GB880592A - Improvements in or relating to pyridine carboxylic acid preparation - Google Patents

Improvements in or relating to pyridine carboxylic acid preparation

Info

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
Application number
GB8160/60A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beazer East Inc
Original Assignee
Koppers Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Koppers Co Inc filed Critical Koppers Co Inc
Publication of GB880592A publication Critical patent/GB880592A/en
Expired legal-status Critical Current

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.
GB8160/60A 1959-03-16 1960-03-08 Improvements in or relating to pyridine carboxylic acid preparation Expired GB880592A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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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