MX337247B - Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. - Google Patents
Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno.Info
- Publication number
- MX337247B MX337247B MX2013009640A MX2013009640A MX337247B MX 337247 B MX337247 B MX 337247B MX 2013009640 A MX2013009640 A MX 2013009640A MX 2013009640 A MX2013009640 A MX 2013009640A MX 337247 B MX337247 B MX 337247B
- Authority
- MX
- Mexico
- Prior art keywords
- methylthio
- butanenitrile
- hydroxy
- hydrogen cyanide
- producing
- Prior art date
Links
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
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/11—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton
- C07C255/12—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound oxygen atoms bound to the same saturated acyclic carbon skeleton containing cyano groups and hydroxy groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B61/00—Other general methods
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
-
- 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
-
- 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
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—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 singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/11—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 singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/12—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 singly-bound oxygen atoms 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
-
- 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
-
- 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
- C07C323/57—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 further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—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 further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
-
- 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
- C07C323/60—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 with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Se da a conocer un método para la producción de 2- hidroxi-4-(metiltio)butironitrilo, en el cual el 3-metilmercaptopropionaldehído se hace reaccionar con cianuro de hidrógeno en presencia de una base como catalizador en una zona de reacción principal para formar el nitrilo y cantidades residuales de cianuro de hidrógeno gaseoso las cuales cuando salen de la zona de reacción principal son absorbidas en una zona de absorción y post-reacción que contiene una mezcla de 3-metilmercaptopropionaldehído y catalizador y opcionalmente 2-hidroxi-4-(metiltio)butironitrilo y se hacen reaccionar adicionalmente.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161445781P | 2011-02-23 | 2011-02-23 | |
PCT/EP2012/052367 WO2012113664A1 (de) | 2011-02-23 | 2012-02-13 | Verfahren zur herstellung von 2-hydroxy-4-(methylthio)buttersäurenitril aus 3-(methylthio)propanal und cyanwasserstoff |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2013009640A MX2013009640A (es) | 2013-09-26 |
MX337247B true MX337247B (es) | 2016-02-19 |
Family
ID=45688166
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2015017786A MX341595B (es) | 2011-02-23 | 2012-02-13 | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
MX2015017788A MX341594B (es) | 2011-02-23 | 2012-02-13 | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
MX2013009640A MX337247B (es) | 2011-02-23 | 2012-02-13 | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2015017786A MX341595B (es) | 2011-02-23 | 2012-02-13 | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
MX2015017788A MX341594B (es) | 2011-02-23 | 2012-02-13 | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
Country Status (12)
Country | Link |
---|---|
US (3) | US8729288B2 (es) |
EP (1) | EP2678312B1 (es) |
