CN115974783A - Preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole - Google Patents
Preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole Download PDFInfo
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Abstract
The invention discloses a method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole from p-trifluoromethylaniline, which comprises the following steps: reacting p-trifluoromethylaniline with dilute hydrochloric acid and hydrogen peroxide, and chlorinating to generate 2, 6-dichloro-4-trifluoromethylaniline; diazo chloride is generated by diazotization reaction of 2, 6-dichloro-4-trifluoromethyl aniline and nitrosyl chloride under acidic condition; condensing the diazonium chloride salt and ethyl 2, 3-dicyanopropionate under an acidic condition, and cyclizing a hydrolyzed organic phase under the catalytic action of ammonia water or ammonia gas to generate 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole; the hydrolysis water phase is absorbed by weak base type anion exchange resin to obtain dilute hydrochloric acid solution which can be used as a chlorination reagent for recycling and chlorination reaction. The method not only avoids processing a large amount of waste salt, but also can recycle the diazotization by-products, thereby greatly saving the use amount of the chlorination reagent.
Description
Technical Field
The invention belongs to the technical field of chemical engineering, and particularly relates to a preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
Background
5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, pyrazole ring for short, of formula C 11 H 5 Cl 2 F 3 N 4 It is an important intermediate for synthesizing fipronil and ethiprole as insecticides. The pure product is white crystalline solid, the industrial product is light yellow brown solid, the melting point is 141-142 ℃, and the pure product can be dissolved in methanol, ethanol, acetone, dichloroethane and ethyl acetate.
Chinese patent CN103396366A, CN110240566A, etc. disclose a preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which comprises using 2, 6-dichloro-4-trifluoromethylaniline as raw material, using sulfuric acid as reaction medium, dripping aqueous solution of sodium nitrite to obtain diazonium salt solution of 2, 6-dichloro-4-trifluoromethylaniline through diazotization reaction, then adding ethyl 2, 3-dicyanopropionate to react, and then cyclizing in organic solvent under alkalescent condition to generate 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole. The patent produces a large amount of waste acid, and the three wastes are difficult to treat and the yield is low.
Chinese patent CN106220565A discloses a preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which uses 2, 6-dichloro-4-trifluoromethylaniline as a raw material, nitroso-sulfuric acid as a diazotization reagent, then 2, 3-dicyanopropionic acid ethyl ester is added for reaction, and then 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole is generated by cyclization in an organic solvent under the alkalescent condition. This process, while avoiding the use of sodium nitrite, still requires the disposal of large amounts of sulfuric acid by-product.
The above prior art has the following disadvantages;
1. in the prior art, sodium nitrite and concentrated sulfuric acid are mostly adopted in a diazotization process for synthesizing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole to prepare nitrous acid, sodium nitrite is introduced into sodium nitrite, so that a reaction solution is a mixed solution containing a large amount of sodium sulfate, sulfuric acid and acetic acid, a large amount of liquid alkali is needed for neutralizing excessive acid in part of wastewater to generate mixed salt, and finally, the mixed salt is removed by evaporation. The process has high treatment difficulty and causes a great deal of raw material and energy waste.
2. In the prior art, in the process of synthesizing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, nitroso sulfuric acid is partially adopted to replace sodium nitrite in a diazotization process, so that sodium salt is avoided, but the nitroso sulfuric acid can generate sulfuric acid to form a mixed acid system of sulfuric acid and acetic acid, so that the treatment difficulty is high, and the sulfuric acid cannot be used in the process.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which has the following advantages: firstly, nitrosyl chloride is selected to replace sodium nitrite in the diazotization process, so that sodium salt is avoided, and the treatment difficulty of wastewater is reduced fundamentally; secondly, the raw materials and products in the chlorination working section and the diazotization working section are organically combined, and the hydrochloric acid generated in the diazotization working section is effectively separated and returned to the chlorination working section as the raw materials, so that the treatment of waste acid is reduced, and the raw material cost is saved.
