JPS60156396A - 2―ヒドロキシ―4―メチルチオ酪酸の製造法 - Google Patents
2―ヒドロキシ―4―メチルチオ酪酸の製造法Info
- Publication number
- JPS60156396A JPS60156396A JP59239325A JP23932584A JPS60156396A JP S60156396 A JPS60156396 A JP S60156396A JP 59239325 A JP59239325 A JP 59239325A JP 23932584 A JP23932584 A JP 23932584A JP S60156396 A JPS60156396 A JP S60156396A
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- hydrolyzate
- weight
- water
- solvent
- 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.)
- Granted
Links
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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/105—Aliphatic or alicyclic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/142—Amino acids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/70—Feeding-stuffs specially adapted for particular animals for birds
- A23K50/75—Feeding-stuffs specially adapted for particular animals for birds for poultry
-
- 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)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Birds (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/550,857 US4524077A (en) | 1983-11-14 | 1983-11-14 | Liquid 2-hydroxy-4-methylthiobutyric acid and process for the preparation thereof |
| US550857 | 1983-11-14 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4199865A Division JPH0797970B2 (ja) | 1983-11-14 | 1992-07-27 | 飼料添加剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60156396A true JPS60156396A (ja) | 1985-08-16 |
| JPH051787B2 JPH051787B2 (enExample) | 1993-01-11 |
Family
ID=24198852
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59239325A Granted JPS60156396A (ja) | 1983-11-14 | 1984-11-13 | 2―ヒドロキシ―4―メチルチオ酪酸の製造法 |
| JP4199865A Expired - Lifetime JPH0797970B2 (ja) | 1983-11-14 | 1992-07-27 | 飼料添加剤 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4199865A Expired - Lifetime JPH0797970B2 (ja) | 1983-11-14 | 1992-07-27 | 飼料添加剤 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4524077A (enExample) |
| EP (1) | EP0142488B1 (enExample) |
| JP (2) | JPS60156396A (enExample) |
| KR (1) | KR870000657B1 (enExample) |
| AT (1) | ATE29131T1 (enExample) |
| AU (1) | AU562078B2 (enExample) |
| CA (1) | CA1263668A (enExample) |
| DE (1) | DE3465592D1 (enExample) |
| GB (1) | GB2149791B (enExample) |
| GE (1) | GEP19960463B (enExample) |
| MX (1) | MX163989B (enExample) |
| SU (1) | SU1428193A3 (enExample) |
| ZA (1) | ZA848847B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993023372A1 (fr) * | 1992-05-21 | 1993-11-25 | Daicel Chemical Industries, Ltd. | Procede pour produire de l'acide 2-hydroxy-4-methylthiobutanoique |
| JP2002105048A (ja) * | 2000-09-25 | 2002-04-10 | Sumitomo Chem Co Ltd | 2−ヒドロキシ−4−メチルチオブタンニトリルの製造方法 |
| JP2002255927A (ja) * | 2001-02-27 | 2002-09-11 | Sumitomo Chem Co Ltd | 2−ヒドロキシ−4−メチルチオブタン酸の製造方法 |
| JP2006522755A (ja) * | 2003-04-09 | 2006-10-05 | デグサ アクチエンゲゼルシャフト | 2−ヒドロキシ−4−メチルチオ酪酸アンモニウム塩の製造方法 |
| JP2020510076A (ja) * | 2017-03-16 | 2020-04-02 | アディッソ・フランス・エス.エー.エス.Adisseo France S.A.S. | 2−ヒドロキシ−4−(メチルチオ)酪酸の製造方法 |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| BR9508383A (pt) * | 1994-07-11 | 1997-12-23 | Degussa | Processo para a obtenção de ácido 2-hidróxi-4-metiltiobutírico (mha) mha e seu emprego |
| DE4428608C1 (de) * | 1994-08-12 | 1996-02-29 | Degussa | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
