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A kind of phenoxyquinoline and its synthetic method

A technology of phenoxyquinoline and toluene, which is applied in the synthesis and application fields of fine chemical products, can solve the problems of unfavorable large-scale production of enterprises, many operation steps, and low total yield, and achieve low equipment requirements, few operation steps, Good product quality

Active Publication Date: 2020-07-03
陕西恒润化学工业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With Michaelis acid derivatives, the reaction will go through condensation, ring formation, hydrolysis, decarboxylation, chlorination, etherification, etc., with many operating steps, low overall yield and high cost, which is not conducive to large-scale production of enterprises

Method used

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  • A kind of phenoxyquinoline and its synthetic method
  • A kind of phenoxyquinoline and its synthetic method
  • A kind of phenoxyquinoline and its synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] A preparation method for phenoxyquin, comprising the following preparation steps:

[0063] Step 1, add 60g of water, 120g of ethyl acrylate, 12g of zinc chloride, 5g of glacial acetic acid and 162g of 3,5-dichloroaniline into a 500mL three-neck flask, mix well, add 3,5-dichloroaniline and chloride After zinc, there is a white precipitate, heated to 99°C for 2.7 hours under reflux, stirred at a speed of 95 rpm during the reflux reaction until the white precipitate disappeared, then refluxed for 1.5 hours, then evaporated at 99°C for 1.8 hours to remove excess ethyl acrylate, cooled to room temperature, and suction-filtered for 10 minutes at a pressure of -0.087MPa and a temperature of 22.5°C to obtain a brownish-yellow solid, and then use 300g of 95% ethanol to recrystallize the brownish-yellow solid, specifically Method: first raise the temperature to 78°C, stir at this temperature at 95 rpm for 30 minutes, then lower the temperature to below 50°C to crystallize for 10 ...

Embodiment 2

[0078] A preparation method for phenoxyquin, comprising the following preparation steps:

[0079] Step 1, add 60g of water, 100g of ethyl acrylate, 10g of zinc chloride, 7g of glacial acetic acid and 164g of 3,5-dichloroaniline into a 500mL three-neck flask, mix well, add 3,5-dichloroaniline and chloride After zinc, there is a white precipitate. Heat it to 98°C for 3 hours and reflux for 3 hours. During the reflux reaction, stir at a speed of 95 rpm until the white precipitate disappears, then reflux for 1.7 hours, and then evaporate at 100°C for 1.5 hours. Remove excess ethyl acrylate, cool to room temperature, and filter with suction for 8 minutes at a pressure of -0.085MPa and a temperature of 25°C to obtain a brownish-yellow solid, then use 280g of 95% ethanol to recrystallize the brownish-yellow solid , specifically: first raise the temperature to 75°C, stir at this temperature at 95 rpm for 25 minutes, and then lower the temperature to below 50°C to crystallize for 11 ho...

Embodiment 3

[0086] A preparation method for phenoxyquin, comprising the following preparation steps:

[0087] Step 1, add 60g of water, 140g of ethyl acrylate, 14g of zinc chloride, 3g of glacial acetic acid and 160g of 3,5-dichloroaniline into a 500mL three-neck flask, mix well, add 3,5-dichloroaniline and chloride After zinc, there is a white precipitate. Heat it to 98.5°C for 2.5 hours under reflux reaction. During the reflux reaction, stir at a speed of 95 rpm until the white precipitate disappears, then reflux for 1.3 hours, and then evaporate at 99.5°C for 2 hours. Remove excess ethyl acrylate, cool to room temperature, and filter with suction for 12 minutes at a pressure of -0.090 MPa and a temperature of 20°C to obtain a brownish-yellow solid, and then use 320 g of 95% ethanol to recrystallize the brownish-yellow solid , specifically: first raise the temperature to 81°C, stir at this temperature at 95 rpm for 35 minutes, and then lower the temperature to below 50°C to crystallize ...

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Abstract

The invention discloses quinoxyfen and a synthesis method thereof. The quinoxyfen is prepared from the following raw materials: water, ethyl acrylate, zinc chloride, glacial acetic acid, 3, 5-dichloroaniline, ethanol, sodium hydroxide, toluene, polyphosphoric acid, n-octane, a Pd / C catalyst, dichloroethane, phosphorus oxychloride, p-fluorophenol and N, N-dimethylformamide. The content of the obtained quinoxyfen is greater than 98.0%, and the yield of the obtained quinoxyfen is 50% or above; the production cost is low; in a synthesis process of the quinoxyfen, the processes such as hydrolysis and high-temperature decarboxylation are not needed, so that the operation steps are fewer; the synthesis method is mild in reaction conditions, low in requirements for equipment, better in quality ofproduced products and suitable for large-scale production of enterprises.

Description

technical field [0001] The invention relates to the technical field of synthesis and application of fine chemical products, in particular to a phenoxyquinoline and a synthesis method thereof. Background technique [0002] Phenoxyquinoline is a systemic and protective fungicide, which has special effects on the prevention of powdery mildew, has vapor phase activity, good mobility, can inhibit the growth of appressoria, and has no eradicating effect. It transmits to the top and base through systemic suction; and moves through the vapor phase to realize the redistribution of the agent in the plant. It acts on the growth stage before powdery mildew infection, and can effectively control cereal powdery mildew, beet powdery mildew, melon powdery mildew, pepper and tomato powdery mildew, grape powdery mildew, peach tree powdery mildew, strawberry and hop powdery mildew, etc. . [0003] The synthetic method of phenoxyquinoline is a lot, and report a lot of all is to adopt Michaeli...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/233
CPCC07D215/233
Inventor 樊明李仓珍谌敦国晁六民王建桥尹炜新
Owner 陕西恒润化学工业有限公司
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