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Preparation method of meconazole intermediate

A technology of chloroflufeconazole and intermediates, which is applied in the field of preparation of intermediate compounds, can solve the problems of large amount of three wastes, high cost, and harsh production environment, so as to improve yield and purity, reduce production costs, and avoid reaction conditions harsh effect

Pending Publication Date: 2022-05-27
PAPANNA BEIJING TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, Grignard reaction is required in this process route, the conditions are relatively harsh, and a large amount of magnesium-containing wastewater is produced after the reaction, which is difficult to treat
[0009] In summary, when the existing method is preparing 4-p-chlorophenoxyacetophenone compounds, there are shortcomings such as large amount of three wastes, high cost, and harsh production environment.

Method used

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  • Preparation method of meconazole intermediate
  • Preparation method of meconazole intermediate
  • Preparation method of meconazole intermediate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Preparation of 4-(4-chlorophenoxy)-2-trifluoromethylacetophenone

[0045] In a four-necked flask equipped with a mechanical stirring, a thermometer and a condenser, add 25.7g (0.1mol, 95%) of formula (II) and 150mL DMF, then add 15.4g (0.12mol, 99%) p-chlorophenol, 16.8g (0.12mol, 99%) potassium carbonate and 0.4g copper acetate, heat up at 120-125°C, blow in air and stir for 5h;

[0046] HPLC detects that the raw materials are complete, the recovered solvent is added with toluene, acid water is added to adjust pH=7, the aqueous phase is separated, and the organic layer is removed from toluene to obtain 4-(4-chlorophenoxy)-2-trifluoromethylacetophenone 29.8 g, content 98%, yield 95%.

Embodiment 2

[0048] The difference from Example 1 is that in the step, the nitro group of formula (II) is replaced by a fluorine group, other conditions remain unchanged, the content is 98%, and the yield is 89%.

Embodiment 3

[0050] The difference from Example 1 is that in the step, the nitro group of formula (II) is replaced with a hydroxyl group, and p-chlorophenol is replaced with p-dichlorobenzene, other conditions remain unchanged, the content is 97%, and the yield is 85%.

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Abstract

The invention belongs to the technical field of preparation of intermediate compounds, and particularly relates to a preparation method of a meconazole intermediate. The preparation method of the meconazole intermediate is a one-pot synthesis process and comprises the following steps: under the action of an inorganic base and a catalyst, taking a formula (II) and a chlorine-containing reagent as raw materials, blowing air, and reacting to obtain a target product. The invention provides a one-pot synthesis route, while the chlorine-containing reagent reacts with the R group in the formula (II), the cyano group in the formula (II) is oxidized by oxygen in the air, so that the reaction process can be greatly shortened, and the production efficiency is improved; the reaction conditions are milder, the wastewater is less and easy to treat, the method is more suitable for industrial large-scale production, and the problems of harsh conditions, large amount of three wastes, severe production environment and the like in the existing intermediate synthesis line are solved. And meanwhile, the raw material cost for synthesizing the meconazole intermediate can be greatly reduced, and the method has more practical economic benefits.

Description

technical field [0001] The invention belongs to the technical field of preparation of intermediate compounds, and in particular relates to a preparation method of an intermediate of mycofloxacin. Background technique [0002] Mefentrifluconazole (generic name: Mefentrifluconazole) is an epoch-making triazole fungicide newly developed by BASF. It was officially launched in 2019, and the future market is expected to exceed $1 billion per year. [0003] It has broad-spectrum, high-efficiency, systemic absorption, eradication and protection functions, especially for a variety of difficult-to-control fungal diseases with outstanding biological activity, which can significantly strengthen the prevention and control of more than 60 kinds of crop diseases, such as corn, Field crops such as cereals and soybeans, as well as economic crops such as green peppers and grapes, can also be used for lawn and seed treatment. It not only has higher biological activity, but also has good envir...

Claims

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Application Information

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IPC IPC(8): C07C45/44C07C49/84C07C253/30C07C255/37
CPCC07C253/30C07C45/44C07C255/37C07C49/84Y02P20/584
Inventor 焦体谭徐林李生学李星强
Owner PAPANNA BEIJING TECH
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