JP2008508330A5 - - Google Patents
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- Publication number
- JP2008508330A5 JP2008508330A5 JP2007524209A JP2007524209A JP2008508330A5 JP 2008508330 A5 JP2008508330 A5 JP 2008508330A5 JP 2007524209 A JP2007524209 A JP 2007524209A JP 2007524209 A JP2007524209 A JP 2007524209A JP 2008508330 A5 JP2008508330 A5 JP 2008508330A5
- Authority
- JP
- Japan
- Prior art keywords
- process according
- acrolein
- catalyst
- reaction medium
- methylthio
- 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
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 22
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 8
- 239000012429 reaction media Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 23
- 239000004793 Polystyrene Substances 0.000 claims 6
- 229920002223 polystyrene Polymers 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 5
- CLUWOWRTHNNBBU-UHFFFAOYSA-N 3-methylthiopropanal Chemical compound CSCCC=O CLUWOWRTHNNBBU-UHFFFAOYSA-N 0.000 claims 4
- 239000002638 heterogeneous catalyst Substances 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 125000006264 diethylaminomethyl group Chemical group [H]C([H])([H])C([H])([H])N(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- VWWOJJANXYSACS-UHFFFAOYSA-N 2-hydroxy-4-methylsulfanylbutanenitrile Chemical compound CSCCC(O)C#N VWWOJJANXYSACS-UHFFFAOYSA-N 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- -1 dimethylaminoethyl Chemical group 0.000 claims 1
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 150000008282 halocarbons Chemical class 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000025 natural resin Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 229920003002 synthetic resin Polymers 0.000 claims 1
- 239000000057 synthetic resin Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004038053A DE102004038053A1 (de) | 2004-08-05 | 2004-08-05 | Verfahren zur Herstellung von 3-(Methylthio)propanal |
| DE102004038053.8 | 2004-08-05 | ||
| PCT/EP2005/007666 WO2006015684A2 (de) | 2004-08-05 | 2005-07-14 | Verfahren zur herstellung von 3-(methylthio)propanal und 2-hydroxy-4-(methylthio)butannitril |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011066503A Division JP5306402B2 (ja) | 2004-08-05 | 2011-03-24 | ３−（メチルチオ）プロパナールの製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008508330A JP2008508330A (ja) | 2008-03-21 |
| JP2008508330A5 true JP2008508330A5 (OSRAM) | 2011-05-12 |
| JP4773441B2 JP4773441B2 (ja) | 2011-09-14 |
Family
ID=35149290
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007524209A Expired - Fee Related JP4773441B2 (ja) | 2004-08-05 | 2005-07-14 | ３−（メチルチオ）プロパナールの製造方法 |
| JP2011066503A Expired - Fee Related JP5306402B2 (ja) | 2004-08-05 | 2011-03-24 | ３−（メチルチオ）プロパナールの製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011066503A Expired - Fee Related JP5306402B2 (ja) | 2004-08-05 | 2011-03-24 | ３−（メチルチオ）プロパナールの製造方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7119233B2 (OSRAM) |
| EP (2) | EP1778631B1 (OSRAM) |
| JP (2) | JP4773441B2 (OSRAM) |
| CN (2) | CN101031542B (OSRAM) |
| BR (1) | BRPI0513072A (OSRAM) |
| CA (1) | CA2573047A1 (OSRAM) |
| DE (1) | DE102004038053A1 (OSRAM) |
| ES (2) | ES2560447T3 (OSRAM) |
| MX (1) | MX2007000345A (OSRAM) |
| RU (1) | RU2383531C2 (OSRAM) |
| WO (1) | WO2006015684A2 (OSRAM) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102005003990A1 (de) * | 2005-01-28 | 2006-08-03 | Degussa Ag | Herstellung von 3-(Alkylthio)propanal |
| JP5182198B2 (ja) * | 2009-04-06 | 2013-04-10 | 住友化学株式会社 | ３−メチルチオプロパナールの製造方法 |
| JP5402864B2 (ja) * | 2010-07-20 | 2014-01-29 | 住友化学株式会社 | ３−メチルチオプロパナールの製造方法 |
| FR2966456B1 (fr) * | 2010-10-26 | 2013-03-15 | Adisseo France Sas | Procede d'obtention d'acroleine par deshydratation catalytique de glycerol ou de glycerine |
| EP2468383A1 (de) * | 2010-12-22 | 2012-06-27 | Evonik Degussa GmbH | Verfahren zur thermischen Nachverbrennung von Abgasen aus der Acrolein- und aus der Blausäureherstellung |
| MY161682A (en) * | 2011-02-23 | 2017-05-15 | Evonik Degussa Gmbh | Storage-stable 2-hydroxy-4- (methylthio) butyronitrile |
