Refining method of diethylhexyl butyrylamide triazinone

Abstract

The invention provides a refining method of diethylhexyl butyrylamide triazinone, and belongs to the technical field of cosmetics. Comprising the following steps: carrying out reactive crystallization on an impurity-containing compound shown in formula III in a first solution, and filtering to separate out crystal crystals to obtain a compound shown in formula IV; wherein the first solution is formed by dissolving hydrogen chloride in a second solvent; and reacting the compound of formula IV with an alkaline compound solution to obtain a refined compound of formula III. According to the method, impurities are removed in a mode of salifying and crystallizing hydrogen chloride and diethyl hexyl butyrylamide triazinone which are dissolved in a second solvent; and neutralizing hydrogen chloride in the formed salt to obtain the high-purity diethylhexyl butyrylamide triazinone, so that the purity of the diethylhexyl butyrylamide triazinone is improved.

Description

Technical Field

[0001] The invention relates to the technical field of cosmetics, and in particular to a method for refining diethylhexyl butyramido triazone. Background Art

[0002] Triazine UV absorbers are a new class of highly efficient and broad-spectrum UV absorbers that have been developed in recent years. They have a large molecular structure and high UV absorption efficiency and antioxidant function, and are the development direction of UV absorbers. In practical applications, triazine UV absorbers and hindered amine light stabilizers have a good synergistic effect, and when the two are used together, they have a better effect than when they are used alone. At the same time, triazine compounds are a class of heterocyclic compounds with good activity. In the future, new, efficient, safe and unique triazine compounds will appear in the field of medicine. As a new type of triazine UV absorber, diethylhexyl butyramido triazone has a large molecular structure and high UV absorption efficiency, and has a broad-spectrum sunscreen effect, which can protect against both UVB and UVA ultraviolet rays.

[0003] At present, the synthesis of diethylhexyl butyramido triazone is usually carried out by using cyanuric chloride as a raw material, first reacting with N-tert-butyl-4-aminobenzamide to obtain 4-[(4,6-dichloro-1,3,5-triazacyclohexyl-2-yl)amino]-N-(2-methylprop-2-yl)benzamide, and then reacting with isooctyl p-aminobenzoate to prepare diethylhexyl butyramido triazone. However, the purity of diethylhexyl butyramido triazone synthesized from cyanuric chloride, N-tert-butyl-4-aminobenzamide and isooctyl p-aminobenzoate as raw materials is low. Summary of the invention

[0004] The present invention aims to provide a method for purifying diethylhexyl butyramido triazone, aiming to improve the purity of diethylhexyl butyramido triazone.

[0005] To achieve the above object, the present invention provides a method for refining diethylhexyl butyramido triazone, comprising the following steps:

[0006]

[0007] (1) reacting and crystallizing the compound of formula III containing impurities in a first solution, filtering out the precipitated crystals, and obtaining the compound of formula IV; the first solution is formed by dissolving hydrogen chloride in a second solvent;

[0008] (2) The compound of formula IV is reacted with a basic compound solution to obtain a purified compound of formula III.

[0009] Preferably, before step (1), the method further comprises:

[0010]

[0011] (3) The compound of formula I reacts with the compound of formula II containing impurities to obtain the compound of formula III containing impurities.

[0012] Preferably, the step (3) comprises:

[0013] Dissolve the compound of formula I in the first solvent to form a solution, and heat it to 80-110°C;

[0014] Adding the compound of formula II containing impurities to the solution in batches, maintaining the reaction at 80-110° C. for 1-2 hours, and passing the hydrogen chloride generated during the reaction into a second solvent at 0-5° C. for absorption to form the first solution;

[0015] The reaction solution of the compound of formula I and the compound of formula II is cooled to 30-50°C, washed with water, and concentrated under reduced pressure to remove the solvent to obtain the compound of formula III containing impurities.

[0016] Preferably, the first solvent is selected from one or more of toluene, xylene, n-heptane, n-hexane, and cyclohexane;

[0017] The molar ratio of the compound of formula II to the compound of formula I is 1:2.2-2.5.

[0018] Preferably, the step (1) comprises:

[0019] Dissolve the compound of formula III containing impurities in the second solvent, stir to dissolve and cool to 0-10°C;

[0020] The first solution was added dropwise, stirred at 0-10°C for 2 h, and the precipitated crystals were filtered to obtain a compound of formula IV.

