TW371655B - Method for the isolation of 2-hydroxy-4-methylthiobutyric acid (MHA) - Google Patents
Method for the isolation of 2-hydroxy-4-methylthiobutyric acid (MHA)Info
- Publication number
- TW371655B TW371655B TW085115766A TW85115766A TW371655B TW 371655 B TW371655 B TW 371655B TW 085115766 A TW085115766 A TW 085115766A TW 85115766 A TW85115766 A TW 85115766A TW 371655 B TW371655 B TW 371655B
- Authority
- TW
- Taiwan
- Prior art keywords
- reaction mixture
- mha
- extraction
- liquid
- evaporation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- PICCHNWCTUUCAQ-UHFFFAOYSA-N 2-hydroxypentanethioic s-acid Chemical compound CCCC(O)C(O)=S PICCHNWCTUUCAQ-UHFFFAOYSA-N 0.000 title 2
- 238000002955 isolation Methods 0.000 title 1
- 238000000605 extraction Methods 0.000 abstract 5
- 239000011541 reaction mixture Substances 0.000 abstract 5
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 4
- 239000007788 liquid Substances 0.000 abstract 4
- CLUWOWRTHNNBBU-UHFFFAOYSA-N 3-methylthiopropanal Chemical compound CSCCC=O CLUWOWRTHNNBBU-UHFFFAOYSA-N 0.000 abstract 3
- 238000001704 evaporation Methods 0.000 abstract 3
- 230000008020 evaporation Effects 0.000 abstract 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000002699 waste material Substances 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
-
- 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
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Power Steering Mechanism (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19548538A DE19548538C2 (de) | 1995-12-23 | 1995-12-23 | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW371655B true TW371655B (en) | 1999-10-11 |
Family
ID=7781282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW085115766A TW371655B (en) | 1995-12-23 | 1996-12-20 | Method for the isolation of 2-hydroxy-4-methylthiobutyric acid (MHA) |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6140536A (ref) |
| EP (1) | EP0874811B1 (ref) |
| JP (1) | JP3962089B2 (ref) |
| KR (1) | KR100460364B1 (ref) |
| CN (1) | CN1067377C (ref) |
| AU (1) | AU717705B2 (ref) |
| BR (1) | BR9612235A (ref) |
| DE (2) | DE19548538C2 (ref) |
| ES (1) | ES2160264T3 (ref) |
| ID (1) | ID16007A (ref) |
| IN (1) | IN190919B (ref) |
| MX (1) | MX9804881A (ref) |
| MY (1) | MY117493A (ref) |
| RU (1) | RU2160730C2 (ref) |
| TR (1) | TR199801190T2 (ref) |
| TW (1) | TW371655B (ref) |
| WO (1) | WO1997023452A1 (ref) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6017563A (en) | 1997-07-25 | 2000-01-25 | Novus International, Inc. | Process for optimizing milk production |
| JP3942715B2 (ja) | 1998-01-06 | 2007-07-11 | パイオニア株式会社 | 有機ｅｌディスプレイパネル及びその製造方法 |
| FR2780969B1 (fr) * | 1998-07-10 | 2000-08-18 | Rhone Poulenc Nutrition Animal | Procede de separation de l'acide hydroxymethylthiobutyrique |
| JP4517474B2 (ja) * | 2000-07-25 | 2010-08-04 | 住友化学株式会社 | ２−ヒドロキシ−４−メチルチオブタン酸の製造方法 |
| JP4517486B2 (ja) * | 2000-09-25 | 2010-08-04 | 住友化学株式会社 | ２−ヒドロキシ−４−メチルチオブタンニトリルの製造方法 |
| JP4517491B2 (ja) * | 2000-10-11 | 2010-08-04 | 住友化学株式会社 | ２−ヒドロキシ−４−メチルチオブタン酸の製造方法 |
| JP4517520B2 (ja) * | 2001-02-27 | 2010-08-04 | 住友化学株式会社 | ２−ヒドロキシ−４−メチルチオブタン酸の製造方法 |
| DE102004041250A1 (de) * | 2004-08-26 | 2006-03-02 | Degussa Ag | Herstellung von 2-Hydroxy-4-Methylthiobuttersäure |
| JP2007238552A (ja) * | 2006-03-10 | 2007-09-20 | Sumitomo Chemical Co Ltd | ２−ヒドロキシ−４−メチルチオブタン酸の製造方法および製造装置 |
| KR101911563B1 (ko) | 2011-02-23 | 2018-10-24 | 에보니크 데구사 게엠베하 | 3-(메틸티오)프로판알 및 시안화수소로부터 2-히드록시-4-(메틸티오)부탄니트릴을 제조하는 방법 |
