GB880592A - Improvements in or relating to pyridine carboxylic acid preparation - Google Patents
Improvements in or relating to pyridine carboxylic acid preparationInfo
- Publication number
- GB880592A GB880592A GB8160/60A GB816060A GB880592A GB 880592 A GB880592 A GB 880592A GB 8160/60 A GB8160/60 A GB 8160/60A GB 816060 A GB816060 A GB 816060A GB 880592 A GB880592 A GB 880592A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- quinoline
- nitric
- decarboxylated
- isoquinoline
- 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
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Pyridine dicarboxylic acids are prepared by contacting quinoline, isoquinoline, and nuclear substituted derivatives thereof, e.g. quinaldine, lepidine, carbostyril, 8-hydroxyquinoline and 2-aminoquinoline, with ozone, in a liquid medium containing a mineral acid, and heating the mixture in the presence of an oxidising agent at a temperature below the boiling point of the mixture. The product is concentrated by distillation, and the acid is filtered and purified. The di-carboxylic acid may be decarboxylated, e.g. by heating, to the mono-acid. The mineral acid which may be nitric, sulphuric, phosphoric, chlorosulphonic, and fluosulphonic is present in an amount of at least one mole of mineral acid per mole of quinoline, and nitric acid which may also be the oxidising agent is preferred. A stabilising agent such as acetic acid may also be present and the ozone may be in air or oxygen. Oxidising agents include nitric acid, hydrogen peroxide, chromic acid, potassium permanganate and perchlorate and the reaction may be batchwise or continuous. Examples describe the preparation of quinolinic acid which may be decarboxylated to nicotinic acid from quinoline, cinchomeronic acid from isoquinoline, and 6-methylquinolinic acid from 2-methylquinoline.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US880592XA | 1959-03-16 | 1959-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB880592A true GB880592A (en) | 1961-10-25 |
Family
ID=22209142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8160/60A Expired GB880592A (en) | 1959-03-16 | 1960-03-08 | Improvements in or relating to pyridine carboxylic acid preparation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB880592A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4816588A (en) * | 1986-09-12 | 1989-03-28 | American Cyanamid Company | Method for the preparation of pyridine-2,3-dicarboxylic acids |
| US5122608A (en) * | 1990-12-19 | 1992-06-16 | American Cyanamid Company | Method for the preparation of substituted and unsubstituted 2,3-pyridine and quinolinedicarboxylic acids |
| AT407394B (en) * | 1999-05-10 | 2001-02-26 | Dsm Fine Chem Austria Gmbh | METHOD FOR PRODUCING 2,3-PYRIDINE DICARBONIC ACIDS |
-
1960
- 1960-03-08 GB GB8160/60A patent/GB880592A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4816588A (en) * | 1986-09-12 | 1989-03-28 | American Cyanamid Company | Method for the preparation of pyridine-2,3-dicarboxylic acids |
| US5122608A (en) * | 1990-12-19 | 1992-06-16 | American Cyanamid Company | Method for the preparation of substituted and unsubstituted 2,3-pyridine and quinolinedicarboxylic acids |
| AT407394B (en) * | 1999-05-10 | 2001-02-26 | Dsm Fine Chem Austria Gmbh | METHOD FOR PRODUCING 2,3-PYRIDINE DICARBONIC ACIDS |
| US6395903B1 (en) * | 1999-05-10 | 2002-05-28 | Dsm Fine Chemicals Austria Nfg Gmbh & Cokg | Process for the preparation of 2,3-pyridinedicarboxylic acids |
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