JP (1) | JP5930329B2 (es) |
KR (1) | KR101911563B1 (es) |
CN (1) | CN103347854B (es) |
BR (1) | BR112013018092B1 (es) |
ES (1) | ES2649612T3 (es) |
MX (3) | MX341595B (es) |
MY (1) | MY174539A (es) |
RU (1) | RU2604534C2 (es) |
SG (1) | SG192565A1 (es) |
WO (1) | WO2012113664A1 (es) |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX341595B (es) | 2011-02-23 | 2016-08-26 | Evonik Degussa Gmbh | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
KR101944569B1 (ko) | 2011-08-30 | 2019-01-31 | 에보니크 데구사 게엠베하 | 메티오닌 염의 제조 방법 |
DE102011081828A1 (de) | 2011-08-30 | 2013-02-28 | Evonik Degussa Gmbh | Verfahren zur Umsetzung von Methylmercaptopropionaldehyd aus Roh-Acrolein und Roh-Methylmercaptan |
JP6007262B2 (ja) | 2012-01-06 | 2016-10-12 | ノーバス・インターナショナル・インコーポレイテッドNovus International,Inc. | スルホキシドベース界面活性剤 |
US9200805B2 (en) * | 2012-03-30 | 2015-12-01 | Alstom Technology Ltd | Condenser and method for heat recovery and cooling |
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 |
CN103641756B (zh) * | 2013-11-19 | 2016-03-30 | 重庆紫光化工股份有限公司 | 高纯度和高堆积密度d,l-2-羟基-4-甲硫基丁酸钙的制备方法 |
CN103641759B (zh) * | 2013-11-19 | 2015-11-18 | 重庆紫光化工股份有限公司 | 高纯度的环境友好的d,l-2-羟基-4-甲硫基丁酰胺的制备方法 |
CN103641760B (zh) * | 2013-11-19 | 2016-03-30 | 重庆紫光化工股份有限公司 | 廉价的高纯度的d,l-2-羟基-4-甲硫基丁酰胺的制备方法 |
CN104725274A (zh) * | 2014-11-21 | 2015-06-24 | 枣阳市金鹿化工有限公司 | 一种合成被取代的α-羟基苯乙腈的方法 |
CN104926701B (zh) * | 2015-06-30 | 2017-05-03 | 西安蓝晓科技新材料股份有限公司 | 一种蛋氨酸纯化的工艺 |
WO2017083518A1 (en) | 2015-11-12 | 2017-05-18 | Novus International Inc. | Sulfur-containing compounds as solvents |
CN105543886B (zh) * | 2015-12-17 | 2017-08-01 | 浙江工业大学 | 芳香腈的电化学催化合成方法 |
CN105732450A (zh) * | 2016-01-22 | 2016-07-06 | 曾庆云 | 3-甲硫基丙醛制备装置及其制备方法 |
JP6428708B2 (ja) * | 2016-04-28 | 2018-11-28 | コベルコ建機株式会社 | 建設機械 |
EP3339289A1 (de) | 2016-12-21 | 2018-06-27 | Evonik Degussa GmbH | Verfahren zur herstellung von methionin |
CN107243300B (zh) * | 2017-05-17 | 2020-02-18 | 山东新和成氨基酸有限公司 | 一种氰醇的制备装置及其制备方法 |
CN107417570B (zh) * | 2017-09-14 | 2020-04-14 | 哈尔滨理工大学 | 利用丙酮氰醇制备α-羟基腈的方法 |
US10669233B2 (en) | 2017-12-28 | 2020-06-02 | Sunresin New Materials Co. Ltd., Xi'an | Process of purifying methionine |
EP3604222A1 (en) * | 2018-07-30 | 2020-02-05 | Evonik Operations GmbH | Process for the purification of hydrogen cyanide |
CN109369481A (zh) * | 2018-10-15 | 2019-02-22 | 禄丰天宝磷化工有限公司 | 一种dl-2-羟基-4-甲硒基丁腈的制备和稳定存储的方法 |
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 |
JP7472137B2 (ja) | 2018-12-14 | 2024-04-22 | エボニック オペレーションズ ゲーエムベーハー | メチオニンの製造方法 |
CN109665974B (zh) * | 2019-02-14 | 2022-02-11 | 天宝动物营养科技股份有限公司 | 一种稳定存储氰醇类产品的方法 |
FR3120367B1 (fr) | 2021-03-04 | 2024-02-16 | Adisseo France Sas | Procédé de préparation du 2-hydroxy-4-méthylthiobutyronitrile ou de son équivalent sélénié et applications |
CN115650890A (zh) * | 2022-04-28 | 2023-01-31 | 宁夏紫光天化蛋氨酸有限责任公司 | 2-羟基-4-甲硫基丁腈的生产尾气处理方法 |
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DE19548538C2 (de) | 1995-12-23 | 1997-12-18 | Degussa | Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA) |
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DE10238212A1 (de) | 2002-08-21 | 2004-03-04 | Degussa Ag | Verfahren zur Herstellung von α-Aminosäuren durch Hydrolyse von Hydantoinen bei erhöhtem Druck und erhöhter Temperatur |
DE10316110A1 (de) * | 2003-04-09 | 2004-10-28 | Degussa Ag | Verfahren zur Herstellung von 2-Hydroxy-4-methylthio-buttersäure Ammoniumsalz |
DE10359636A1 (de) | 2003-12-18 | 2005-07-28 | Degussa Ag | Verfahren zur Abtrennung von Methylmercaptan aus Reaktionsgemischen |
EP1564208B1 (en) | 2004-02-14 | 2011-05-18 | Evonik Degussa GmbH | Process for producing methionine |
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DE102004038053A1 (de) | 2004-08-05 | 2006-04-27 | Degussa Ag | Verfahren zur Herstellung von 3-(Methylthio)propanal |