The invention is realized by the following technical scheme:
a method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which comprises the following steps:
step 1, chlorination: carrying out chlorination reaction on p-trifluoromethylaniline, diluted hydrochloric acid and hydrogen peroxide at the temperature of 40-50 ℃ to obtain 2, 6-dichloro-4-trifluoromethylaniline, wherein the molar ratio of the p-trifluoromethylaniline to the diluted hydrochloric acid to the hydrogen peroxide is 1 (3-4) to 2.0-2.1; standing and layering the chlorination reaction liquid, and allowing the chlorination reaction organic phase on the lower layer to enter the step 2 for diazotization;
step 2, diazotization: adding acetic acid and nitrosyl chloride into the chlorination organic phase obtained in the step 1, reacting at the temperature of 10-20 ℃ to obtain 2, 6-dichloro-4-trifluoromethyl benzene diazonium chloride, wherein the molar ratio of 2, 6-dichloro-4-trifluoromethyl aniline to nitrosyl chloride is 1: (1-1.05); the diazotization reaction product enters step 3;
step 3, condensation: adding 2, 3-dicyano ethyl propionate and acetic acid into the diazotization reaction product, and carrying out condensation reaction at the temperature of 20-35 ℃ to obtain 2, 3-dicyano-2- (2, 6-dichloro-trifluoromethylphenylazo) ethyl propionate; the mol ratio of 2, 6-dichloro-4-trifluoromethyl benzene diazonium chloride to 2, 3-dicyanopropionic acid ethyl ester is 1: (1-1.1); the condensation reaction product enters step 4;
and 4, hydrolysis: adding water into the condensation reaction product, hydrolyzing, standing and layering the hydrolysis product, allowing the water phase of the hydrolysis product to enter the step 6, and allowing the organic phase of the hydrolysis product to enter the step 5; the mass ratio of the condensation reaction product to the added water is 1;
the water phase of the hydrolysate is an acidic water phase containing hydrochloric acid and acetic acid;
the organic phase of the hydrolysate is an organic phase containing cyano-azo compounds;
and step 5, cyclization: adding ammonia water or ammonia gas into the organic phase of the hydrolysate, and performing cyclization reaction at the temperature of 20-40 ℃ to obtain a cyclization reaction product, wherein the cyclization reaction product enters step 7;
step 6, adsorption: adding weak-base ion exchange resin into the water phase of the hydrolysate to adsorb acetic acid in the water phase of the hydrolysate, and recycling the water phase of the hydrolysate after adsorption to the step 1;
heating the weakly basic ion exchange resin after saturated adsorption to 120-130 ℃, desorbing acetic acid adsorbed on the weakly basic ion exchange resin, condensing and recovering the desorbed acetic acid, and returning to the step 2 and/or the step 3;
due to the polarity difference of the acetic acid and the hydrochloric acid, the acetic acid is adsorbed in the resin, and the water phase after adsorption is a dilute hydrochloric acid solution and can be recycled to the step 1 for chlorination;
and 7, refining: and (2) adding toluene into the cyclization reaction product, cooling and crystallizing at the cooling rate of 1-4 ℃/h and at the cooling end point temperature of 0-10 ℃, and drying crystallized solids to obtain a refined product of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
Toluene is used as a solvent to dissolve the crude product, the product can be further purified in the process of cooling and crystallization, and the toluene is evaporated in the drying process of the obtained crystallized product and cannot remain in the final product.
In the above technical scheme, in the step 1, the concentration of the hydrochloric acid solution is 15-16 wt%, and the concentration of the hydrogen peroxide solution is 27.0-28.0 wt%.
In the above technical scheme, in the step 4, the hydrolysis reaction time is 1-2 hours, and the reaction temperature is room temperature.
In the step 5 of the above technical scheme, the concentration of ammonia water is 20-25 wt%.
In the above technical scheme, in the step 6, the temperature of the weakly basic ion exchange resin after saturation adsorption is raised to 120-130 ℃, acetic acid adsorbed on the weakly basic ion exchange resin is desorbed, and the desorbed acetic acid is condensed and recovered and then returned to the step 2 and/or the step 3.
In the above technical scheme, the ion exchange resin in step 6 is weak base type ion exchange resin, preferably A-654 macroporous weak base type anion exchange resin, HPA-330 epoxy system weak base anion exchange resin.
In the above technical scheme, the acetic acid added in the step 2 and the step 3 is mainly used as a solvent and does not participate in the reaction.
The invention has the advantages and beneficial effects that:
1. the 2, 6-dichloro-p-trifluoromethylaniline and nitrosyl chloride are diazotized under the action of dilute hydrochloric acid, the nitrosyl chloride is used as an active substance, the reaction speed is high, the product is HCl and can be dissolved in the dilute hydrochloric acid, no other impurity ions are introduced in the reaction, and particularly no sodium ions are introduced to form sodium salts.
2. And reusing the wastewater of the diazotization condensation reaction. After condensation reaction, a large amount of dilute hydrochloric acid and acidic waste water of organic acid are generated, the acidic waste water is treated by an ion exchange absorption and extraction method, and the obtained dilute hydrochloric acid can be returned to the technical process to be used as a reactant of chlorination reaction.