[0021] Preferably, the second solvent is selected from one or more of ethanol, isopropanol, and ethyl acetate;

[0022] The first solution is formed by dissolving hydrogen chloride in a second solvent.

[0023] Preferably, the molar ratio of the compound of formula III to hydrogen chloride is 1:10.0-20.0;

[0024] The amount of hydrogen chloride used is 10.0 to 20.0 eq.

[0025] Preferably, the step (2) comprises:

[0026] Dissolve the compound of formula IV in a third solvent, stir and cool to 5-30°C;

[0027] Add the alkaline compound solution dropwise to adjust the solution pH to 6-8, and stir at 5-30℃ for 1h;

[0028] When the pH value is repeatedly measured and maintained between 6 and 8, the crystalline solid is filtered to obtain the purified compound of formula III.

[0029] Preferably, after stirring the crystalline solid for 1 hour and detecting that the pH of the solution is lower than 6, a solution of an alkaline compound is added dropwise until the pH of the solution is stabilized between 6 and 8, and then the crystalline solid is filtered to obtain a purified compound of formula III.

[0030] Preferably, the third solvent is selected from one of water, n-heptane, n-hexane and cyclohexane;

[0031] The alkaline compound is selected from one or more of sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, sodium bicarbonate, and potassium bicarbonate.

[0032] Preferably, the molar ratio of the IV compound to the basic compound is 1:1.0-1.5.

[0033] The present invention provides a method for refining diethylhexyl butyramido triazone, comprising the following steps: reacting and crystallizing a compound of formula III containing impurities in a first solution, filtering and precipitating crystals to obtain a compound of formula IV; wherein the first solution is formed by dissolving hydrogen chloride in a second solvent; and reacting the compound of formula IV with an alkaline compound solution to obtain a refined compound of formula III. The present invention removes impurities by crystallizing the hydrogen chloride dissolved in the second solvent and diethylhexyl butyramido triazone into a salt; and then neutralizing the hydrogen chloride in the salt to obtain high-purity diethylhexyl butyramido triazone, thereby improving the purity of the diethylhexyl butyramido triazone. The synthesis raw material 4-[(4,6-dichloro-1,3,5-triazacyclohexyl-2-yl)amino]-N-(2-methylprop-2-yl)benzamide and the 4-[(4,6-dichloro-1,3,5-triazacyclohexyl-2-yl)amino]-N-(2-methylprop-2-yl)benzamide disubstituted impurities and other impurities generated during the reaction are removed by the method of salt crystallization of hydrogen chloride and diethylhexyl butyramide triazone dissolved in a second solvent, thereby reducing the content of impurities generated during the synthesis of diethylhexyl butyramide triazone. By utilizing the difference between the solubility of diethylhexyl butyramide triazone in an ethanol solution after salt formation and the solubility of impurities in a hydrogen chloride ethanol solution, diethylhexyl butyramide triazone is separated and purified, thereby reducing the content of impurities and synthetic raw materials generated during the synthesis of diethylhexyl butyramide triazone and improving the purity of diethylhexyl butyramide triazone. The present invention effectively solves various impurities generated in the reaction process and caused by reaction raw materials, significantly improves product purity, and the purity can be increased to more than 99.4%; the present invention uses the reaction by-product hydrogen chloride in a limited manner, reduces the treatment and emission of a large amount of harmful tail gas, reduces environmental pollution, and reduces the treatment cost of the three wastes. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] Figure 1 HPLC spectrum of diethylhexyl butyramido triazone containing impurities of the present invention;

[0035] Figure 2 is the HPLC spectrum of the compound of formula IV of the present invention;

[0036] Figure 3 The HPLC spectrum of the purified diethylhexyl butyramido triazone of the present invention is shown in FIG. DETAILED DESCRIPTION

[0037] The technical solution of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention.

[0038] The present invention provides a method for refining diethylhexyl butyramido triazone, comprising the following steps:

[0039]

[0040] (1) reacting and crystallizing the compound of formula III containing impurities in a first solution, filtering out the precipitated crystals, and obtaining the compound of formula IV; wherein the first solution is formed by dissolving hydrogen chloride in a second solvent;

[0041] (2) The compound of formula IV is reacted with a basic compound solution to obtain a purified compound of formula III.