| DE102011081828A1 (de) | 2011-08-30 | 2013-02-28 | Evonik Degussa Gmbh | Verfahren zur Umsetzung von Methylmercaptopropionaldehyd aus Roh-Acrolein und Roh-Methylmercaptan |
| MY171361A (en) | 2011-08-30 | 2019-10-10 | Evonik Operations Gmbh | Method for producing a methionine salt |
| RU2571755C2 (ru) * | 2013-10-23 | 2015-12-20 | Андрей Вилорьевич Доронин | Способ сернокислотной переработки сырья |
| EP3388523A1 (en) | 2017-04-13 | 2018-10-17 | Evonik Degussa GmbH | Enzymatic method for producing 2-hydroxy-4-methylmercaptobutanoic acid (mha) |
| CN114349671B (zh) * | 2022-03-18 | 2022-05-27 | 蓝星安迪苏南京有限公司 | 化合物及蛋氨酸羟基衍生物的制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1269995C (en) * | 1983-11-14 | 1990-06-05 | PREPARATION OF 2-HYDROXY-METHYLTHIOBUTYRIC ACID LIQUID | |
| US4524077A (en) * | 1983-11-14 | 1985-06-18 | Monsanto Company | Liquid 2-hydroxy-4-methylthiobutyric acid and process for the preparation thereof |
| ES2005784A6 (es) * | 1988-02-22 | 1989-03-16 | Desarrollo Tecnico Ind S A Soc | Un procedimiento para preparar soluciones acuosas de acido 2-hidroxi-4-metil-tiobutirico. |
| US5498790A (en) * | 1993-06-09 | 1996-03-12 | Novus International, Inc. | Regeneration of sulfuric acid from sulfate by-products of 2-hydroxy-4-(methylthio)butyric acid manufacture |
| DE4428608C1 (de) * | 1994-08-12 | 1996-02-29 | Degussa | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
-
1995
- 1995-12-23 DE DE19548538A patent/DE19548538C2/de not_active Expired - Fee Related
-
1996
- 1996-12-05 CN CN96199293A patent/CN1067377C/zh not_active Expired - Lifetime
- 1996-12-05 TR TR1998/01190T patent/TR199801190T2/xx unknown
- 1996-12-05 BR BR9612235A patent/BR9612235A/pt not_active Application Discontinuation
- 1996-12-05 ES ES96943038T patent/ES2160264T3/es not_active Expired - Lifetime
- 1996-12-05 US US09/091,796 patent/US6140536A/en not_active Expired - Lifetime
- 1996-12-05 EP EP96943038A patent/EP0874811B1/de not_active Expired - Lifetime
- 1996-12-05 RU RU98114099/04A patent/RU2160730C2/ru active
- 1996-12-05 JP JP52325597A patent/JP3962089B2/ja not_active Expired - Lifetime
- 1996-12-05 DE DE59607103T patent/DE59607103D1/de not_active Expired - Lifetime
- 1996-12-05 KR KR10-1998-0704772A patent/KR100460364B1/ko not_active Expired - Fee Related
- 1996-12-05 WO PCT/EP1996/005437 patent/WO1997023452A1/de not_active Ceased
- 1996-12-05 AU AU11906/97A patent/AU717705B2/en not_active Ceased
- 1996-12-19 ID IDP963809A patent/ID16007A/id unknown
- 1996-12-19 MY MYPI96005345A patent/MY117493A/en unknown
- 1996-12-20 IN IN2209CA1996 patent/IN190919B/en unknown
- 1996-12-20 TW TW085115766A patent/TW371655B/zh active
-
1998
- 1998-06-17 MX MX9804881A patent/MX9804881A/es not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IN190919B (ref) | 2003-08-30 |
| AU1190697A (en) | 1997-07-17 |
| DE19548538A1 (de) | 1997-06-26 |
| EP0874811A1 (de) | 1998-11-04 |
| WO1997023452A1 (de) | 1997-07-03 |
| DE59607103D1 (de) | 2001-07-19 |
| MX9804881A (es) | 1998-10-31 |
| MY117493A (en) | 2004-07-31 |
| ES2160264T3 (es) | 2001-11-01 |
| BR9612235A (pt) | 1999-07-13 |
| KR19990076661A (ko) | 1999-10-15 |
| JP3962089B2 (ja) | 2007-08-22 |
| KR100460364B1 (ko) | 2005-05-20 |
| RU2160730C2 (ru) | 2000-12-20 |
| JP2000502110A (ja) | 2000-02-22 |
| CN1067377C (zh) | 2001-06-20 |
| DE19548538C2 (de) | 1997-12-18 |
| AU717705B2 (en) | 2000-03-30 |
| TR199801190T2 (xx) | 1998-11-23 |
| US6140536A (en) | 2000-10-31 |
| CN1205688A (zh) | 1999-01-20 |
| ID16007A (id) | 1997-08-28 |
| EP0874811B1 (de) | 2001-06-13 |
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