CN114853644B - Method for preparing acetylmethionine by using saponification liquid - Google Patents
Method for preparing acetylmethionine by using saponification liquid Download PDFInfo
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- CN114853644B CN114853644B CN202210475251.XA CN202210475251A CN114853644B CN 114853644 B CN114853644 B CN 114853644B CN 202210475251 A CN202210475251 A CN 202210475251A CN 114853644 B CN114853644 B CN 114853644B
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- acetylmethionine
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- sodium sulfate
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- 239000007788 liquid Substances 0.000 title claims abstract description 41
- XUYPXLNMDZIRQH-LURJTMIESA-N N-acetyl-L-methionine Chemical compound CSCC[C@@H](C(O)=O)NC(C)=O XUYPXLNMDZIRQH-LURJTMIESA-N 0.000 title claims abstract description 37
- 238000007127 saponification reaction Methods 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 22
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 62
- 238000004519 manufacturing process Methods 0.000 claims abstract description 25
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 28
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 28
- 235000011152 sodium sulphate Nutrition 0.000 claims description 28
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 239000000706 filtrate Substances 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 11
- 239000000413 hydrolysate Substances 0.000 claims description 11
- 229910052708 sodium Inorganic materials 0.000 claims description 11
- 239000011734 sodium Substances 0.000 claims description 11
- 238000010438 heat treatment Methods 0.000 claims description 10
- BTUDTSGOEFVJTD-WCCKRBBISA-N (2s)-2-amino-4-methylsulfanylbutanoic acid;sodium Chemical compound [Na].CSCC[C@H](N)C(O)=O BTUDTSGOEFVJTD-WCCKRBBISA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- 230000021736 acetylation Effects 0.000 claims description 7
- 238000006640 acetylation reaction Methods 0.000 claims description 7
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 6
- SBKRXUMXMKBCLD-UHFFFAOYSA-N 5-(2-methylsulfanylethyl)imidazolidine-2,4-dione Chemical compound CSCCC1NC(=O)NC1=O SBKRXUMXMKBCLD-UHFFFAOYSA-N 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 abstract description 11
- 239000002253 acid Substances 0.000 abstract description 11
- 229930182817 methionine Natural products 0.000 abstract description 11
- 239000002351 wastewater Substances 0.000 abstract description 6
- 238000000926 separation method Methods 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 4
- 239000006227 byproduct Substances 0.000 abstract description 2
- 229910017053 inorganic salt Inorganic materials 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000012071 phase Substances 0.000 description 25
- 229960004452 methionine Drugs 0.000 description 10
- 235000006109 methionine Nutrition 0.000 description 10
- 238000003756 stirring Methods 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 6
- 239000012295 chemical reaction liquid Substances 0.000 description 6
- 239000003513 alkali Substances 0.000 description 5
- 238000004811 liquid chromatography Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000012452 mother liquor Substances 0.000 description 4
- 238000005070 sampling Methods 0.000 description 4
- 239000002699 waste material Substances 0.000 description 4
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 3
- LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- FFEARJCKVFRZRR-UHFFFAOYSA-N L-Methionine Natural products CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 description 2
- XUYPXLNMDZIRQH-UHFFFAOYSA-N N-acetylmethionine Chemical compound CSCCC(C(O)=O)NC(C)=O XUYPXLNMDZIRQH-UHFFFAOYSA-N 0.000 description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000004470 DL Methionine Substances 0.000 description 1
- 229930195722 L-methionine Natural products 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to the field of methionine production, in particular to a method for preparing acetylmethionine by using saponified solution. Compared with the prior art, the invention adopts the saponification liquid as the raw material, realizes the thorough separation of the acetylmethionine and the inorganic salt under the condition of not introducing other substances, shortens the process flow, greatly reduces the production cost in actual production, does not generate acid wastewater, is environment-friendly, and has high utilization value, and the concentration of the obtained byproduct acetic acid is more than 95 percent.
Description
Technical Field
The invention relates to the field of methionine production, in particular to a method for preparing acetylmethionine by using saponified solution.
Background
Acetylmethionine is a medical intermediate and is widely used in related industries such as medicines, foods, feeds and the like. In addition, DL-acetylmethionine is also an intermediate product in the production of L-methionine.