[0042] Unless otherwise specified, the present invention has no special requirements on the sources of the raw materials used in the preparation, and commercially available products known to those skilled in the art can be used.

[0043] In the present invention, before step (1), the method further comprises:

[0044]

[0045] (3) The compound of formula I reacts with the compound of formula II containing impurities to obtain the compound of formula III containing impurities.

[0046] In the present invention, the step (3) comprises:

[0047] Dissolve the compound of formula I in the first solvent to form a solution, and heat it to 80-110°C;

[0048] Adding the compound of formula II containing impurities to the solution in batches, maintaining the reaction at 80-110° C. for 1-2 hours, and passing the hydrogen chloride generated during the reaction into a second solvent at 0-5° C. for absorption to form the first solution;

[0049] The reaction solution of the compound of formula I and the compound of formula II is cooled to 30-50°C, washed with water, and concentrated under reduced pressure to remove the solvent to obtain the compound of formula III containing impurities.

[0050] In the present invention, the first solvent is selected from one or more of toluene, xylene, n-heptane, n-hexane, and cyclohexane;

[0051] In the present invention, the molar ratio of the compound of formula II to the compound of formula I is 1:2.2-2.5.

[0052] In the present invention, the step (1) comprises:

[0053] Dissolve the compound of formula III containing impurities in the second solvent, stir to dissolve and cool to 0-10°C;

[0054] The first solution was added dropwise, stirred at 0-10°C for 2 h, and the precipitated crystals were filtered to obtain a compound of formula IV.

[0055] In the present invention, the second solvent is selected from one or more of ethanol, isopropanol, and ethyl acetate;

[0056] The first solution may be formed by dissolving hydrogen chloride in a second solvent; when the compound of formula III containing impurities is reacted and crystallized in the first solution, in addition to the first solution generated and absorbed in step (3), another first solution needs to be supplemented for reaction.

[0057] In the present invention, the molar ratio of the compound of formula III to hydrogen chloride is 1:10.0-20.0;

[0058] The amount of hydrogen chloride used is 10.0 to 20.0 eq.

[0059] In the present invention, the step (2) comprises:

[0060] Dissolve the compound of formula IV in a third solvent, stir and cool to 5-30°C;

[0061] Add the alkaline compound solution dropwise to adjust the solution pH to 6-8, and stir at 5-30℃ for 1h;

[0062] When the pH value is repeatedly measured and maintained between 6 and 8, the crystalline solid is filtered to obtain the purified compound of formula III.

[0063] In the present invention, after stirring the crystalline solid for 1 hour, when the pH of the solution is detected to be lower than 6, a basic compound solution is added dropwise until the pH of the solution is stabilized between 6 and 8, and then the crystalline solid is filtered to obtain a refined compound of formula III.

[0064] In the present invention, the third solvent is selected from one of water, n-heptane, n-hexane and cyclohexane;

[0065] In the present invention, the alkaline compound is selected from one or more of sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, sodium bicarbonate, and potassium bicarbonate.

[0066] In the present invention, the molar ratio of the IV compound to the basic compound is 1:1.0-1.5.

[0067] The technical solution of the present invention will be clearly and completely described below in combination with the embodiments of the present invention.

[0068] Example 1

[0069] Step 1: Add 1200g toluene and 141g isooctyl p-aminobenzoate to a clean, anhydrous four-necked bottle and start stirring. The internal temperature rises to 80-110°C, and 100g 4-[(4,6-dichloro-1,3,5-triazine-2-yl)amino]-N-(1,1-dimethylethyl)-benzamide is added in batches. After the addition, the temperature is kept at 80-110°C for 1-2 hours. The reaction is terminated after HPLC monitoring shows that there is no residual raw material. The chlorinated gas produced during the reaction is connected to another three-necked bottle containing 100g ethanol placed in ice salt water for absorption. After the reaction is completed, the reaction solution is cooled to 30-50°C, washed with water, and the aqueous phase is separated. The toluene is recovered by concentration under reduced pressure, concentrated to a viscous state, and ethanol is added to remove the toluene. 100g ethanol is added to dissolve to obtain product A solution and hydrogen chloride ethanol solution. The product was tested by HPLC and the purity was 96.14%. For details, see Figure 1 ; The hydrogen chloride ethanol solution was titrated and the hydrogen chloride content was 16.6%.

