GB664455A - Manufacture of ido-pyrimidyl-mercapto-carboxylic acids and derivatives thereof - Google Patents
Manufacture of ido-pyrimidyl-mercapto-carboxylic acids and derivatives thereofInfo
- Publication number
- GB664455A GB664455A GB16103/49A GB1610349A GB664455A GB 664455 A GB664455 A GB 664455A GB 16103/49 A GB16103/49 A GB 16103/49A GB 1610349 A GB1610349 A GB 1610349A GB 664455 A GB664455 A GB 664455A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydroxy
- iodine
- hydrocarbon radical
- acids
- 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
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/56—One oxygen atom and one sulfur atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Iodopyrimidylmercaptoacetic acids of the general formula <FORM:0664455/IV (b)/1> (wherein R represents hydrogen or an aliphatic hydrocarbon radical of 1-7 carbon atoms), and salts and esters thereof, are manufactured by treating a 4-hydroxypyrimidyl-(2)-mercaptoacetic acid of the formula <FORM:0664455/IV (b)/2> or a salt or ester thereof with an iodinating agent (e.g. iodine or iodine monochloride, advantageously in a diluent of organic or aqueous nature), or by reacting a 2-mercapto-4-hydroxy-5-iodopyrimidine of the formula <FORM:0664455/IV (b)/3> with a halogenacetic acid or a salt or ester thereof (advantageously in the presence of a diluent, such as water or an organic solvent, and an acid-binding agent). Esters so obtained may be hydrolysed, whilst the free acids may be esterified or converted into salts. The products are useful therapeutically as anti-thyroid agents. In examples: (1) 4-hydroxy-6-methylpyrimidyl-(2)-mercaptoacetic acid is heated with iodine in aqueous caustic soda or sodium carbonate solution; (2) 2-mercapto-4-hydroxy-5-iodopyrimidine is heated with chloracetic acid in aqueous caustic soda; (3) 4-hydroxy-6-n-propylpyrimidyl - (2) - mercaptoacetic acid is treated as in (1) (using sodium carbonate solution); the product may be converted into its calcium salt by dissolving it in caustic soda and adding calcium chloride, or into its ethyl ester by boiling it with absolute ethyl alcohol and a small quantity of sulphuric acid. Specification 646,070 is referred to. The Specification as open to inspection under Sect. 91 comprises also the manufacture of amides of the acids of the first general formula above and of analogous acids, salts, esters and amides in which the iodine may be replaced by another halogen, the methylene group by another bivalent hydrocarbon radical, and/or the aliphatic hydrocarbon radical R by another hydrocarbon radical (e.g. of the cycloaliphatic or aromatic series). Bromamides and bromimides such as bromosuccinimide are specified as brominating agents. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH664455X | 1948-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB664455A true GB664455A (en) | 1952-01-09 |
Family
ID=4527174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16103/49A Expired GB664455A (en) | 1948-07-01 | 1949-06-16 | Manufacture of ido-pyrimidyl-mercapto-carboxylic acids and derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB664455A (en) |
-
1949
- 1949-06-16 GB GB16103/49A patent/GB664455A/en not_active Expired
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