ES2132691T5 - Procedimiento para la preparacion de 2-hidroxi-4-(metiltio)-butirato de amonio. - Google Patents

Procedimiento para la preparacion de 2-hidroxi-4-(metiltio)-butirato de amonio.

Info

Publication number
ES2132691T5
ES2132691T5 ES95925831T ES95925831T ES2132691T5 ES 2132691 T5 ES2132691 T5 ES 2132691T5 ES 95925831 T ES95925831 T ES 95925831T ES 95925831 T ES95925831 T ES 95925831T ES 2132691 T5 ES2132691 T5 ES 2132691T5
Authority
ES
Spain
Prior art keywords
methylti
butirate
ammonia
organic extract
hydroxi
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 - Lifetime
Application number
ES95925831T
Other languages
English (en)
Other versions
ES2132691T3 (es
Inventor
Helmut Suchsland
Heinz Kohl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6522609&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES2132691(T5) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Degussa GmbH filed Critical Degussa GmbH
Publication of ES2132691T3 publication Critical patent/ES2132691T3/es
Application granted granted Critical
Publication of ES2132691T5 publication Critical patent/ES2132691T5/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
    • C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
    • C07C321/14—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/26—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C219/28—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S426/00—Food or edible material: processes, compositions, and products
    • Y10S426/807—Poultry or ruminant feed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Food Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fodder In General (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Extraction Or Liquid Replacement (AREA)

Abstract

SON CONOCIDOS LOS PROCEDIMIENTOS PARA LA OBTENCION DE 2HIDROXI-4-METILTIO-N-BUTIRATO DE AMONIO (MHAAS) TRATANDO EL ACIDO 2-HIDROXI-4-METILTIO-BUTIRICO (MHA) CON AMONIACO, O POR AISLAMIENTO DE MHA, QUE COMPRENDE DIMEROS Y OLIGOMEROS SUPERIORES, A PARTIR DE UNA MEZCLA OBTENIDA AÑADIENDO ACIDO CIANHIDRICO (HCN) AL ALDEHIDO METILMERCAPTOPROPIONICO (MMP), E HIDROLIZANDO EN CONDICIONES ACIDAS INORGANICAS LA CIANHIDRINA DEL ALDEHIDO METILMERCAPTOPROPIONICO OBTENIDA (MMP-CH). PARA OBTENER 2-HIDROXI-4-METILTIO-N-BUTIRATO DE AMONIO Y MEZCLAS QUE LO CONTIENEN CON UNA ELEVADA FLUIDEZ Y UNA PROPORCION MUY BAJA EN OLIGOMEROS POR UN PROCESO BASADO EXCLUSIVAMENTE EN ETAPAS "LIQUIDAS", DE ACUERDO CON LA INVENCION LA MEZCLA SE TRATA CON UN DISOLVENTE INERTE NO MISCIBLE EN AGUA O SOLO PARCIALMENTE, HASTA QUE SE OBTIENE UN PRIMER EXTRACTO ORGANICO Y UN PRIMER REFINADO ACUOSO; EL PRIMER EXTRACTO ORGANICO SE DESCOMPONE EN UN SEGUNDO EXTRACTO ORGANICO Y EN UN SEGUNDO REFINADO ACUOSO TRATANDOLO CON AMONIACO EN SEPARACION DE FASES, OBTENIENDOSE CON FORMACION DE SAL CON RETROEXTRACCION DEL MHA COMO MHAAS EN EL SEGUNDO REFINADO ACUOSO, Y EL MHAAS SE AISLA DEL SEGUNDO REFINADO ACUOSO. SE UTILIZA COMO SUPLEMENTO DE COMIDA ANIMAL Y COMO SUSTITUTO DE LA METIONINA.
ES95925831T 1994-07-11 1995-07-05 Procedimiento para la preparacion de 2-hidroxi-4-(metiltio)-butirato de amonio. Expired - Lifetime ES2132691T5 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE4424043 1994-07-11

Publications (2)

Publication Number Publication Date
ES2132691T3 ES2132691T3 (es) 1999-08-16
ES2132691T5 true ES2132691T5 (es) 2002-11-16

Family

ID=6522609

Family Applications (2)

Application Number Title Priority Date Filing Date
ES95924331T Expired - Lifetime ES2132685T3 (es) 1994-07-11 1995-06-28 Procedimiento para la obtencion de acido 2-hidroxi-4-metiltiobutirico (mha), mha y su utilizacion.
ES95925831T Expired - Lifetime ES2132691T5 (es) 1994-07-11 1995-07-05 Procedimiento para la preparacion de 2-hidroxi-4-(metiltio)-butirato de amonio.

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES95924331T Expired - Lifetime ES2132685T3 (es) 1994-07-11 1995-06-28 Procedimiento para la obtencion de acido 2-hidroxi-4-metiltiobutirico (mha), mha y su utilizacion.