| CN1094925C (zh) | 1995-06-07 | 2002-11-27 | 诺沃斯国际公司 | 制备2-羟基-4-甲基硫代丁酸或其盐的连续水解法 |
| US5856567A (en) * | 1995-06-07 | 1999-01-05 | Novus International, Inc. | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanioc acid or salts thereof |
| 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) |
| JP3804210B2 (ja) * | 1997-03-04 | 2006-08-02 | 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 |
| RU2184111C2 (ru) * | 1997-03-04 | 2002-06-27 | Сумитомо Кемикал Компани, Лимитед | Способ получения 2-гидрокси-4-метилтиобутановой кислоты |
| US6017563A (en) * | 1997-07-25 | 2000-01-25 | Novus International, Inc. | Process for optimizing milk production |
| FR2780969B1 (fr) * | 1998-07-10 | 2000-08-18 | Rhone Poulenc Nutrition Animal | Procede de separation de l'acide hydroxymethylthiobutyrique |
| FR2780968B1 (fr) * | 1998-07-10 | 2000-08-18 | Rhone Poulenc Nutrition Animal | Procede de preparation de l'acide hydroxymethylthiobutyrique |
| FR2791673B1 (fr) * | 1999-04-02 | 2001-06-08 | Rhone Poulenc Animal Nutrition | Procede de preparation des esters de l'acide hydroxymethylthiobutyrique |
| AU6525700A (en) | 1999-08-05 | 2001-03-05 | Novus International Inc | Reductive combustion of ammonium salts of sulfuric acid |
| US6649794B2 (en) | 2000-02-18 | 2003-11-18 | Sumitomo Chemical Company, Limited | Method for producing 2-Hydroxy-4-Methylthiobutanoic Acid |
| TWI296652B (en) * | 2000-03-29 | 2008-05-11 | Mitsui Chemicals Inc | Production process of amide compound |
| 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 |
| FR2871028B1 (fr) * | 2004-06-08 | 2006-12-29 | Adisseo Ireland Ltd | Complement alimentaire pour animaux, comprenant un additif olfactif |
| 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 |
| EP1801227B1 (en) * | 2004-10-14 | 2009-04-15 | Sumitomo Chemical Company, Limited | Method for producing 2-hydroxy-4-(methylthio)butanoic acid |
| DE102005050106B4 (de) * | 2005-10-18 | 2008-04-30 | Josef Meissner Gmbh & Co. Kg | Rückgewinnung von Nitriersäuregemischen aus Nitrienprozessen |
| ES2279719B1 (es) * | 2006-01-26 | 2008-07-16 | Timac Agro España, S.A. | Nuevo activador metabolico y nutricional para las plantas. |
| CN101489998B (zh) | 2006-07-21 | 2013-01-02 | 住友化学株式会社 | 生产2-羟基-4-(甲硫基)丁酸或丁酸酯化合物及其中间体的方法 |
| DE102007062199A1 (de) * | 2007-12-21 | 2009-06-25 | Evonik Degussa Gmbh | 2-Methylthioethyl-substituierte Heterocyclen als Futtermitteladditive |
| JP2009161499A (ja) * | 2008-01-10 | 2009-07-23 | Sumitomo Chemical Co Ltd | 2−ヒドロキシ−4−メチルチオブタンアミドの製造方法 |
| FR2938535B1 (fr) | 2008-11-20 | 2012-08-17 | Arkema France | Procede de fabrication de methylmercaptopropionaldehyde et de methionine a partir de matieres renouvelables |
| FR2939791B1 (fr) * | 2008-12-16 | 2011-01-14 | Adisseo France Sas | Procede de preparation d'acroleine a partir de glycerol ou de glycerine brute |
| EP2658987B1 (en) | 2010-12-30 | 2014-12-10 | Metabolic Explorer | Fermentative production of methionine hydroxy analog (mha) |
| WO2013119955A1 (en) | 2012-02-09 | 2013-08-15 | Novus International Inc. | Functionalized polymer compositions |
| KR101419118B1 (ko) * | 2012-07-11 | 2014-07-11 | 김건희 | 사료용 향료 조성물 |
| CN107753462B (zh) | 2012-07-12 | 2021-01-08 | 诺华丝国际股份有限公司 | 用于保护生物活性剂的基质和层组合物 |
