GB625949A - Synthesis of ª‡-acylamido-ª‰, ª‰-dimethylacrylic acids and esters thereof - Google Patents
Synthesis of ª‡-acylamido-ª‰, ª‰-dimethylacrylic acids and esters thereofInfo
- Publication number
- GB625949A GB625949A GB6687/47A GB668747A GB625949A GB 625949 A GB625949 A GB 625949A GB 6687/47 A GB6687/47 A GB 6687/47A GB 668747 A GB668747 A GB 668747A GB 625949 A GB625949 A GB 625949A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- dimethylacrylic
- acylamido
- esters
- amino
- 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
Abstract
a -Acylamido-b : b -dimethylacrylic acids and esters thereof are manufactured by treating a - amino - b - methoxyisovaleric acid with an aqueous solution of an alkali metal salt of an aliphatic carboxylic acid (e.g. sodium acetate or potassium propionate) and an aliphatic carboxylic acid anhydride (e.g. acetic or propionic anhydride), and, if desired, reacting the product with an aliphatic alcohol, containing up to 4 carbon atoms in the molecule, in the presence of a mineral acid catalyst (e.g. hydrogen bromide or chloride). The esters yield dl-penicillamine on treatment with hydrogen sulphide, preferably in the presence of an alkali or alkaline - earth metal alcoholate. Examples describe the preparation of a -acetyl-amino-b : b -dimethylacrylic acid and its methyl (or ethyl, propyl, isopropyl or butyl) ester. a -Amino-b -methoxyisovaleric acid is obtainable by reacting dimethylacrylic acid with mercuric acetate in methanol to produce a compound of the formula <FORM:0625949/IV (b)/1> which is brominated in aqueous potassium bromide solution to form a -bromo-b -methoxyisovaleric acid and the bromine atom is replaced by an amino group by the action of aqueous ammonium hydroxide. The Specification as open to inspection under Sect. 91 comprises also a reference to aralkyl esters of the a -acylamido-b : b -dimethylacrylic acids and to products in which the acylamido group contains an aryl or aralkyl radical. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US625949XA | 1946-03-22 | 1946-03-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB625949A true GB625949A (en) | 1949-07-06 |
Family
ID=22043510
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB6687/47A Expired GB625949A (en) | 1946-03-22 | 1947-03-10 | Synthesis of ª‡-acylamido-ª‰, ª‰-dimethylacrylic acids and esters thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB625949A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2217706A (en) * | 1988-07-07 | 1989-11-01 | W A Gibbons | alpha -Amino-alkanoic acid derivatives and process for their preparation with anti-inflammatory, analgesic, sedative, hypnotic, anxiolytic, spasmolytic, anaesthetic, muscle relaxant and cardiovascular activity |
WO1996016021A1 (en) * | 1994-11-17 | 1996-05-30 | E.I. Du Pont De Nemours And Company | Process for the efficient preparation of n-substituted dehydroamino acid esters |
-
1947
- 1947-03-10 GB GB6687/47A patent/GB625949A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2217706A (en) * | 1988-07-07 | 1989-11-01 | W A Gibbons | alpha -Amino-alkanoic acid derivatives and process for their preparation with anti-inflammatory, analgesic, sedative, hypnotic, anxiolytic, spasmolytic, anaesthetic, muscle relaxant and cardiovascular activity |
WO1996016021A1 (en) * | 1994-11-17 | 1996-05-30 | E.I. Du Pont De Nemours And Company | Process for the efficient preparation of n-substituted dehydroamino acid esters |
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