GB687486A - Improved method for the production of amino acids - Google Patents
Improved method for the production of amino acidsInfo
- Publication number
- GB687486A GB687486A GB17649/49A GB1764949A GB687486A GB 687486 A GB687486 A GB 687486A GB 17649/49 A GB17649/49 A GB 17649/49A GB 1764949 A GB1764949 A GB 1764949A GB 687486 A GB687486 A GB 687486A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydantoin
- methylmercaptoethyl
- hydantoins
- butyl
- methyl
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a method for hydrolysing a hydantoin having the general formula <FORM:0687486/IV (b)/1> wherein R and R1 each independently represents hydrogen or a monovalent organic radical having a carbon atom thereof attached to the hydantoin nucleus, to form a salt of a corresponding a -amino-monocarboxylic acid, one molecular equivalent of the hydantoin is heated with an aqueous solution of at least two molecular equivalents of an alkali metal hydroxide, or an alkali metal carbonate, at superatmospheric pressure to a reaction temperature above 130 DEG C. for a time not greatly in excess of that required for completion of the hydrolysis reaction. The reaction may be carried out in a continuous manner by passing an aqueous mixture of the hydantoin and alkali through a heated reaction zone at a pressure sufficient to maintain the mixture largely, or entirely, in liquid form. Starting material hydantoins mentioned are hydantoin and hydantoins having in the 5-position methyl, ethyl, propyl, isopropyl, butyl, sec.-butyl, isobutyl, phenyl, benzyl, b -methylmercaptoethyl, (3-indolyl-methyl), dimethyl or diethyl substituents. In examples: (1) and (5) dl-tryptophane is prepared by heating 5-(3-indolylmethyl) hydantoin in a bomb with aqueous sodium hydroxide, and (3) with sodium carbonate or potassium hydroxide; (2) and (4) dl-methionine, leucine, isoleucine and alanine are produced by processes similar to that employed in example (1) from 5-(b -methylmercaptoethyl)-, 5-isobutyl-, 5-(sec.-butyl)- and 5-methyl hydantoin, respectively; (6) and (7) dl-tryptophane and dl-methionine are obtained by passing 5 - (3 - indolylmethyl) - and 5 - (b - methylmercaptoethyl)-hydantoins respectively with aqueous sodium hydroxide under pressure through a heated tubular autoclave. The free amino acid is obtained in each of the examples by acidifying the filtered hydrolysate with acetic acid.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB17649/49A GB687486A (en) | 1949-07-04 | 1949-07-04 | Improved method for the production of amino acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB17649/49A GB687486A (en) | 1949-07-04 | 1949-07-04 | Improved method for the production of amino acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB687486A true GB687486A (en) | 1953-02-18 |
Family
ID=10098851
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB17649/49A Expired GB687486A (en) | 1949-07-04 | 1949-07-04 | Improved method for the production of amino acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB687486A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2893997A (en) * | 1958-02-21 | 1959-07-07 | Du Pont | Synthesis of indolylmethyl-hydantoin |
-
1949
- 1949-07-04 GB GB17649/49A patent/GB687486A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2893997A (en) * | 1958-02-21 | 1959-07-07 | Du Pont | Synthesis of indolylmethyl-hydantoin |
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