At present, most of the methods for synthesizing DL-acetylmethionine in the market use commercial DL-methionine to add NaOH and other similar alkali solutions, add acetic anhydride or acetyl chloride and the like to carry out acetylation to obtain acetylmethionine reaction liquid, add acid to neutralize, further concentrate and precipitate to obtain acetylmethionine and part of mother liquid, and the part of mother liquid can only be used or discharged after treatment because of difficult thorough separation. The acid is accumulated along with the increase of the frequency, so the acid waste liquid can not be thoroughly solved. A further problem is that during concentration, the gas phase condenses to produce a certain amount of acetic acid-containing wastewater. In summary, these methods for producing acetylmethionine inevitably have several problems, namely, the use of commercial methionine is high in value and the reaction process also requires a large amount of alkali to be consumed; and secondly, a certain amount of acid waste liquid is inevitably generated in the production process, thirdly, the acetic acid-containing waste water is generated, and the environmental pressure is increased, so that the production cost is increased.
The common patent (CN 103342671A) uses saponified solution to directly carry out acetylation to generate reaction solution, the reaction solution is neutralized by adding acid, then cooled and crystallized to obtain a part of acetylmethionine crystals, then the filtrate is concentrated by adding alkali to remove salt, then added with acid, cooled and crystallized to obtain another part of acetylmethionine, and the rest filtrate is difficult to separate and returns to be used. The method uses saponification liquid to directly acetylate, reduces the amount of returned acid mother liquor, greatly reduces the production cost, but does not completely solve the problems existing in the production of the acetylmethionine, and has the operations of repeatedly increasing and decreasing temperature, adding alkali and then adding acid in the operation processes of separation, concentration and the like, thereby having complex steps, causing resource waste and improving the production cost.
Disclosure of Invention
In order to solve the problems in the background art, the invention aims to provide a method for preparing acetylmethionine by using saponification liquid, which adopts the saponification liquid as a raw material, directly separates acetylmethionine from sodium sulfate solution under the condition of not introducing other substances, shortens the process flow, does not generate acid waste liquid and acetic acid-containing waste water, and greatly reduces the production cost.
In one aspect, a method for preparing acetylmethionine by using saponification liquid is provided, which is characterized by comprising the following steps:
s1, carrying out acetylation treatment on sodium hydrolysate of 5- (2-methylthioethyl) -hydantoin to obtain a reaction solution containing acetylmethionine;
s2, adding sodium sulfate into the reaction solution, adjusting the pH to be acidic, and layering to form an oil phase containing acetylmethionine and a water phase containing sodium sulfate;
S3, crystallizing and separating the oil phase into methionine solid and filtrate.
Preferably, the sodium hydrolysate in S1 consists of the following components in percentage by mass: 16.5-18.5% sodium methionine, 10.5-12.5% sodium carbonate, and the balance being water.
Preferably, in S1: acetic anhydride is dripped into the sodium hydrolysate for acetylation treatment, the reaction temperature is 30-45 ℃, the reaction time is 2-4 h, and the reaction formula of sodium methionine and acetic anhydride in the saponified solution is as follows:
In actual production, the reaction temperature can be 30 ℃, 35 ℃, 40 ℃ and 45 ℃, and the reaction time can be 2h, 2.5h, 3h, 3.5h and 4h, and the dropping speed is controlled in the dropping process so as to avoid a large number of bubbles and cause material spraying.
Reaction
Preferably, in S2: and adding sodium sulfate solid into the reaction solution until sodium sulfate basically reaches a saturated state, and adjusting the pH of the reaction solution.
Preferably, in S2: adding concentrated sulfuric acid to acidify until the pH value is 2-4, keeping the temperature of the reaction liquid at 40+/-5 ℃, and layering to form an oil phase and a water phase.
Preferably, in S3: cooling the oil phase to 20-25 deg.c, crystallizing and separating solid acetylmethionine and filtrate.
