华徐韶康
Owner JIANGSU GENGYUN CHEM CO LTD
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