| KR101911563B1 (ko) | 2011-02-23 | 2018-10-24 | 에보니크 데구사 게엠베하 | 3-(메틸티오)프로판알 및 시안화수소로부터 2-히드록시-4-(메틸티오)부탄니트릴을 제조하는 방법 |
| CN105452210B (zh) | 2013-06-03 | 2018-11-20 | 赢创德固赛有限公司 | 制备丙烯醛的方法 |
| 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 |
| 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 |
| CN109651215B (zh) * | 2019-02-14 | 2023-12-22 | 天宝动物营养科技股份有限公司 | 一种2-羟基-4-甲硫基丁腈的连续制备工艺和装置 |
| WO2025018942A1 (en) | 2023-07-17 | 2025-01-23 | Mojia Biotech Pte. Ltd. | Production of methionine via condensation of methional and c1-derived formyl-coa |
| CN119912370B (zh) * | 2025-04-03 | 2025-08-05 | 山东新和成氨基酸有限公司 | 一种2-羟基-4-甲硫基丁腈的制备方法及反应装置 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2542768A (en) * | 1945-10-24 | 1951-02-20 | Du Pont | Hydroxy-methylmercaptobutyronitrile |
| DE2320544C2 (de) | 1973-04-21 | 1975-06-05 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt | Verfahren zur Herstellung von 3-Methylmercaptopropionaldehyd |
| FR2314917A1 (fr) | 1975-06-20 | 1977-01-14 | Rhone Poulenc Ind | Procede de fabrication de l'aldehyde beta-methylthiopropionique |
| DE2623285C3 (de) | 1976-05-25 | 1980-10-02 | Gebrueder Grau Und Co Kg Chem. Fabrik, 7070 Schwaebisch Gmuend | Riechstoffkomposition |
| FR2460925A1 (fr) | 1979-07-10 | 1981-01-30 | Rhone Poulenc Ind | Procede de preparation directe d'aldehyde beta-methylthiopropionique |
| FR2480925A1 (fr) | 1980-04-22 | 1981-10-23 | Electricite De France | Echangeur thermique modulaire |
| US4440676A (en) | 1981-12-24 | 1984-04-03 | The British Petroleum Company P.L.C. | Process for the production of a dipeptide, a polypeptide or a protein |
| JP3219544B2 (ja) * | 1992-05-21 | 2001-10-15 | ダイセル化学工業株式会社 | ２−ヒドロキシ−４−メチルチオブタン酸の製造法 |
| US5905171A (en) | 1995-06-22 | 1999-05-18 | Novus International, Inc. | Process for the preparation of 3-(methylthio)propanal |
| US5352837A (en) | 1993-06-08 | 1994-10-04 | Novus International, Inc. | Process for the preparation of 3-(methylthio)propanal |
| US5663409A (en) * | 1995-06-07 | 1997-09-02 | Novus International, Inc. | Process for the preparation of 3-(methylthio) propanal and 2-hydroxy-4-(methylthio) butanenitrile |
| AR002174A1 (es) * | 1995-06-07 | 1998-01-07 | Novus Int Inc | Proceso para la preparacion de 3-(metiltio)propanal y 2-hidroxi-4-metiltio) butanonitrilo |
| AU2594797A (en) * | 1996-04-01 | 1997-10-22 | Jonathan Lester Brockwell | Processes for the manufacture of methylmercaptopropanal |
| 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 |
| WO2003009936A2 (en) * | 2001-07-23 | 2003-02-06 | Andrew Bruce Holmes | Palladium-catalysed carbon-carbon bond forming reactions in compressed carbon dioxide |
| JP4186572B2 (ja) * | 2002-09-27 | 2008-11-26 | 住友化学株式会社 | ３−メチルチオプロパナールの製造方法 |
-
2004
- 2004-08-05 DE DE102004038053A patent/DE102004038053A1/de not_active Ceased
-
2005
- 2005-07-14 CN CN2005800265919A patent/CN101031542B/zh not_active Expired - Fee Related
- 2005-07-14 CN CN2010101447601A patent/CN101812004B/zh not_active Expired - Fee Related
- 2005-07-14 BR BRPI0513072-7A patent/BRPI0513072A/pt not_active Application Discontinuation
- 2005-07-14 RU RU2007108071/04A patent/RU2383531C2/ru not_active IP Right Cessation
- 2005-07-14 EP EP05775924.3A patent/EP1778631B1/de not_active Expired - Lifetime
- 2005-07-14 ES ES05775924.3T patent/ES2560447T3/es not_active Expired - Lifetime
- 2005-07-14 ES ES15186588.8T patent/ES2667220T3/es not_active Expired - Lifetime
- 2005-07-14 WO PCT/EP2005/007666 patent/WO2006015684A2/de not_active Ceased
- 2005-07-14 JP JP2007524209A patent/JP4773441B2/ja not_active Expired - Fee Related
- 2005-07-14 CA CA002573047A patent/CA2573047A1/en not_active Abandoned
- 2005-07-14 EP EP15186588.8A patent/EP2987785B1/de not_active Expired - Lifetime
- 2005-07-14 MX MX2007000345A patent/MX2007000345A/es active IP Right Grant
- 2005-08-05 US US11/198,609 patent/US7119233B2/en not_active Expired - Lifetime
-
2011
- 2011-03-24 JP JP2011066503A patent/JP5306402B2/ja not_active Expired - Fee Related
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