GB1108926A - Method for producing 5-ª‰-methylmercaptoethylhydantoin - Google Patents
Method for producing 5-ª‰-methylmercaptoethylhydantoinInfo
- Publication number
- GB1108926A GB1108926A GB5521865A GB5521865A GB1108926A GB 1108926 A GB1108926 A GB 1108926A GB 5521865 A GB5521865 A GB 5521865A GB 5521865 A GB5521865 A GB 5521865A GB 1108926 A GB1108926 A GB 1108926A
- Authority
- GB
- United Kingdom
- Prior art keywords
- liquid
- aqueous solution
- room temperature
- solubilized
- methylmercaptopropionaldehyde
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Abstract
5-b -Methylmercaptoethylhydantoin which has the formula <FORM:1108926/C2/1> is obtained by reacting together (a) carbon dioxide and ammonia, ammonium bicarbonate or ammonium carbonate, (b) hydrocyanic acid or its salts, and (c) b -methylmercaptopropionaldehyde in the presence of (1) a preformed aqueous solution, termed the "solubilized liquid" obtained by dissolving b -methylmercaptopropionaldehyde in a solution termed the starting aqueous solution in which (a) and (b) are dissolved and/or (2) a preformed aqueous solution termed the "hydantoin liquid" obtained by reacting (a), (b) and (c) in the said "solubilized liquid" to form 5-b -methylmercaptoethylhydantoin. The "solubilized liquid" may be obtained by heating a suspension of b -methylmercaptopropionaldehyde in the starting aqueous solution at 80 DEG C. for 30 minutes and at 100 DEG C. for 20 minutes and the "hydantoin liquid" may be obtained by maintaining the solubilized liquid under conditions ranging from allowing it to stand overnight at room temperature to heating it at 200 DEG C. for 5 minutes. The reaction may be carried out by dissolving b -methylmercaptopropionaldehyde in a mixture of the "solubilized liquid" and/or the "hydantoin liquid" and the starting aqueous solution at a temperature between room temperature and 100 DEG C. and maintaining the solution under conditions ranging from allowing the mixture to stand over-night at room temperature to heating at 200 DEG C. for 5 minutes in the reaction mixture. The process may be carried out in a continuous manner by feeding (a) and (b) together with part of a recycled "solubilized liquid" and/or "hydantoin liquid" to a reaction zone and feeding the solubilized liquid so produced to another reaction zone. The invention also comprises a continuous process for the production of 5-b -methylmercaptoethylhydantoin in which (a) and (b) and (c) are fed to a reaction zone and mixed in water at a temperature between room temperature and 100 DEG C. to form a homogeneous liquid ("solubilized liquid") which is introduced into another reaction zone and maintained at a temperature between room temperature and 200 DEG C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP174265 | 1965-01-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1108926A true GB1108926A (en) | 1968-04-10 |
Family
ID=11510001
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5521865A Expired GB1108926A (en) | 1965-01-12 | 1965-12-30 | Method for producing 5-ª‰-methylmercaptoethylhydantoin |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE674946A (en) |
| DE (1) | DE1620332A1 (en) |
| FR (1) | FR1466673A (en) |
| GB (1) | GB1108926A (en) |
| NL (1) | NL6600150A (en) |
| YU (1) | YU31911B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5770769A (en) * | 1995-12-18 | 1998-06-23 | Degussa Aktiengesellschaft | Process for the preparation of D,L-methionine or the salt thereof |
| CN102659684A (en) * | 2012-04-28 | 2012-09-12 | 重庆紫光天化蛋氨酸有限责任公司 | Device and method for preparing hydantoin |
| EP3339289A1 (en) | 2016-12-21 | 2018-06-27 | Evonik Degussa GmbH | Process for the preparation of methionine |
| WO2020120720A1 (en) | 2018-12-14 | 2020-06-18 | Evonik Operations Gmbh | Method for producing methionine |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100562176B1 (en) * | 1995-12-18 | 2006-07-03 | 데구사 아게 | Method for preparing D, L-methionine or salts thereof |
-
1965
- 1965-12-30 GB GB5521865A patent/GB1108926A/en not_active Expired
-
1966
- 1966-01-06 NL NL6600150A patent/NL6600150A/xx unknown
- 1966-01-10 DE DE19661620332 patent/DE1620332A1/en active Pending
- 1966-01-11 BE BE674946D patent/BE674946A/xx unknown
- 1966-01-12 YU YU4666A patent/YU31911B/en unknown
- 1966-01-12 FR FR45662A patent/FR1466673A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5770769A (en) * | 1995-12-18 | 1998-06-23 | Degussa Aktiengesellschaft | Process for the preparation of D,L-methionine or the salt thereof |
| US5990349A (en) * | 1995-12-18 | 1999-11-23 | Degussa Aktiengesellschaft | Process for the preparation of D,L-methionine or the salt thereof |
| CN102659684A (en) * | 2012-04-28 | 2012-09-12 | 重庆紫光天化蛋氨酸有限责任公司 | Device and method for preparing hydantoin |
| CN102659684B (en) * | 2012-04-28 | 2013-03-06 | 重庆紫光天化蛋氨酸有限责任公司 | Device and method for preparing hydantoin |
| WO2013159741A1 (en) * | 2012-04-28 | 2013-10-31 | 重庆紫光天化蛋氨酸有限责任公司 | Device and method for preparing hydantoin |
| EP3339289A1 (en) | 2016-12-21 | 2018-06-27 | Evonik Degussa GmbH | Process for the preparation of methionine |
| WO2018114640A1 (en) | 2016-12-21 | 2018-06-28 | Evonik Degussa Gmbh | Method for preparing methionine |
| WO2020120720A1 (en) | 2018-12-14 | 2020-06-18 | Evonik Operations Gmbh | Method for producing methionine |
Also Published As
| Publication number | Publication date |
|---|---|
| YU4666A (en) | 1973-08-31 |
| NL6600150A (en) | 1966-07-13 |
| FR1466673A (en) | 1967-01-20 |
| DE1620332A1 (en) | 1972-04-06 |
| BE674946A (en) | 1966-05-03 |
| YU31911B (en) | 1974-02-28 |
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