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Synthetic process for triadimenol

A synthesis process and a technology for triadimenol, which is applied in the field of synthesis technology of triadimefon, can solve the problems of high cost and high risk, and achieve the effects of high content and simple preparation process.

Inactive Publication Date: 2017-09-08
YANCHENG LIMIN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The Chinese patent with the publication number CN 103524437A discloses a method for preparing triadimenol. In this method, triadimenol is reacted with hydrogen to prepare triadimenol. Hydrogen is not only dangerous but also costly

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] A. Mix 10g 95% triadimefon, 0.4g aluminum isopropoxide, and 0.4g isopropanol in turn under stirring conditions, and add them into the reaction kettle. 5 React under the condition of Pa for 3 hours, cool to 55°C after the reaction is over, distill under reduced pressure, collect acetone, and after no liquid is evaporated, heat up to 78°C, distill under reduced pressure, collect isopropanol, and obtain a mixed system 1, the Mixed system 1 contains 0.5g aluminum isopropoxide, 10.1g intermediate;

[0023] B, adding 50mL of sulfuric acid with a mass fraction of 50% to the mixed system of step A for acidification, to obtain triadimenol, after acidification, add a sodium hydroxide solution with a mass fraction of 30%, adjust the pH value of the system to 7, and filter to obtain Triadimenol produces the product;

[0024] C. The obtained crude product was first purified by column chromatography, and 200.0 g of silica gel powder and dichloromethane were packed into the column. ...

Embodiment 2

[0026] A. Mix 10g 95% triadimefon, 4g copper dichromate, and 1g isopropanol in sequence under stirring, and add them into the reaction kettle. 5 React under the condition of Pa for 2 hours, cool down to 55°C after the reaction, distill under reduced pressure, collect acetone until no liquid is evaporated, heat up to 78°C, distill under reduced pressure, collect isopropanol, and obtain the mixed system 1;

[0027] B, adding 50mL of hydrochloric acid with a mass fraction of 35% to the mixed system of step A for acidification to obtain triadimenol, after acidification, adding a sodium hydroxide solution with a mass fraction of 30% to adjust the pH value of the system to 7, and filter to obtain Triadimenol produces the product;

[0028] C. The obtained crude product was first purified by column chromatography, and 200.0 g of silica gel powder and dichloromethane were packed into the column. The above-mentioned crude product was dissolved in 120 mL of dichloromethane and loaded as...

Embodiment 3

[0030] A. Mix 10g of 95% triadimefon, 1g of ethylaluminum and 0.1g of isobutanol in turn under stirring conditions, and add them into the reaction kettle. 3 React under the condition of Pa for 3h, cool to 55°C after the reaction is over, distill under reduced pressure, collect acetone until no liquid is evaporated, heat up to 100°C, distill under reduced pressure, collect isobutanol to obtain a mixed system 1, the Mixed system 1 contains 0.5g aluminum isopropoxide, 10.1g intermediate;

[0031] B, adding 50mL mass fraction to the mixing system of step A is that 28% nitric acid carries out acidification, obtains triadimenol, after acidification, add the sodium hydroxide solution that mass fraction is 30% to adjust the pH value of the system to 7, filter to obtain three Azodiazole produces the product;

[0032] C. The obtained crude product was first purified by column chromatography, and 200.0 g of silica gel powder and dichloromethane were packed into the column. The above-me...

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Abstract

The invention discloses a synthetic process for triadimenol. The synthetic process for the triadimenol comprises the following steps: A: under a stirring condition, evenly mixing the triadimenol, catalyst and an organic solvent in sequence, adding into a reaction still, reacting for 2-6h under the conditions that temperature is 80-160 DEG C and pressure is 0.05-5*105Pa, obtaining a first mixing system, and cooling to the room temperature after reaction is finished; B: adding acidic materials into the mixing system in the step A for acidification, adding alkaline substances after acidification is carried out, regulating a pH (Potential of Hydrogen) value to 7, and filtering to obtain the triadimenol. Under high pressure, the triadimenol and the catalyst are in contact and are reduced to prepare the triadimenol, the preparation process is simple, the content of threo-triadimenol in the obtained product is high, and the effective content is 99% or more.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a synthesis process of triadimenol. Background technique [0002] The current development status of optical isomer pesticides is: the problem of optical isomers has been paid enough attention in the field of pesticide research. Of the hundreds of pesticides commonly used in the market, isomer pesticides account for about a quarter. But most of them are sold in the form of mixture, and only a few varieties are sold and used in the form of single enantiomer. Because it contains ineffective or low-efficiency enantiomers, it will not only reduce the efficacy of the drug, but also pollute the environment, reduce the quality of agricultural products, and may lead to phytotoxicity or drug resistance. For example, allethrin, the first pyrethroid insecticide synthesized and put into industrial production, has 3 chiral carbons in its chemical structure and 8 optical isomers in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/08
CPCC07D249/08
Inventor 黄海军
Owner YANCHENG LIMIN CHEM
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