In another aspect, a method for preparing acetylmethionine by circulating saponification liquid is provided, which is characterized by comprising the following steps:
s1, carrying out acetylation treatment on sodium hydrolysate of 5- (2-methylthioethyl) -hydantoin to obtain a reaction solution containing acetylmethionine;
s2, adding sodium sulfate into the reaction solution, adjusting the pH to be acidic, and layering to form an oil phase containing acetylmethionine and a water phase containing sodium sulfate;
s3, crystallizing and separating the oil phase into methionine solid and filtrate; and (3) carrying out negative pressure distillation on the filtrate, wherein the distillate is acetic acid with high concentration of more than 95%, and the rest filtrate is directly returned to the oil phase. In actual production, the high-concentration acetic acid can be used for preparing ethyl acetate and the like for use, and the filtrate from which the acetic acid is removed is returned to the oil phase for use.
Preferably, in S2: and adding sodium hydrolysate of S1 into the water phase to adjust the pH to 7-9, heating, concentrating, crystallizing and separating to obtain sodium sulfate and sodium sulfate raffinate, and returning the sodium sulfate raffinate to the S1 and the sodium hydrolysate for merging. In actual production, the aqueous phase contains sulfuric acid and has low pH value, direct evaporation has strong corrosion effect on equipment, acetic acid-containing wastewater is generated, and the saponification liquid is adopted to adjust the pH value under the condition of not introducing other substances, so that the use of alkali for neutralization is avoided, the cost is reduced, and a small amount of acetyl dissolved in the aqueous phase is recycled.
The beneficial effects are that: compared with the prior art, the method for preparing the acetylmethionine by using the saponified solution realizes thorough separation of the acetylmethionine and the inorganic salt under the condition of not introducing other substances, shortens the process flow, greatly reduces the production cost in actual production, does not generate acid waste water, is environment-friendly, and has high concentration of the obtained byproduct acetic acid and high utilization value.
Drawings
FIG. 1 is a process flow diagram of the present invention.
Detailed Description
The present invention is described in detail below by way of specific examples, which are given herein for the purpose of further illustration only and are not to be construed as limiting the scope of the present invention, as many insubstantial modifications and variations of the present invention will become apparent to those skilled in the art in light of the foregoing disclosure. Except for special descriptions, the parts are parts by weight, the percentages are mass percentages, and the concentrations are mass percentage concentrations.
Example 1
50Kg of saponification liquid in a production workshop is taken, and the composition of the saponification liquid is analyzed: 17.2% of sodium methionine; 11.8% of sodium carbonate by mass; the balance being water. 6.95kg of acetic anhydride is added dropwise in water bath at 40 ℃, the reaction is carried out for 4 hours at constant temperature, sampling is carried out, and the conversion rate of methionine is 99.6% by using liquid chromatography detection.
Example 2
100Kg of saponification liquid in a production workshop is taken, and the composition of the saponification liquid is analyzed: 17.5% of sodium methionine; 11.3% of sodium carbonate by mass; the balance being water. 13.9kg of acetic anhydride is dripped in the water bath at 40 ℃, the constant temperature reaction is carried out for 4 hours, sampling is carried out, liquid chromatography detection is used, and the methionine conversion rate is 99.6%; then adding 10kg of sodium sulfate solid into the reaction liquid, adding concentrated sulfuric acid while stirring to ensure that the pH value is between 2 and 4, stopping stirring, standing for 3 to 5 minutes, and respectively extracting an oil phase and a water phase; cooling the oil phase to 20-25 ℃ for crystallization, filtering to obtain 16.2kg of solid crude product of acetylmethionine and filtrate, adding the filtrate into a distillation device, starting heating, controlling the temperature to 50-70 ℃, adjusting the vacuum degree to 0.04-0.06 Mpa, condensing and collecting distilled acetic acid gas to obtain 6.8kg of acetic acid, and keeping the residual filtrate for later use; adding the aqueous phase into saponification liquid to adjust ph to 7-9, adding into a concentrating device, starting heating, controlling temperature to be above 70 ℃, adjusting vacuum degree to be above 0.07Mpa, concentrating to obtain sodium sulfate 17.1kg, and separating sodium sulfate residual liquid for later use.
The following provides specific examples of production practice using the technical scheme provided by the invention, and practical operation is carried out in sequence, so that the process of industrial continuous production using the invention is simulated.
