GB374674A - Method of preparing imidazolyl-propionic acid from glutamic acid - Google Patents
Method of preparing imidazolyl-propionic acid from glutamic acidInfo
- Publication number
- GB374674A GB374674A GB2120131A GB2120131A GB374674A GB 374674 A GB374674 A GB 374674A GB 2120131 A GB2120131 A GB 2120131A GB 2120131 A GB2120131 A GB 2120131A GB 374674 A GB374674 A GB 374674A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- solution
- imidazolylpropionic
- mercurous
- propionic acid
- 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
- C07D233/64—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 substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The mercurous salt of b --(2-thiolimidazolyl)-propionic acid is produced by adding mercurous sulphate solution to a solution of the acid.ALSO:b -Imidazolylpropionic acid is manufactured by reducing the ester of glutamic acid by means of sodium almagam to the semi-aldehyde of glutamic acid, treating this with a sulphocyanide to produce b -(2-thiolimidazolyl)-propionic acid, and desulphurizing this by the action of an oxidizing agent to yield b -imidazolylpropionic acid. The product is useful for the preparation of histamine. In an example, glutamic acid is converted into its ester hydrochloride, which is treated in aqueous alcoholic solution with sodium amalgam at -10 DEG C., the solution being kept acid with hydrochloric acid. The product is treated with a solution of potassium or ammonium sulphocyanide, producing b -(2-thiolimidiazolyl)-propionic acid. This is purified by forming its mercurous salt by addition of mercurous sulphate and decomposing this with hydrogen sulphide, and is suspended in water and treated with hydrogen peroxide, the b -imidazolyl propionic acid produced being purified by forming the barium salt and decomposing this with sulphuric acid. Alternatively, ferric chloride is employed as oxidizing agent, and the b -imidazolylpropionic acid is converted into its phosphotungstate, which is decomposed by barium hydroxide and the acid liberated from the barium salt by means of carbon dioxide followed by sulphuric acid. The chloroplatinate of the b -imidazolylpropionic acid is also described.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2120131A GB374674A (en) | 1931-07-24 | 1931-07-24 | Method of preparing imidazolyl-propionic acid from glutamic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2120131A GB374674A (en) | 1931-07-24 | 1931-07-24 | Method of preparing imidazolyl-propionic acid from glutamic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB374674A true GB374674A (en) | 1932-06-16 |
Family
ID=10158879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2120131A Expired GB374674A (en) | 1931-07-24 | 1931-07-24 | Method of preparing imidazolyl-propionic acid from glutamic acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB374674A (en) |
-
1931
- 1931-07-24 GB GB2120131A patent/GB374674A/en not_active Expired
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