GB355597A - Manufacture of carboxylic acid derivatives of the anthraquinone series - Google Patents
Manufacture of carboxylic acid derivatives of the anthraquinone seriesInfo
- Publication number
- GB355597A GB355597A GB34073/30A GB3407330A GB355597A GB 355597 A GB355597 A GB 355597A GB 34073/30 A GB34073/30 A GB 34073/30A GB 3407330 A GB3407330 A GB 3407330A GB 355597 A GB355597 A GB 355597A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- carboxylic acid
- thiazolanthrone
- thiophenanthrone
- pyrazolanthrone
- 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
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
Abstract
Carboxylic acids are obtained by oxidizing, in the presence of an alkaline agent, the alkyl group in an anthraquinone derivative containing an alkyl group in 2-position and a heterocyclic ring system in 1 : 9-position. The oxidation is advantageously effected by means of an aromatic nitro-compound in the presence of an oxide or hydroxide of an alkaline-earth metal, a process which may also be employed in the case of the starting materials used in the parent Specification. A catalyst, such as a copper compound, may also be present. In examples (1) pyrazolanthrone-2-carboxylic acid is obtained by oxidizing 2 - methyl - 1 : 9 - pyrazolanthrone with nitrobenzene and barium hydroxide, (2) thiazolanthrone-2-carboxylic acid is similarly obtained from 2 - methyl - 1 : 9 - thiazolanthrone, copper sulphate being employed as a catalyst, (3) by treating 2-methyl-1 : 9-thiazolanthrone with nitrobenzene and calcium hydroxide, 2 : 21-thiazolanthronylethylene is first obtained; on further oxidation in the presence of barium hydroxide the thiazolanthrone-2-carboxylic acid is obtained, and (4) 2-methyl-1 : 9-thiophenanthrone carboxylic acid is heated with nitrobenzene and soda-lime; carbon dioxide is split off and thiophenanthrone-2-carboxylic acid is obtained. 2-Methyl-N-methyl-pyrazolanthrone and 2-methyl-1 : 9-thiophenanthrone are also specified as parent materials.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE355597X | 1929-11-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB355597A true GB355597A (en) | 1931-08-27 |
Family
ID=6290041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB34073/30A Expired GB355597A (en) | 1929-11-12 | 1930-11-12 | Manufacture of carboxylic acid derivatives of the anthraquinone series |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB355597A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7354947B2 (en) | 2001-02-15 | 2008-04-08 | Signal Pharmaceuticals, Llc | Isothiazoloanthrones, isoxazoloanthrones, isoindolanthrones and derivatives thereof a JNK inhibitors and compositions and methods related thereto |
-
1930
- 1930-11-12 GB GB34073/30A patent/GB355597A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7354947B2 (en) | 2001-02-15 | 2008-04-08 | Signal Pharmaceuticals, Llc | Isothiazoloanthrones, isoxazoloanthrones, isoindolanthrones and derivatives thereof a JNK inhibitors and compositions and methods related thereto |
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