Example 3-1
100Kg of saponification liquid in a production workshop is taken, and the composition of the saponification liquid is analyzed: 17.9% of sodium methionine; 11.8% of sodium carbonate by mass; the balance being water. All the sodium sulfate residual liquid described in example 2 was added into the saponified solution, 15kg of acetic anhydride was added dropwise at 40℃in water bath, and the reaction was carried out at constant temperature for 4 hours, and the sample was taken and detected by liquid chromatography, whereby the conversion rate of methionine was 99.5%. Then adding 10kg of sodium sulfate solid into the reaction liquid, adding concentrated sulfuric acid while stirring to ensure that the pH value is between 2 and 4, stopping stirring, standing for 3 to 5 minutes, and respectively extracting an oil phase and a water phase; then adding the residual filtrate obtained in the evaporation of acetic acid in the example 2 into an oil phase, cooling to 20-25 ℃ for crystallization, filtering to obtain 19.1kg of acetylmethionine, adding the obtained filtrate into a distillation device, starting heating, controlling the temperature to 50-70 ℃, adjusting the vacuum degree to 0.04-0.06 Mpa, condensing and collecting the evaporated acetic acid gas, and obtaining 6.7kg of acetic acid with the mass fraction of 95.8%. The remaining filtrate was ready for use. Adding the aqueous phase into saponification liquid to adjust ph to 7-9, adding into a concentrating device, starting heating, controlling temperature to be above 70 ℃, adjusting vacuum degree to be above 0.07Mpa, concentrating to obtain solid sodium sulfate 17.1kg, and keeping the rest mother liquor for later use.
Example 3-2
100Kg of saponification liquid in a production workshop is taken, and the composition of the saponification liquid is analyzed: 17.8% of sodium methionine; 11.8% of sodium carbonate by mass; the balance being water. All the sodium sulfate residual liquid described in the example 3-1 is added into the saponification liquid, 15kg of acetic anhydride is dripped into the saponification liquid at the water bath of 40 ℃, the constant temperature reaction is carried out for 4 hours, sampling is carried out, and the conversion rate of methionine is 99.6% by using liquid chromatography detection. Then adding 10kg of sodium sulfate solid into the reaction liquid, adding concentrated sulfuric acid while stirring to ensure that the pH value is between 2 and 4, stopping stirring, standing for 3 to 5 minutes, and respectively extracting an oil phase and a water phase; then adding the residual filtrate obtained in the step of evaporating acetic acid in the step of example 3-1 into an oil phase, cooling to 20-25 ℃ for crystallization, filtering to obtain 19.5kg of acetylmethionine, adding the obtained filtrate into a distillation device, starting heating, controlling the temperature to 50-70 ℃, adjusting the vacuum degree to 0.04-0.06 Mpa, condensing and collecting the distilled acetic acid gas, and obtaining 7.0kg of acetic acid with the mass fraction of 96.7%. The remaining filtrate was ready for use. Adding the aqueous phase into saponification liquid to adjust ph to 7-9, adding into a concentrating device, starting heating, controlling temperature to be above 70 ℃, adjusting vacuum degree to be above 0.07Mpa, concentrating to obtain solid sodium sulfate 17.7kg, and keeping the rest mother liquor for later use.
Examples 3 to 3
100Kg of saponification liquid in a production workshop is taken, and the composition of the saponification liquid is analyzed: 18.1% of sodium methionine; 12.0% of sodium carbonate by mass; the balance being water. All the sodium sulfate residual liquid described in the example 3-2 is added into the saponification liquid, 15kg of acetic anhydride is dripped into the saponification liquid at the water bath of 40 ℃, the constant temperature reaction is carried out for 4 hours, sampling is carried out, and the conversion rate of methionine is 99.5% by using liquid chromatography detection. Then adding 10kg of sodium sulfate solid into the reaction liquid, adding concentrated sulfuric acid while stirring to ensure that the pH value is between 2 and 4, stopping stirring, standing for 3 to 5 minutes, and respectively extracting an oil phase and a water phase; then adding the residual filtrate obtained in the step of evaporating acetic acid in the step of example 3-2 into an oil phase, cooling to 20-25 ℃ for crystallization, filtering to obtain 19.6kg of acetylmethionine, adding the obtained filtrate into a distillation device, starting heating, controlling the temperature to 50-70 ℃, adjusting the vacuum degree to 0.04-0.06 Mpa, condensing and collecting the distilled acetic acid gas to obtain 6.6kg of acetic acid with the mass fraction of 95.2%, and reserving the residual filtrate for later use. Adding the aqueous phase into saponification liquid to adjust ph to 7-9, adding into a concentrating device, starting heating, controlling temperature to be above 70 ℃, adjusting vacuum degree to be above 0.07Mpa, concentrating to obtain solid sodium sulfate 18.1kg, and keeping the rest mother liquor for later use.