Compared with the traditional production method, the method disclosed by the invention avoids the treatment of a large amount of waste acid and waste salt, and hydrochloric acid generated in the diazotization reaction can be used as a chlorination reagent for recycling in the chlorination reaction; greatly reduces the waste water treatment and the raw material consumption.
Detailed Description
In order to make the technical solution of the present invention better understood, the technical solution of the present invention is further described below with reference to specific examples.
Example 1
A method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which comprises the following steps:
step 1, chlorination: adding 20.0g of p-trifluoromethylaniline, 87.6g of 15.5wt% diluted hydrochloric acid and 30.7g of 27.5wt% hydrogen peroxide into a chlorination kettle, and reacting for 2 hours at the temperature of between 40 and 43 ℃; standing and layering the chlorination reaction liquid, and allowing the chlorination reaction organic phase on the lower layer to enter the step 2 for diazotization; the organic phase was 2, 6-dichloro-p-trifluoromethylaniline, and 28.6g was weighed;
step 2, diazotization: adding 23.9g of acetic acid into the chlorination reaction organic phase obtained in the step 1, introducing 8.1g of nitrosyl chloride gas, and reacting at 10-15 ℃ for 5 hours to obtain 2, 6-dichloro-4-trifluoromethylbenzene diazonium chloride; the diazotization reaction product enters step 3;
step 3, condensation: adding 19.0g of ethyl 2, 3-dicyanopropionate and 17.4g of acetic acid into the diazotization reaction product, and reacting for 3 hours at the temperature of 20-25 ℃ to obtain 97.0g of condensation product, wherein the condensation product is mainly ethyl 2, 3-dicyano-2- (2, 6-dichloro-trifluoromethylphenylazo) propionate; the condensation reaction product enters step 4;
and 4, hydrolysis: adding 25g of water into the condensation reaction product, hydrolyzing for 1h at 20-25 ℃, standing and layering to obtain 70.8g of an aqueous phase layer and 51.2g of an organic phase layer, allowing the aqueous phase of the hydrolysate to enter the step 6, and allowing the organic phase of the hydrolysate to enter the step 5;
the water phase of the hydrolysate is an acidic water phase containing hydrochloric acid and acetic acid;
the organic phase of the hydrolysate is a cyano-containing azo organic phase;
and step 5, cyclization: introducing 3g of ammonia gas into the organic phase of the hydrolysate, and reacting for 1h at the temperature of 20-25 ℃ to obtain 54.2g of cyclization product; refining in step 7;
step 6, adsorption: putting the water phase of the hydrolysate into an adsorption column filled with A-654 macroporous weak base anion exchange resin, adsorbing acetic acid in the water phase of the hydrolysate for 1h at normal temperature, wherein the adsorbed liquid is 29.2g of 15.5wt% hydrochloric acid; the hydrochloric acid can be recycled to the chlorination step;
heating the weakly basic ion exchange resin after saturated adsorption to 125-130 ℃, desorbing acetic acid adsorbed on the weakly basic ion exchange resin, condensing and recovering the desorbed acetic acid, and returning to the step 2 and/or the step 3;
and 7, refining: and (3) adding 100.0g of toluene into the cyclization product obtained in the step (5), standing for layering, removing a water layer, cooling an organic layer to 5 ℃ at a cooling speed of 2-3 ℃/h, filtering, and drying a filter cake to obtain 37.6g of a refined product of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
Example 2:
a preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which comprises the following steps:
step 1, chlorination: adding 20.2g of p-trifluoromethylaniline, 29.2g of dilute hydrochloric acid obtained in the step 6 of the example 1, 58.4g of fresh 15.4wt% hydrochloric acid and 31.9g of 27.3wt% hydrogen peroxide into a chlorination kettle, and reacting for 2 hours at the temperature of 43-46 ℃; standing and layering the chlorination reaction liquid, and allowing the chlorination reaction organic phase on the lower layer to enter the step 2 for diazotization; the organic phase was 2, 6-dichloro-p-trifluoromethylaniline and 28.9g was weighed;
step 2, diazotization: adding 24g of acetic acid into the chlorination reaction organic phase obtained in the step 1, introducing 8.2g of nitrosyl chloride gas, and reacting for 5 hours at 12-15 ℃ to obtain 2, 6-dichloro-4-trifluoromethylbenzene diazonium chloride; the diazotization reaction product enters step 3;
step 3, condensation: adding 19.1g of ethyl 2, 3-dicyanopropionate and 17.5g of acetic acid into the diazotization reaction product, and reacting for 3 hours at 25-28 ℃ to obtain 97.7g of condensation product, wherein the condensation product is mainly ethyl 2, 3-dicyano-2- (2, 6-dichloro-trifluoromethylphenylazo) propionate; the condensation reaction product enters step 4;