[0070] Step 2: Add the product A solution obtained in step 1 to a clean, anhydrous four-necked bottle, start stirring, cool to 0-10°C, dropwise add 609 g (15 eq) of ethanolic hydrogen chloride solution (hydrogen chloride content 25.0%) obtained after multiple absorption of hydrogen chloride, and after the addition, keep warm at 0-10°C and stir to crystallize for 2 h, filter to obtain product B, which is tested by HPLC and has a purity of 99.60%. For details, see Figure 2 .

[0071] Step 3: Add the product B obtained in step 2 and 500 mL of water to a clean, anhydrous four-necked bottle, start stirring, cool to 5-20°C, drop 5% sodium carbonate aqueous solution, adjust the system pH to 6-8, and after the addition, keep at 5-20°C and stir to crystallize for 1 hour, re-measure the pH, if the pH drops, add more sodium carbonate to readjust the pH to 6-8. Filter to obtain a white solid, vacuum dry at 60°C to obtain 210 g of product C, with a yield of 93.3%. The purity is 99.50% as determined by HPLC. For details, see Figure 3 .

[0072] Example 2

[0073] Step 1: Add 1200g toluene and 141g isooctyl p-aminobenzoate to a clean, anhydrous four-necked bottle and start stirring. The internal temperature rises to 90-100°C, and 100g 4-[(4,6-dichloro-1,3,5-triazine-2-yl)amino]-N-(1,1-dimethylethyl)-benzamide is added in batches. After the addition, the reaction is maintained at 90-100°C for 1-2h. The reaction is terminated after HPLC monitoring shows that there is no residual raw material. The chlorinated gas generated during the reaction is connected to another three-necked bottle containing 100g isopropanol placed in ice brine for absorption. After the reaction is completed, the reaction solution is cooled to 30-50°C, washed with water, and then the water phase is separated. The toluene is recovered by vacuum concentration and concentrated to a viscous state, and isopropanol is added to remove the toluene. 100g isopropanol is added to dissolve the product A solution and hydrogen chloride isopropanol solution. The product was tested by HPLC, and the purity was 97.40%; the hydrogen chloride isopropanol was titrated, and the hydrogen chloride content was 13.5%

[0074] Step 2: Add the product A solution obtained in step 1 to a clean, anhydrous four-necked bottle, start stirring, cool to 0-10°C, dropwise add 667 g (15 eq) of hydrogen chloride isopropanol solution (hydrogen chloride content 23.0%) obtained after multiple absorption of hydrogen chloride, and after the addition, keep warm at 0-10°C and stir to crystallize for 2 h, filter to obtain product B, which has a purity of 99.36% as determined by HPLC.

[0075] Step 3: Add the product B obtained in step 2 and 500 mL of water to a clean, anhydrous four-necked bottle, start stirring, cool to 5-20°C, drop 5% sodium carbonate aqueous solution, adjust the system pH to 6-8, and after the addition, keep at 5-20°C and stir to crystallize for 1 hour, re-measure the pH, if the pH is lowered, add more sodium carbonate to readjust the pH to 6-8. Filter to obtain a white solid, and vacuum dry at 60°C to obtain 201 g of product C, with a yield of 89.2%. The purity is 99.20% as determined by HPLC.

[0076] Example 3

[0077] Step 1: Add 1200g toluene and 141g isooctyl p-aminobenzoate to a clean, anhydrous four-necked bottle and start stirring. The internal temperature rises to 80-110°C, and 100g 4-[(4,6-dichloro-1,3,5-triazine-2-yl)amino]-N-(1,1-dimethylethyl)-benzamide is added in batches. After the addition, the reaction is maintained at 80-110°C for 1-2h. The reaction is terminated after HPLC monitoring shows that there is no residual raw material. The chlorinated gas generated during the reaction is connected to another three-necked bottle containing 100g ethyl acetate placed in ice brine for absorption. After the reaction is completed, the reaction solution is cooled to 30-50°C, washed with water, and then the water phase is separated. The toluene is recovered by concentration under reduced pressure, concentrated to a viscous state, ethyl acetate is added to remove the toluene, and 100g ethyl acetate is added to dissolve to obtain product A solution and hydrogen chloride ethyl acetate solution. The product was tested by HPLC, and the purity was 96.90%; the hydrogen chloride ethyl acetate solution was tested by titration, and the hydrogen chloride content was: 18.0%