Finally, it is noted that the above embodiments are only for illustrating the technical solution of the present invention and not for limiting the same, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications and equivalents may be made thereto without departing from the spirit and scope of the technical solution of the present invention, which is intended to be covered by the scope of the claims of the present invention.
Claims (6)
1. A method for preparing acetylmethionine by using saponification liquid, which is characterized by comprising the following steps:
s1, carrying out acetylation treatment on sodium hydrolysate of 5- (2-methylthioethyl) -hydantoin to obtain a reaction solution containing acetylmethionine;
S2, adding sodium sulfate into the reaction solution until the sodium sulfate basically reaches a saturated state, adding concentrated sulfuric acid to acidify until the pH value is 2-4, keeping the temperature of the reaction solution at 40+/-5 ℃, and layering to form an oil phase containing acetylmethionine and a water phase containing sodium sulfate;
s3, crystallizing and separating the oil phase into solid acetylmethionine and filtrate.
2. The method for preparing acetylmethionine by using saponified solution according to claim 1, wherein the sodium hydrolysate in S1 comprises the following components in mass fraction: 16.5-18.5% sodium methionine, 10.5-12.5% sodium carbonate, and the balance being water.
3. The method for producing acetylmethionine using saponified solution of claim 1, wherein in S1: acetic anhydride is dripped into the sodium hydrolysate for acetylation treatment, the reaction temperature is 30-45 ℃, and the reaction time is 2-4 h.
4. The method for producing acetylmethionine using saponified solution of claim 1, wherein in S3: cooling the oil phase to 20-25 deg.c, crystallizing and separating solid acetylmethionine and filtrate.
5. A method for circularly preparing acetylmethionine by using saponification liquid is characterized in that: comprising the method of any one of claims 1-4, and subjecting the filtrate of S3 to negative pressure distillation, the distillate being acetic acid of high concentration of 95% or more, the remaining filtrate being returned directly to the oil phase.
6. The method for producing acetylmethionine by circulating saponification liquid of claim 5, wherein: and (3) adding sodium hydrolysate of S1 into the water phase of S2 to adjust the pH to 7-9, heating, concentrating, crystallizing and separating to obtain sodium sulfate and sodium sulfate residual liquid, and returning the sodium sulfate residual liquid to the S1 and the sodium hydrolysate for merging.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103342671A (en) * | 2013-07-24 | 2013-10-09 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine by using acetylated saponification solution |
| CN103408474A (en) * | 2013-08-28 | 2013-11-27 | 重庆紫光化工股份有限公司 | Efficient production method of high-purity N-acetyl-D, L-methionine |
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| US6114163A (en) * | 1995-12-13 | 2000-09-05 | Degussa Aktiengesellschaft | Process for obtaining active L-α-amino carboxylic acids from corresponding racemic d, L-α-amino carboxylic acids |
| CN106380433B (en) * | 2016-08-26 | 2018-04-20 | 宁夏紫光天化蛋氨酸有限责任公司 | A kind of isolation and purification method of N acetyl D, L methionine |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103342671A (en) * | 2013-07-24 | 2013-10-09 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine by using acetylated saponification solution |
| CN103408474A (en) * | 2013-08-28 | 2013-11-27 | 重庆紫光化工股份有限公司 | Efficient production method of high-purity N-acetyl-D, L-methionine |
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| CN114853644A (en) | 2022-08-05 |
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