and 4, hydrolysis: adding 25.2g of water into the condensation reaction product, hydrolyzing for 1h at 22-25 ℃, standing for layering to obtain 71.0g of an aqueous phase layer and 51.9g of an organic phase layer, allowing the aqueous phase of the hydrolysis product to enter the step 6, and allowing the organic phase of the hydrolysis product to enter the step 5;
the water phase of the hydrolysate is an acidic water phase containing hydrochloric acid and acetic acid;
the organic phase of the hydrolysate is a cyano-containing azo organic phase;
and step 5, cyclization: adding 15.1g of 20wt% ammonia water into the organic phase of the hydrolysate, and reacting at 20-25 ℃ for 1h to obtain 67.0g of a cyclization product; refining in step 7;
step 6, adsorption: putting the water phase of the hydrolysate into an adsorption column filled with HPA-330 epoxy weak-base anion exchange resin, adsorbing acetic acid in the water phase of the hydrolysate for 1h at normal temperature, wherein the adsorbed liquid is 29.8g of 15.4wt% hydrochloric acid; the hydrochloric acid can be recycled to the chlorination step;
heating the weakly basic ion exchange resin after saturated adsorption to 125-130 ℃, desorbing acetic acid adsorbed on the weakly basic ion exchange resin, condensing and recovering the desorbed acetic acid, and returning to the step 2 and/or the step 3;
step 7, refining: adding 101.0g of toluene into the cyclization product obtained in the step 5, standing for layering, removing a water layer, cooling an organic layer to 5 ℃ at a cooling rate of 2-3 ℃/h, filtering, and drying a filter cake to obtain 37.3g of a refined product of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
Example 3:
a method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole, which comprises the following steps:
step 1, chlorination: adding 20.1g of p-trifluoromethylaniline, 29.8g of dilute hydrochloric acid obtained in the step 6 of the example 2, 58.2g of fresh 15.4wt% hydrochloric acid and 31.0g of 27.5wt% hydrogen peroxide into a chlorination kettle, and reacting for 2 hours at the temperature of 40-43 ℃; standing and layering the chlorination reaction liquid, and allowing the chlorination reaction organic phase on the lower layer to enter the step 2 for diazotization; the organic phase was 2, 6-dichloro-p-trifluoromethylaniline and 28.7g was weighed;
step 2, diazotization: adding 23.6g of acetic acid into the chlorination reaction organic phase obtained in the step 1, introducing 8.1g of nitrosyl chloride gas, and reacting at 12-15 ℃ for 5h to obtain 2, 6-dichloro-4-trifluoromethyl benzene diazonium chloride; the diazotization reaction product enters step 3;
step 3, condensation: adding 19.0g of ethyl 2, 3-dicyanopropionate and 17.5g of acetic acid into the diazotization reaction product, and reacting for 3 hours at 25-28 ℃ to obtain 96.9g of condensation product, wherein the condensation product is mainly ethyl 2, 3-dicyano-2- (2, 6-dichloro-trifluoromethylphenylazo) propionate; the condensation reaction product enters step 4;
and 4, hydrolysis: adding 25.1g of water into the condensation reaction product, hydrolyzing for 1h at 21-25 ℃, standing and layering to obtain 70.2g of an aqueous phase layer and 51.8g of an organic phase layer, allowing the aqueous phase of the hydrolysis product to enter the step 6, and allowing the organic phase of the hydrolysis product to enter the step 5;
the water phase of the hydrolysate is an acidic water phase containing hydrochloric acid and acetic acid;
the organic phase of the hydrolysate is an organic phase containing cyano-azo compounds;
step 5, cyclization: adding 13.5g of 25wt% ammonia water into the organic phase of the hydrolysate, and reacting at 20-25 ℃ for 1h to obtain 65.3g of a cyclization product; refining in step 7;
step 6, adsorption: putting the water phase of the hydrolysate into an adsorption column filled with A-654 macroporous weak base anion exchange resin, adsorbing acetic acid in the water phase of the hydrolysate for 1h at normal temperature, wherein the adsorbed liquid is 29.4g of 15.5wt% hydrochloric acid; the hydrochloric acid can be recycled to the chlorination step;
heating the weakly basic ion exchange resin after saturated adsorption to 122-125 ℃, desorbing acetic acid adsorbed on the weakly basic ion exchange resin, condensing and recovering the desorbed acetic acid, and returning to the step 2 and/or the step 3;
and 7, refining: and (3) adding 100.5g of toluene into the cyclization product obtained in the step (5), standing for layering, removing a water layer, cooling an organic layer to 5 ℃ at a cooling speed of 2-3 ℃/h, filtering, and drying a filter cake to obtain 36.6g of a refined product of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
The invention has been described in an illustrative manner, and it is to be understood that any simple variations, modifications or other equivalent changes which can be made by one skilled in the art without departing from the spirit of the invention fall within the scope of the invention.