Country Status (17)

Country Link
US (2) US5976609A (es)
EP (2) EP0770061B1 (es)
JP (3) JP4012244B2 (es)
KR (1) KR100389971B1 (es)
CN (2) CN1067983C (es)
AU (2) AU690714B2 (es)
BR (1) BR9508383A (es)
CA (1) CA2194437A1 (es)
DE (3) DE59505601D1 (es)
ES (2) ES2132685T3 (es)
IN (1) IN187983B (es)
MX (1) MX9700300A (es)
MY (2) MY113393A (es)
PL (1) PL180933B1 (es)
RU (1) RU2130925C1 (es)
TW (2) TW321606B (es)
WO (2) WO1996001809A1 (es)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX9709477A (es) 1995-06-07 1998-02-28 Novus Int Inc Proceso continuo de hidrolisis para preparar acido 2-hidroxi-4-metiltiobutanoico o sales del mismo.
US6008345A (en) * 1995-06-30 1999-12-28 Lion Corporation Process for making polycarboxylic acid derived from polysaccharide composed of anhydrous glucose units and salts thereof
US6017563A (en) 1997-07-25 2000-01-25 Novus International, Inc. Process for optimizing milk production
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)
US6649794B2 (en) * 2000-02-18 2003-11-18 Sumitomo Chemical Company, Limited Method for producing 2-Hydroxy-4-Methylthiobutanoic Acid
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
DE10316110A1 (de) * 2003-04-09 2004-10-28 Degussa Ag Verfahren zur Herstellung von 2-Hydroxy-4-methylthio-buttersäure Ammoniumsalz
FR2860956B1 (fr) * 2003-10-21 2006-02-17 Adisseo Ireland Ltd Additif nutritionnel pour animaux, procede de preparation et applications
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
WO2006042915A1 (fr) * 2004-10-20 2006-04-27 Adisseo Ireland Limited Aliments et procedes pour ameliorer la croissance des animaux
CN101348451B (zh) * 2008-09-05 2011-08-17 南京生命能科技开发有限公司 一种药用d,l-2-羟基-4-甲硫基丁酸钙的制备方法
SG192908A1 (en) * 2011-02-23 2013-09-30 Evonik Degussa Gmbh Storage-stable 2-hydroxy-4-(methylthio) butyric acid nitrile
CN103408498B (zh) * 2013-08-28 2016-02-17 重庆紫光化工股份有限公司 利用粗氢氰酸气体制备5-（2-甲硫基乙基）-乙内酰脲的方法
CN103641754B (zh) * 2013-11-19 2016-08-24 宁夏紫光天化蛋氨酸有限责任公司 药用d,l-2-羟基-4-甲硫基丁酸金属螯合物的制备方法
US20180050669A1 (en) * 2015-02-18 2018-02-22 Alter Ego S.A.S. A brake caliper assembly and an associated support structure for disk brakes
BR112018075185A2 (pt) * 2016-06-24 2019-03-26 Novus International, Inc. formulações análogas de hidróxi metionina adequadas para aplicações de produtos químicos especializados
EP3388523A1 (en) 2017-04-13 2018-10-17 Evonik Degussa GmbH Enzymatic method for producing 2-hydroxy-4-methylmercaptobutanoic acid (mha)
CN112707850B (zh) * 2020-12-30 2023-09-08 天宝动物营养科技股份有限公司 一种低寡聚体羟基蛋氨酸金属螯合物的制备方法
CN112816285B (zh) * 2020-12-31 2022-12-09 宁夏回族自治区食品检测研究院 一种测定油脂食品中重金属元素的前处理方法
CN116375618B (zh) * 2023-03-08 2025-08-08 天宝动物营养科技股份有限公司 一种硫酸铵副产物中的蛋氨酸羟基类似物的回收利用方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2745745A (en) * 1952-10-30 1956-05-15 Monsanto Chemicals Poultry feed
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
SU1122649A1 (ru) * 1983-04-28 1984-11-07 Уфимский Нефтяной Институт Способ получени алкилсульфидов
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.

Also Published As

Publication number Publication date
IN187983B (es) 2002-08-03
EP0770061B1 (de) 1999-04-07
PL318105A1 (en) 1997-05-12
TW321606B (es) 1997-12-01
CN1152912A (zh) 1997-06-25
BR9508383A (pt) 1997-12-23
DE59505601D1 (de) 1999-05-12
KR100389971B1 (ko) 2004-05-17
JPH10502378A (ja) 1998-03-03
EP0770060A1 (de) 1997-05-02
EP0770061A1 (de) 1997-05-02
CN1070177C (zh) 2001-08-29
MY112468A (en) 2001-06-30
US6184414B1 (en) 2001-02-06
JP3913267B2 (ja) 2007-05-09
JP2007306935A (ja) 2007-11-29
ES2132691T3 (es) 1999-08-16
CN1067983C (zh) 2001-07-04
JP4163241B2 (ja) 2008-10-08
AU2888395A (en) 1996-02-09
JP4012244B2 (ja) 2007-11-21
DE19524054A1 (de) 1996-01-18
WO1996001809A1 (de) 1996-01-25
EP0770060B2 (de) 2002-04-24
PL180933B1 (pl) 2001-05-31
CA2194437A1 (en) 1996-01-25
US5976609A (en) 1999-11-02
MX9700300A (es) 1997-05-31
RU2130925C1 (ru) 1999-05-27
ES2132685T3 (es) 1999-08-16
EP0770060B1 (de) 1999-01-20
AU2981595A (en) 1996-02-09
MY113393A (en) 2002-02-28
TW332197B (en) 1998-05-21
DE59504919D1 (de) 1999-03-04
AU690714B2 (en) 1998-04-30
WO1996001808A1 (de) 1996-01-25
JPH10502382A (ja) 1998-03-03
CN1152911A (zh) 1997-06-25
KR970704679A (ko) 1997-09-06

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