GB719144A - The preparation of methionine from ª‡-amino-ª†-methylthiobutyronitrile - Google Patents
The preparation of methionine from ª‡-amino-ª†-methylthiobutyronitrileInfo
- Publication number
- GB719144A GB719144A GB3001851A GB3001851A GB719144A GB 719144 A GB719144 A GB 719144A GB 3001851 A GB3001851 A GB 3001851A GB 3001851 A GB3001851 A GB 3001851A GB 719144 A GB719144 A GB 719144A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrile
- methionine
- crude
- solvent
- phosphate
- 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
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In the manufacture of methionine by hydrolysis of crude methionine nitrile containing by-products which yield tarry matter on hydrolysis, a solution of the crude nitrile in an organic solvent or mixture of organic solvents is reacted with phosphoric acid or sulphuric acid so as to precipitate the corresponding phosphate or sulphate which is removed and hydrolysed, the solvent or solvents being such that the nitrile salt is substantially insoluble and the by-products substantially soluble therein. Preferred solvents are the low molecular weight aliphatic alcohols such as ethanol, iso-propanol and n-butanol; methanol alone may be used to treat the sulphate but not the phosphate-in the latter case, methanol in conjunction with a substantially equal volume of a solvent in which the phosphate is only sparingly soluble may be used. Acetone and monoalkyl ethers of simple glycols, e.g. b -ethoxyethanol, are also suitable. In examples: (1) concentrated sulphuric acid is added dropwise to a cooled solution of crude methionine nitrile in dry ethanol and the precipitated sulphate is filtered off and hydrolysed to methionine by refluxing with aqueous sulphuric acid; (2) phosphoric acid is added dropwise to an ethanolic solution of crude methionine nitrile and the precipitated dihydrogen phosphate is hydrolysed as in (1). Use of dioxane, methylethylketone or ethyl acetate as solvent in place of ethanol in these examples results in a tarry product being produced; a similar result obtains using a 4 : 1-ether-methanol mixture in example 2. The crude methionine nitrile may be prepared from b -methyl thiopropaldehyde by known procedures.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3001851A GB719144A (en) | 1951-12-21 | 1951-12-21 | The preparation of methionine from ª‡-amino-ª†-methylthiobutyronitrile |
DEB23473A DE933030C (en) | 1951-12-21 | 1952-12-23 | Process for the purification of ª ‡ -amino-ª † -methylmercapto-butyronitrile |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3001851A GB719144A (en) | 1951-12-21 | 1951-12-21 | The preparation of methionine from ª‡-amino-ª†-methylthiobutyronitrile |
Publications (1)
Publication Number | Publication Date |
---|---|
GB719144A true GB719144A (en) | 1954-11-24 |
Family
ID=10300939
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3001851A Expired GB719144A (en) | 1951-12-21 | 1951-12-21 | The preparation of methionine from ª‡-amino-ª†-methylthiobutyronitrile |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE933030C (en) |
GB (1) | GB719144A (en) |
-
1951
- 1951-12-21 GB GB3001851A patent/GB719144A/en not_active Expired
-
1952
- 1952-12-23 DE DEB23473A patent/DE933030C/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE933030C (en) | 1955-09-15 |
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