[0078] Step 2: Add the product A solution obtained in step 1 to a clean, anhydrous four-necked bottle, start stirring, cool to 0-10°C, dropwise add 618 g (15 eq) of ethyl acetate solution of hydrogen chloride (hydrogen chloride content 24.5%) obtained after multiple absorption of hydrogen chloride, and after the addition, keep warm at 5-10°C and stir to crystallize for 2 h, filter to obtain product B, which has a purity of 99.63% as determined by HPLC.

[0079] Step 3: Add the product B obtained in step 2 and 500 mL of water to a clean, anhydrous four-necked bottle, start stirring, cool to 5-20°C, drop 5% sodium carbonate aqueous solution, adjust the system pH to 6-8, and after the addition, keep at 5-20°C and stir to crystallize for 1 hour, re-measure the pH, if the pH is lowered, add more sodium carbonate to readjust the pH to 6-8. Filter to obtain a white solid, vacuum dry at 60°C to obtain 196 g of product C, with a yield of 87.0%, and HPLC detection, the purity is 99.42%.

[0080] Example 4

[0081] Step 1: Add 1200g toluene and 141g isooctyl p-aminobenzoate to a clean, anhydrous four-necked bottle and start stirring. The internal temperature rises to 80-110°C, and 100g 4-[(4,6-dichloro-1,3,5-triazine-2-yl)amino]-N-(1,1-dimethylethyl)-benzamide is added in batches. After the addition, the reaction is maintained at 80-110°C for 1-2h. The reaction is terminated after HPLC monitoring shows that there is no residual raw material. The chlorinated gas generated during the reaction is connected to another three-necked bottle containing 100g ethanol placed in ice brine for absorption. After the reaction is completed, the reaction solution is cooled to 30-50°C, washed with water, and then the water phase is separated. The toluene is recovered by vacuum concentration and concentrated to a viscous state, and ethanol is added to remove the toluene. 100g ethanol is added again to dissolve to obtain a product A solution and a hydrogen chloride ethanol solution. The product was detected by HPLC, and the purity was 96.83%. The hydrogen chloride ethanol solution was detected by titration, and the hydrogen chloride content was 18.9%.

[0082] Step 2: Add the product A solution obtained in step 1 to a clean, anhydrous 1L four-necked bottle, start stirring, cool to 0-10°C, dropwise add 609g (15eq) of ethanolic hydrogen chloride solution (hydrogen chloride content 25.0%) obtained after multiple absorption of hydrogen chloride, and after the addition, keep warm at 0-10°C and stir to crystallize for 2h, filter to obtain product B, which has a purity of 99.66% as determined by HPLC.

[0083] Step 3: Add the product B obtained in step 2 and 500 mL of water to a clean, anhydrous 1L four-necked bottle, start stirring, cool to 5-20°C, drop 5% sodium hydroxide aqueous solution, adjust the system pH to 6-8, and after the addition, keep at 5-20°C and stir for crystallization for 1 hour, re-measure the pH, if the pH decreases, add more sodium hydroxide solution to readjust the pH to 6-8. Filter to obtain a white solid, vacuum dry at 60°C to obtain 210 g of product C, with a yield of 93.3%, and the purity is 98.56% as determined by HPLC.

[0084] Therefore, the present invention removes impurities by crystallizing the hydrogen chloride and diethylhexyl butyramide triazone dissolved in the second solvent into salt; then neutralizes the hydrogen chloride in the salt to obtain high-purity diethylhexyl butyramide triazone, thereby improving the purity of diethylhexyl butyramide triazone. The synthetic raw material 4-[(4,6-dichloro-1,3,5-triazacyclohexyl-2-yl)amino]-N-(2-methylprop-2-yl)benzamide and the 4-[(4,6-dichloro-1,3,5-triazacyclohexyl-2-yl)amino]-N-(2-methylprop-2-yl)benzamide disubstituted impurities and other impurities generated during the reaction are removed by crystallizing the hydrogen chloride and diethylhexyl butyramide triazone dissolved in the second solvent into salt, thereby reducing the content of impurities generated during the synthesis of diethylhexyl butyramide triazone. By utilizing the difference between the solubility of diethylhexyl butyamide triazone in an ethanol solution after being salified and the solubility of impurities in a hydrogen chloride ethanol solution, diethylhexyl butyamide triazone is separated and purified, the content of impurities and synthetic raw materials generated in the synthesis process of diethylhexyl butyamide triazone is reduced, and the purity of diethylhexyl butyamide triazone is improved. The present invention effectively solves various impurities generated in the reaction process and caused by the reaction raw materials, significantly improves the purity of the product, and the purity can be increased to more than 99.4%; the present invention uses the reaction byproduct hydrogen chloride in a limited manner, reduces the treatment and discharge of a large amount of harmful tail gas, reduces environmental pollution, and reduces the treatment cost of the three wastes.

