CN1069311C - 2-羟基-4-甲硫基丁酸(mha)的制备方法 - Google Patents
2-羟基-4-甲硫基丁酸(mha)的制备方法 Download PDFInfo
- Publication number
- CN1069311C CN1069311C CN95194582A CN95194582A CN1069311C CN 1069311 C CN1069311 C CN 1069311C CN 95194582 A CN95194582 A CN 95194582A CN 95194582 A CN95194582 A CN 95194582A CN 1069311 C CN1069311 C CN 1069311C
- Authority
- CN
- China
- Prior art keywords
- mha
- acid
- water
- hydroxy
- sulfuric acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Images
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)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4428608.2 | 1994-08-12 | ||
| DE4428608A DE4428608C1 (de) | 1994-08-12 | 1994-08-12 | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1155277A CN1155277A (zh) | 1997-07-23 |
| CN1069311C true CN1069311C (zh) | 2001-08-08 |
Family
ID=6525551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN95194582A Expired - Fee Related CN1069311C (zh) | 1994-08-12 | 1995-08-02 | 2-羟基-4-甲硫基丁酸(mha)的制备方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5847207A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0775109B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP3847337B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN1069311C (cg-RX-API-DMAC7.html) |
| AU (1) | AU3255795A (cg-RX-API-DMAC7.html) |
| DE (2) | DE4428608C1 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2132700T3 (cg-RX-API-DMAC7.html) |
| MY (1) | MY132083A (cg-RX-API-DMAC7.html) |
| TW (1) | TW280811B (cg-RX-API-DMAC7.html) |
| WO (1) | WO1996005173A1 (cg-RX-API-DMAC7.html) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103467348A (zh) * | 2013-10-08 | 2013-12-25 | 重庆紫光化工股份有限公司 | 大颗粒晶型高堆积密度2-羟基-4-甲硫基丁酸钙的制备方法 |
| CN103497131A (zh) * | 2013-10-08 | 2014-01-08 | 重庆紫光化工股份有限公司 | 2-羟基-4-甲硫基丁酸金属螯合物的制备方法 |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT832062E (pt) | 1995-06-07 | 2002-03-28 | Novus Int Inc | Processo de hidrolise continuo para preparacao de acido 2-hidroxi-4-metiltiobutanoico ou seus sais |
| DE19548538C2 (de) * | 1995-12-23 | 1997-12-18 | Degussa | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
| DE19654485A1 (de) * | 1996-12-27 | 1998-07-02 | Degussa | Verfahren zur Gewinnung von lagerstabiler 2-Hydroxy-4-methylthiobuttersäure (MHA) |
| DE19754562A1 (de) * | 1997-12-09 | 1999-06-10 | Degussa | Verfahren zur Rückgewinnung von Schwefelsäure aus schwefelhaltigen Nebenprodukten eines Prozesses zur Herstellung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
| FR2780968B1 (fr) * | 1998-07-10 | 2000-08-18 | Rhone Poulenc Nutrition Animal | Procede de preparation de l'acide hydroxymethylthiobutyrique |
| 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 |
| US20060151493A1 (en) * | 2002-12-18 | 2006-07-13 | Biotage Ab | Method and apparatus for control of chemical reactions |
| JP4696496B2 (ja) * | 2004-08-18 | 2011-06-08 | 住友化学株式会社 | 2−ヒドロキシ−4−メチルチオ酪酸の製造方法 |
| FR2919607B1 (fr) * | 2007-07-31 | 2012-10-12 | Adisseo Ireland Ltd | Procede pour la conversion catalytique de 2-hydroxy-4- methylthiobutanenitrile (hmtbn) en 2-hydroxy-4- methylthiobutanamide (hmtbm). |
| MX340125B (es) * | 2011-02-23 | 2016-06-28 | Evonik Degussa Gmbh | 2-hidroxi-4-(metiltio) butironitrilo estable en almacenamiento. |
| GB2499218A (en) | 2012-02-08 | 2013-08-14 | Rumenco Ltd | Production of animal feed supplement using a thin film processor |
| US9540661B2 (en) | 2012-07-09 | 2017-01-10 | Basf Se | Method for the complete anaerobic digestion of polymer mixtures |
| CN103420883A (zh) * | 2013-08-28 | 2013-12-04 | 重庆紫光化工股份有限公司 | 利用粗氢氰酸气体制备2-羟基-4-甲硫基丁腈的方法 |
| CN103664717A (zh) * | 2013-11-19 | 2014-03-26 | 重庆紫光化工股份有限公司 | 廉价的环境友好的d,l-2-羟基-4-甲硫基丁酸的制备方法 |
| EP3388523A1 (en) | 2017-04-13 | 2018-10-17 | Evonik Degussa GmbH | Enzymatic method for producing 2-hydroxy-4-methylmercaptobutanoic acid (mha) |
| CN111116437B (zh) * | 2018-11-01 | 2021-02-05 | 山东新和成氨基酸有限公司 | 制备2-羟基-4-甲硫基丁酸及其中间体的方法和装置 |
| EP4299560A1 (en) | 2022-07-01 | 2024-01-03 | AMINO GmbH | Method for the production of alpha hydroxy-alkylthio carboxylic acids and derivatives thereof |
| CN115894313B (zh) * | 2022-11-29 | 2024-04-30 | 山东新和成氨基酸有限公司 | 一种2-羟基-4-甲硫基丁酸盐的制备方法及生产系统 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0142488A2 (en) * | 1983-11-14 | 1985-05-22 | Monsanto Company | Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof |
| CN85101575A (zh) * | 1984-02-24 | 1987-01-10 | 孟山都公司 | 液态2-羟基-4-甲硫基丁酸的制备方法 |
| EP0330527A1 (fr) * | 1988-02-22 | 1989-08-30 | Sociedad De Desarrollo Tecnico Industrial | Procédé de préparation de solutions aqueuses de l'acide 2-hydroxy-4-méthylthio-butyrique |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA694650A (en) * | 1964-09-22 | Mark Victor | Preparation of 4-(alkylthio)-2-hydroxybutyric acids | |
| US2745745A (en) * | 1952-10-30 | 1956-05-15 | Monsanto Chemicals | Poultry feed |
| US2938053A (en) * | 1955-12-29 | 1960-05-24 | Monsanto Chemicals | Amino acid analogues |
| CH385823A (de) * | 1959-09-01 | 1964-12-31 | Inventa Ag | Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure |
| BE611435A (fr) * | 1960-12-14 | 1962-06-12 | Stamicarbon | Procédé de préparation de sels métalliques d'acide alpha-hydroxy- gamma -méthylmercaptobutyrique |
| US3773927A (en) * | 1971-12-20 | 1973-11-20 | Du Pont | Preparation of an aqueous slurry of ammonium chloride and methylmercapto-hydroxybutyric acid |
| US4353924A (en) * | 1979-09-04 | 1982-10-12 | Monsanto Company | Animal feed supplement having reduced corrosion characteristics |
| US4310690A (en) * | 1980-10-08 | 1982-01-12 | E. I. Du Pont De Nemours And Company | Preparation of the calcium salt of α-hydroxy-gamma-methylmercaptobutyric acid |
| ATE28747T1 (de) * | 1983-11-14 | 1987-08-15 | Monsanto Co | Verfahren zur herstellung von fluessiger 2hydroxymethylthiobuttersaeure. |
| MY109603A (en) * | 1992-05-21 | 1997-03-31 | Daicel Chem | Process for producing 2-hydroxy-4-methylthiobutanoic acid |
-
1994
- 1994-08-12 DE DE4428608A patent/DE4428608C1/de not_active Expired - Fee Related
-
1995
- 1995-06-28 TW TW084106640A patent/TW280811B/zh active
- 1995-08-02 AU AU32557/95A patent/AU3255795A/en not_active Abandoned
- 1995-08-02 ES ES95929050T patent/ES2132700T3/es not_active Expired - Lifetime
- 1995-08-02 US US08/793,113 patent/US5847207A/en not_active Expired - Fee Related
- 1995-08-02 JP JP50697896A patent/JP3847337B2/ja not_active Expired - Fee Related
- 1995-08-02 CN CN95194582A patent/CN1069311C/zh not_active Expired - Fee Related
- 1995-08-02 EP EP95929050A patent/EP0775109B1/de not_active Expired - Lifetime
- 1995-08-02 WO PCT/EP1995/003068 patent/WO1996005173A1/de not_active Ceased
- 1995-08-02 DE DE59504922T patent/DE59504922D1/de not_active Expired - Fee Related
- 1995-08-10 MY MYPI95002340A patent/MY132083A/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0142488A2 (en) * | 1983-11-14 | 1985-05-22 | Monsanto Company | Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof |
| CN85101575A (zh) * | 1984-02-24 | 1987-01-10 | 孟山都公司 | 液态2-羟基-4-甲硫基丁酸的制备方法 |
| EP0330527A1 (fr) * | 1988-02-22 | 1989-08-30 | Sociedad De Desarrollo Tecnico Industrial | Procédé de préparation de solutions aqueuses de l'acide 2-hydroxy-4-méthylthio-butyrique |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103467348A (zh) * | 2013-10-08 | 2013-12-25 | 重庆紫光化工股份有限公司 | 大颗粒晶型高堆积密度2-羟基-4-甲硫基丁酸钙的制备方法 |
| CN103497131A (zh) * | 2013-10-08 | 2014-01-08 | 重庆紫光化工股份有限公司 | 2-羟基-4-甲硫基丁酸金属螯合物的制备方法 |
| CN103497131B (zh) * | 2013-10-08 | 2015-05-13 | 重庆紫光化工股份有限公司 | 2-羟基-4-甲硫基丁酸金属螯合物的制备方法 |
| CN103467348B (zh) * | 2013-10-08 | 2015-09-16 | 重庆紫光化工股份有限公司 | 大颗粒晶型高堆积密度2-羟基-4-甲硫基丁酸钙的制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW280811B (cg-RX-API-DMAC7.html) | 1996-07-11 |
| MY132083A (en) | 2007-09-28 |
| CN1155277A (zh) | 1997-07-23 |
| JPH10504294A (ja) | 1998-04-28 |
| JP3847337B2 (ja) | 2006-11-22 |
| EP0775109A1 (de) | 1997-05-28 |
| EP0775109B1 (de) | 1999-01-20 |
| WO1996005173A1 (de) | 1996-02-22 |
| AU3255795A (en) | 1996-03-07 |
| US5847207A (en) | 1998-12-08 |
| ES2132700T3 (es) | 1999-08-16 |
| DE59504922D1 (de) | 1999-03-04 |
| DE4428608C1 (de) | 1996-02-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: DEGUSSA Free format text: FORMER OWNER: DEGUSSA-HUELS AG Effective date: 20030307 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20030307 Address after: Dusseldorf, Federal Republic of Germany Patentee after: Degussa AG Address before: Frankfurt, Federal Republic of Germany Patentee before: Degussa-Yuls Co., Ltd. |
|
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20010808 Termination date: 20090902 |