Claims (7)
1. A preparation method of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole is characterized by comprising the following steps:
step 1, chlorination: carrying out chlorination reaction on p-trifluoromethylaniline, diluted hydrochloric acid and hydrogen peroxide at the temperature of 40-50 ℃ to obtain 2, 6-dichloro-4-trifluoromethylaniline, wherein the molar ratio of the p-trifluoromethylaniline to the diluted hydrochloric acid to the hydrogen peroxide is 1 (3-4) to 2.0-2.1; standing and layering the chlorination reaction liquid, and allowing the chlorination reaction organic phase on the lower layer to enter the step 2 for diazotization;
step 2, diazotization: adding acetic acid and nitrosyl chloride into the chlorination organic phase obtained in the step 1, reacting at the temperature of 10-20 ℃ to obtain 2, 6-dichloro-4-trifluoromethyl benzene diazonium chloride, wherein the molar ratio of 2, 6-dichloro-4-trifluoromethyl aniline to nitrosyl chloride is 1: (1-1.05); the diazotization reaction product enters step 3;
step 3, condensation: adding 2, 3-dicyano ethyl propionate and acetic acid into the diazotization reaction product, and carrying out condensation reaction at the temperature of 20-35 ℃ to obtain 2, 3-dicyano-2- (2, 6-dichloro-trifluoromethylphenylazo) ethyl propionate; the mol ratio of 2, 6-dichloro-4-trifluoromethyl benzene diazonium chloride to 2, 3-dicyanopropionic acid ethyl ester is 1: (1-1.1); the condensation reaction product enters step 4;
and 4, hydrolysis: adding water into the condensation reaction product, hydrolyzing, standing and layering the hydrolysis product, allowing the water phase of the hydrolysis product to enter the step 6, and allowing the organic phase of the hydrolysis product to enter the step 5; the mass ratio of the condensation reaction product to the added water is 1.5-0.7;
and step 5, cyclization: adding ammonia water or ammonia gas into the organic phase of the hydrolysate, and performing cyclization reaction at the temperature of 20-40 ℃ to obtain a cyclization reaction product, wherein the cyclization reaction product enters step 7;
step 6, adsorption: adding weak-base ion exchange resin into the water phase of the hydrolysate to adsorb acetic acid in the water phase of the hydrolysate, and recycling the water phase of the hydrolysate after adsorption to the step 1;
and 7, refining: adding toluene into the cyclization reaction product, cooling and crystallizing at the cooling rate of 1-4 ℃/h and the cooling end point temperature of 0-10 ℃, and drying the crystallized solid to obtain the refined product of 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole.
2. The method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole as claimed in claim 1, wherein in the step 1, the concentration of the hydrochloric acid solution is 15 to 16wt%, and the concentration of the hydrogen peroxide solution is 27.0 to 28.0wt%.
3. The method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole as claimed in claim 1, wherein the hydrolysis reaction time in step 4 is 1-2 h and the reaction temperature is room temperature.
4. The method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole as claimed in claim 1, wherein the concentration of ammonia in the step 5 is 20 to 25wt%.
5. The process for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole as claimed in claim 1, wherein the temperature of the weakly basic ion exchange resin after saturation adsorption is raised to 120-130 ℃ in the step 6, acetic acid adsorbed on the weakly basic ion exchange resin is desorbed, and the desorbed acetic acid is condensed and recovered and returned to the step 2 and/or the step 3.
6. The process for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole according to claim 1, wherein the ion exchange resin in the step 6 is a weak base type ion exchange resin, preferably an a-654 macroporous weak base type anion exchange resin, HPA-330 epoxy type weak base anion exchange resin.
7. The method for preparing 5-amino-3-cyano-1- (2, 6-dichloro-4-trifluoromethylphenyl) pyrazole as claimed in claim 1, wherein the acetic acid added in the steps 2 and 3 is mainly used as a solvent and does not participate in the reaction.
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