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Technology for synthesizing pyraclostrobin by six-step method

A technology for pyraclostrobin and a synthesis process, which is applied in the field of synthesis techniques for preparing pyraclostrobin by a six-step method, can solve the problems of low condensation yield, low yield, difficulty in purifying the final product and the like, and achieves improved yield. efficiency, cost reduction, low cost effect

Inactive Publication Date: 2016-11-09
ANHUI GUANGXIN AGROCHEM
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AI Technical Summary

Problems solved by technology

[0006] The advantage of the first route is that the purification method is simple, which is conducive to the promotion of the purity of the final product, but the disadvantage is that the bromination of o-nitrotoluene is a low yield; the advantage of the second route is the disappearance of the strong electron-withdrawing group nitro, The yield of bromination is high, but due to the low yield of o-nitrotoluene reduction to hydroxylamine, the condensation yield of the last step is low and the purification of the final product is difficult

Method used

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Examples

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Embodiment

[0017] The invention provides a six-step synthesis process for preparing pyraclostrobin, the steps are as follows: (1) add 10 parts by weight of o-nitrotoluene, 5 parts by weight of zinc powder, 12 parts by weight of Ammonium acetate, 30 parts by weight of acetone, stirred at 40°C for 20 hours, filtered after the reaction, the filter residue was rinsed with 1,2-dichloroethane for later use, the filtrate was concentrated to obtain an orange solid, rinsed with ethanol, and washed with acetone / petroleum ether carries out recrystallization and obtains orange crystal, can obtain N-(2-methylphenyl) hydroxylamine after drying for subsequent use; (2) N-(2-methylphenyl) hydroxylamine obtained in step 1 7 weight parts, 10 parts by weight of sodium bicarbonate and 15 parts by weight of dichloromethane solvent are mixed and stirred, and after N-(2-methylphenyl) hydroxylamine is fully dissolved, 3 parts by weight of methyl chloroformate are slowly added dropwise at 5°C After the dropwise ...

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Abstract

The invention provides a technology for synthesizing pyraclostrobin by a six-step method. The synthesis technology comprises the following steps: 1) performing a reduction reaction of ortho-nitrotoluene; 2) performing an acylation reaction of hydroxylamine; 3) performing a methylation reaction; 4) obtaining N-methoxyl-N-2-bromomethyl phenyl methyl carbamate through a bromination reaction; and 5) performing synthesis of 1-(4-chlorophenyl)pyrazolidine-3-ketone; and 6) performing synthesis of pyraclostrobin. Compared with the prior art, the preparation method has the advantages of simple process, easily available raw materials with low cost, and mild reaction condition, and the purity and yield of the target products are high.

Description

technical field [0001] The invention relates to the synthesis of pyraclostrobin, in particular to a six-step synthesis process for preparing pyraclostrobin. Background technique [0002] Azoxystrobin is a methyl methoxyacrylate broad-spectrum fungicide with a pyrazole structure discovered by BASF in 1993. It can prevent and control plant diseases caused by almost all types of fungal pathogens such as Ascomycetes, Basidiomycetes, Deuteromycetes and Oomycetes. At the same time, it is a hormone-type fungicide, which can make crops absorb more nitrogen , to promote the growth of crops. This variety is not only low in toxicity, safe for non-target organisms, but also safe and friendly to users and the environment. Pyraclostrobin can be processed into liquid, aqueous suspension, wettable powder, powder, ointment and other dosage forms. It can also be compounded and mixed with a variety of fungicides to increase the efficiency and expand the effect of fungicides. Since it was p...

Claims

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Application Information

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IPC IPC(8): C07D231/22
CPCC07D231/22
Inventor 黄金祥过学军吴建平胡明宏杨亚明程伟家李红卫徐小兵杨志伟高焰兵
Owner ANHUI GUANGXIN AGROCHEM
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