[0085] Although the above embodiment describes the present invention in detail, it is only a part of the embodiments of the present invention rather than all the embodiments. People can also obtain other embodiments based on this embodiment without creativity, and these embodiments all fall within the protection scope of the present invention.

Claims

1. A method for refining diethylhexyl butyramido triazone, comprising the following steps: (1) reacting and crystallizing the compound of formula III containing impurities in a first solution, filtering out the precipitated crystals, and obtaining the compound of formula IV; wherein the first solution is formed by dissolving hydrogen chloride in a second solvent; (2) The compound of formula IV is reacted with a basic compound solution to obtain a purified compound of formula III.

2. The method for purifying diethylhexyl butyramido triazone according to claim 1, characterized in that: Before step (1), the method further comprises: (3) The compound of formula I reacts with the compound of formula II containing impurities to obtain the compound of formula III containing impurities.

3. The method for purifying diethylhexyl butyramido triazone according to claim 2, characterized in that: The step (3) comprises: Dissolve the compound of formula I in the first solvent to form a solution, and heat it to 80-110°C; Adding the compound of formula II containing impurities to the solution in batches, maintaining the reaction at 80-110° C. for 1-2 hours, and passing the hydrogen chloride generated during the reaction into a second solvent at 0-5° C. for absorption to form the first solution; The reaction solution of the compound of formula I and the compound of formula II is cooled to 30-50°C, washed with water, and concentrated under reduced pressure to remove the solvent to obtain the compound of formula III containing impurities.

4. The method for purifying diethylhexyl butyramido triazone according to claim 3, characterized in that: The first solvent is selected from one or more of toluene, xylene, n-heptane, n-hexane, and cyclohexane; The molar ratio of the compound of formula II to the compound of formula I is 1:2.2-2.

5.

5. The method for purifying diethylhexylbutyramidotriazone according to any one of claims 1 to 4, characterized in that: The step (1) comprises: Dissolve the compound of formula III containing impurities in the second solvent, stir to dissolve and cool to 0-10°C; The first solution was added dropwise, stirred at 0-10°C for 2 h, and the precipitated crystals were filtered to obtain a compound of formula IV.

6. The method for purifying diethylhexyl butyramido triazone according to claim 5, characterized in that: The second solvent is selected from one or more of ethanol, isopropanol and ethyl acetate.

7. The method for purifying diethylhexyl butyramido triazone according to claim 6, characterized in that: The molar ratio of the compound of formula III to hydrogen chloride is 1:10.0-20.0; The amount of hydrogen chloride used is 10.0 to 20.0 eq.

8. The method for purifying diethylhexylbutyramidotriazone according to any one of claims 1 to 4, characterized in that: The step (2) comprises: Dissolve the compound of formula IV in a third solvent, stir and cool to 5-30°C; Add the alkaline compound solution dropwise to adjust the solution pH to 6-8, and stir at 5-30℃ for 1h; When the pH value is repeatedly measured and maintained between 6 and 8, the crystalline solid is filtered to obtain the purified compound of formula III.

9. The method for purifying diethylhexyl butyramido triazone according to claim 8, characterized in that: The third solvent is selected from one of water, n-heptane, n-hexane and cyclohexane; The alkaline compound is selected from one or more of sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, sodium bicarbonate, and potassium bicarbonate.

10. The method for purifying diethylhexyl butyramido triazone according to claim 9, characterized in that: The molar ratio of the IV compound to the basic compound is 1:1.0-1.5.

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