DE102007034715A1 (de) | 2007-07-23 | 2009-01-29 | Evonik Röhm Gmbh | Reaktor zur Herstellung von Cyanwasserstoff nach dem Andrussow-Verfahren |
DE102008040544A1 (de) | 2008-07-18 | 2010-01-21 | Evonik Degussa Gmbh | Reaktionsbehälter und Verfahren zur Verwendung |
JP2010111665A (ja) * | 2008-10-10 | 2010-05-20 | 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 |
JP2010111642A (ja) * | 2008-11-07 | 2010-05-20 | Sumitomo Chemical Co Ltd | メチオニンの製造方法 |
DE102008044218A1 (de) * | 2008-12-01 | 2010-06-02 | Evonik Röhm Gmbh | Verfahren zur Herstellung von einem Carbonsäureamid aus einer Carbonylverbindung und Blausäure |
EP2468383A1 (de) | 2010-12-22 | 2012-06-27 | Evonik Degussa GmbH | Verfahren zur thermischen Nachverbrennung von Abgasen aus der Acrolein- und aus der Blausäureherstellung |
DE102010064250A1 (de) | 2010-12-28 | 2012-06-28 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Methylmercaptopropionaldehyd |
MX341595B (es) | 2011-02-23 | 2016-08-26 | Evonik Degussa Gmbh | Metodo para producir 2-hidroxi-4-(metiltio)butironitrilo a partir de 3-(metiltio)propanal y cianuro de hidrogeno. |
KR101907230B1 (ko) | 2011-02-23 | 2018-10-11 | 에보니크 데구사 게엠베하 | 저장 안정성 2-히드록시-4-(메틸티오)부티르산 니트릴 |
KR101944569B1 (ko) | 2011-08-30 | 2019-01-31 | 에보니크 데구사 게엠베하 | 메티오닌 염의 제조 방법 |
DE102011081828A1 (de) | 2011-08-30 | 2013-02-28 | Evonik Degussa Gmbh | Verfahren zur Umsetzung von Methylmercaptopropionaldehyd aus Roh-Acrolein und Roh-Methylmercaptan |
EP2641898A1 (de) | 2012-03-20 | 2013-09-25 | Evonik Industries AG | Verfahren zur Herstellung von Methionin |
EP2679579A1 (de) | 2012-06-27 | 2014-01-01 | Evonik Industries AG | Integriertes Verfahren zur Herstellung von Acrolein und 3-Methylmercaptopropionaldehyd |
-
2012
- 2012-02-13 MX MX2015017786A patent/MX341595B/es unknown
- 2012-02-13 EP EP12704512.8A patent/EP2678312B1/de active Active
- 2012-02-13 CN CN201280007703.6A patent/CN103347854B/zh active Active
- 2012-02-13 KR KR1020137022169A patent/KR101911563B1/ko active IP Right Grant
- 2012-02-13 SG SG2013049465A patent/SG192565A1/en unknown
- 2012-02-13 ES ES12704512.8T patent/ES2649612T3/es active Active
- 2012-02-13 MY MYPI2013002442A patent/MY174539A/en unknown
- 2012-02-13 RU RU2013142825/04A patent/RU2604534C2/ru active
- 2012-02-13 MX MX2015017788A patent/MX341594B/es unknown
- 2012-02-13 MX MX2013009640A patent/MX337247B/es active IP Right Grant
- 2012-02-13 JP JP2013554846A patent/JP5930329B2/ja active Active
- 2012-02-13 BR BR112013018092-7A patent/BR112013018092B1/pt not_active IP Right Cessation
- 2012-02-13 WO PCT/EP2012/052367 patent/WO2012113664A1/de active Application Filing
- 2012-02-22 US US13/402,041 patent/US8729288B2/en active Active
-
2014
- 2014-03-27 US US14/227,418 patent/US9133113B2/en active Active
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2015
- 2015-03-27 US US14/671,435 patent/US9206121B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
WO2012113664A1 (de) | 2012-08-30 |
RU2604534C2 (ru) | 2016-12-10 |
US20150197489A1 (en) | 2015-07-16 |
RU2013142825A (ru) | 2015-04-10 |
EP2678312A1 (de) | 2014-01-01 |
KR20140007390A (ko) | 2014-01-17 |
BR112013018092A2 (pt) | 2020-10-27 |
JP2014513668A (ja) | 2014-06-05 |
MX341595B (es) | 2016-08-26 |
JP5930329B2 (ja) | 2016-06-08 |
SG192565A1 (en) | 2013-09-30 |
US20140213819A1 (en) | 2014-07-31 |
MX2013009640A (es) | 2013-09-26 |
US8729288B2 (en) | 2014-05-20 |
MY174539A (en) | 2020-04-24 |
CN103347854A (zh) | 2013-10-09 |
US20120215022A1 (en) | 2012-08-23 |
CN103347854B (zh) | 2017-04-26 |
EP2678312B1 (de) | 2017-10-11 |
KR101911563B1 (ko) | 2018-10-24 |
US9133113B2 (en) | 2015-09-15 |
ES2649612T3 (es) | 2018-01-15 |
MX341594B (es) | 2016-08-26 |
BR112013018092B1 (pt) | 2021-04-27 |
US9206121B2 (en) | 2015-12-08 |
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