GB915193A - Process for the manufacture of the calcium and ammonium salts of alpha-hydroxy-gamma-methylthiobutyric acid - Google Patents
Process for the manufacture of the calcium and ammonium salts of alpha-hydroxy-gamma-methylthiobutyric acidInfo
- Publication number
- GB915193A GB915193A GB3020160A GB3020160A GB915193A GB 915193 A GB915193 A GB 915193A GB 3020160 A GB3020160 A GB 3020160A GB 3020160 A GB3020160 A GB 3020160A GB 915193 A GB915193 A GB 915193A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydroxy
- calcium
- ammonium salts
- gamma
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Calcium or ammonium salts of a -hydroxy-g -methylthiobutyric acid are prepared from an aqueous solution of the acid by extracting the acid with an ether with a boiling point above ethyl ether e.g. isopropyl, n-propyl, or butyl ethers, and adding calcium hydroxide or carbonate, or gaseous ammonia respectively, in amounts equivalent to the acid. The process may be continuous and an example describes the preparation of the acid by saponification of methyl thiopropionaldehyde cyanhydrin with dilute sulphuric acid and its extraction with isopropyl ether, and the formation of the salts therefrom.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH7763059A CH385823A (en) | 1959-09-01 | 1959-09-01 | Process for the preparation of the calcium salt of a-oxy-y-methylthio-butyric acid |
Publications (1)
Publication Number | Publication Date |
---|---|
GB915193A true GB915193A (en) | 1963-01-09 |
Family
ID=4535854
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3020160A Expired GB915193A (en) | 1959-09-01 | 1960-09-01 | Process for the manufacture of the calcium and ammonium salts of alpha-hydroxy-gamma-methylthiobutyric acid |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE594035A (en) |
CH (1) | CH385823A (en) |
ES (1) | ES260733A1 (en) |
GB (1) | GB915193A (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3272860A (en) * | 1964-04-02 | 1966-09-13 | Monsanto Co | Preparation of methionine analogues |
US4335257A (en) * | 1980-09-05 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Preparation of the calcium salt of alpha-hydroxy-gamma-methylmercaptobutyric acid |
US4524077A (en) * | 1983-11-14 | 1985-06-18 | Monsanto Company | Liquid 2-hydroxy-4-methylthiobutyric acid and process for the preparation thereof |
US4912257A (en) * | 1988-02-22 | 1990-03-27 | Sociedad De Desarrollo Tecnico Industrial | Process for preparation of aqueous solutions of 2-hydroxy-4-methylthio butyric acid |
WO1996001808A1 (en) * | 1994-07-11 | 1996-01-25 | Degussa Aktiengesellschaft | Process for producing ammonium-2-hydroxy-4-(methylthio)-butyrate, mixtures containing the same in liquid form and their use |
DE4428608C1 (en) * | 1994-08-12 | 1996-02-29 | Degussa | Process for the production of 2-hydroxy-4-methylthiobutyric acid (MHA) |
WO1996040630A1 (en) * | 1995-06-07 | 1996-12-19 | Novus International, Inc. | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof |
US5998664A (en) * | 1995-06-07 | 1999-12-07 | Novus International, Inc. | Continuous hydrolysis process for the preparation of 2-hydroxy-4-methylthiobutanoic acid |
US6815560B1 (en) | 1998-07-10 | 2004-11-09 | Rhone-Poulenc Agro | Process for the preparation of hydroxymethylbutyric acid |
-
1959
- 1959-09-01 CH CH7763059A patent/CH385823A/en unknown
-
1960
- 1960-08-12 BE BE594035A patent/BE594035A/en unknown
- 1960-08-31 ES ES0260733A patent/ES260733A1/en not_active Expired
- 1960-09-01 GB GB3020160A patent/GB915193A/en not_active Expired
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3272860A (en) * | 1964-04-02 | 1966-09-13 | Monsanto Co | Preparation of methionine analogues |
US4335257A (en) * | 1980-09-05 | 1982-06-15 | E. I. Du Pont De Nemours And Company | Preparation of the calcium salt of alpha-hydroxy-gamma-methylmercaptobutyric acid |
US4524077A (en) * | 1983-11-14 | 1985-06-18 | Monsanto Company | Liquid 2-hydroxy-4-methylthiobutyric acid and process for the preparation thereof |
GB2149791A (en) * | 1983-11-14 | 1985-06-19 | Monsanto Co | Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof |
US4912257A (en) * | 1988-02-22 | 1990-03-27 | Sociedad De Desarrollo Tecnico Industrial | Process for preparation of aqueous solutions of 2-hydroxy-4-methylthio butyric acid |
EP0770060B1 (en) * | 1994-07-11 | 1999-01-20 | Degussa Aktiengesellschaft | Process for producing ammonium-2-hydroxy-4-(methylthio)-butyrate, mixtures containing the same in liquid form and their use |
WO1996001808A1 (en) * | 1994-07-11 | 1996-01-25 | Degussa Aktiengesellschaft | Process for producing ammonium-2-hydroxy-4-(methylthio)-butyrate, mixtures containing the same in liquid form and their use |
US6184414B1 (en) | 1994-07-11 | 2001-02-06 | Degussa Aktiengesellschaft | Process for producing ammonium-2-hydroxy-4-(methylthio)-butyrate, mixtures containing the same in liquid form and their use |
CN1070177C (en) * | 1994-07-11 | 2001-08-29 | 德古萨-于尔斯股份公司 | Process for producing ammonium-2-hydroxy-4-(methylthio)-butyrate, mixtures containing the same in liquid form and their use |
DE4428608C1 (en) * | 1994-08-12 | 1996-02-29 | Degussa | Process for the production of 2-hydroxy-4-methylthiobutyric acid (MHA) |
WO1996040630A1 (en) * | 1995-06-07 | 1996-12-19 | Novus International, Inc. | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof |
US5998664A (en) * | 1995-06-07 | 1999-12-07 | Novus International, Inc. | Continuous hydrolysis process for the preparation of 2-hydroxy-4-methylthiobutanoic acid |
US6166250A (en) * | 1995-06-07 | 2000-12-26 | Novus International, Inc. | Continuous hydrolysis process for the preparation of 2-hydroxy-4-methylthiobutanoic acid |
US6268531B1 (en) | 1995-06-07 | 2001-07-31 | Novus International, Inc. | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof |
US6458997B2 (en) | 1995-06-07 | 2002-10-01 | Novus International, Inc. | Continuous hydrolysis process for the preparation of 2-hydroxy-4-methylthiobutanoic acid |
US6531101B2 (en) | 1995-06-07 | 2003-03-11 | Yung C. Hsu | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanoic acid or salts thereof |
US6815560B1 (en) | 1998-07-10 | 2004-11-09 | Rhone-Poulenc Agro | Process for the preparation of hydroxymethylbutyric acid |
Also Published As
Publication number | Publication date |
---|---|
BE594035A (en) | 1960-12-01 |
CH385823A (en) | 1964-12-31 |
ES260733A1 (en) | 1961-01-16 |
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