| FI127798B (fi) * | 2014-02-20 | 2019-02-28 | Smidth As F L | Pylvässelkeytin ja sen menetelmät korkean suorituskyvyn neste/neste-faasierotusta varten hydrometallurgisissa prosesseissa |
| CN104860855B (zh) * | 2014-12-08 | 2017-06-16 | 宁夏紫光天化蛋氨酸有限责任公司 | 一种高纯度的d,l‑2‑羟基‑4‑甲硫基丁酸酯的制备方法 |
| AU2017280075A1 (en) | 2016-06-24 | 2018-12-13 | Novus International Inc. | Hydroxy methionine analog formulations suitable for specialty chemical applications |
| US10584306B2 (en) | 2017-08-11 | 2020-03-10 | Board Of Regents Of The University Of Oklahoma | Surfactant microemulsions |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB722024A (en) * | 1950-10-31 | 1955-01-19 | Monsanto Chemicals | Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same |
| 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 |
| 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 |
-
1983
- 1983-11-14 US US06/550,857 patent/US4524077A/en not_active Expired - Lifetime
-
1984
- 1984-11-13 DE DE8484870150T patent/DE3465592D1/de not_active Expired
- 1984-11-13 GB GB08428657A patent/GB2149791B/en not_active Expired
- 1984-11-13 MX MX7002A patent/MX163989B/es unknown
- 1984-11-13 ZA ZA848847A patent/ZA848847B/xx unknown
- 1984-11-13 JP JP59239325A patent/JPS60156396A/ja active Granted
- 1984-11-13 CA CA000467699A patent/CA1263668A/en not_active Expired
- 1984-11-13 AT AT84870150T patent/ATE29131T1/de not_active IP Right Cessation
- 1984-11-13 SU SU843812267A patent/SU1428193A3/ru active
- 1984-11-13 EP EP84870150A patent/EP0142488B1/en not_active Expired
- 1984-11-13 AU AU35359/84A patent/AU562078B2/en not_active Expired
- 1984-11-13 KR KR1019840007114A patent/KR870000657B1/ko not_active Expired
-
1992
- 1992-07-27 JP JP4199865A patent/JPH0797970B2/ja not_active Expired - Lifetime
- 1992-12-25 GE GEAP1992440A patent/GEP19960463B/en unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993023372A1 (fr) * | 1992-05-21 | 1993-11-25 | Daicel Chemical Industries, Ltd. | Procede pour produire de l'acide 2-hydroxy-4-methylthiobutanoique |
| JP2002105048A (ja) * | 2000-09-25 | 2002-04-10 | Sumitomo Chem Co Ltd | 2−ヒドロキシ−4−メチルチオブタンニトリルの製造方法 |
| JP2002255927A (ja) * | 2001-02-27 | 2002-09-11 | Sumitomo Chem Co Ltd | 2−ヒドロキシ−4−メチルチオブタン酸の製造方法 |
| JP2006522755A (ja) * | 2003-04-09 | 2006-10-05 | デグサ アクチエンゲゼルシャフト | 2−ヒドロキシ−4−メチルチオ酪酸アンモニウム塩の製造方法 |
| JP4751317B2 (ja) * | 2003-04-09 | 2011-08-17 | エボニック デグサ ゲーエムベーハー | 2−ヒドロキシ−4−メチルチオ酪酸アンモニウム塩の製造方法 |
| JP2020510076A (ja) * | 2017-03-16 | 2020-04-02 | アディッソ・フランス・エス.エー.エス.Adisseo France S.A.S. | 2−ヒドロキシ−4−(メチルチオ)酪酸の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0142488A2 (en) | 1985-05-22 |
| GB2149791A (en) | 1985-06-19 |
| GEP19960463B (en) | 1996-07-15 |
| DE3465592D1 (en) | 1987-10-01 |
| EP0142488B1 (en) | 1987-08-26 |
| ZA848847B (en) | 1985-09-25 |
| EP0142488A3 (en) | 1985-06-26 |
| JPH051787B2 (enExample) | 1993-01-11 |
| CA1263668C (en) | 1989-12-05 |
| SU1428193A3 (ru) | 1988-09-30 |
| US4524077A (en) | 1985-06-18 |
| ATE29131T1 (de) | 1987-09-15 |
| MX163989B (es) | 1992-07-07 |
| KR850004108A (ko) | 1985-07-01 |
| GB2149791B (en) | 1988-04-20 |
| AU562078B2 (en) | 1987-05-28 |
| GB8428657D0 (en) | 1984-12-19 |
| JPH0797970B2 (ja) | 1995-10-25 |
| CA1263668A (en) | 1989-12-05 |
| JPH05211846A (ja) | 1993-08-24 |
| AU3535984A (en) | 1985-05-23 |
| KR870000657B1 (ko) | 1987-04-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |