GB490073A - Process for the manufacture of derivatives of 2.6-dihydroxypyridine-4-carboxylic acid - Google Patents

Process for the manufacture of derivatives of 2.6-dihydroxypyridine-4-carboxylic acid

Info

Publication number
GB490073A
GB490073A GB8356/37A GB835637A GB490073A GB 490073 A GB490073 A GB 490073A GB 8356/37 A GB8356/37 A GB 8356/37A GB 835637 A GB835637 A GB 835637A GB 490073 A GB490073 A GB 490073A
Authority
GB
United Kingdom
Prior art keywords
carboxylic acid
acid
dihydroxypyridine
ester
hydroxy
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
GB8356/37A
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.)
Schering Kahlbaum AG
Original Assignee
Schering Kahlbaum AG
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 Schering Kahlbaum AG filed Critical Schering Kahlbaum AG
Publication of GB490073A publication Critical patent/GB490073A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79Acids; Esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Abstract

Monoethers of 2 : 6-dihydroxypyridine-4-carboxylic acid and its esters are manufactured by causing 2 : 6 - dihydroxypyridine - 4 - carboxylic acid or an ester thereof to react with an aliphatic or cycloaliphatic alcohol, advantageously in the presence of thionyl chloride, sulphuric acid or perchloric acid as condensing agents, and, if desired, saponifying the resulting ether-ester to the ether-acid. The products are intermediates for the manufacture of pharmaceutical preparations. In examples: (1) 2 : 6 - dihydroxypyridine-4-carboxylic acid is heated with butyl alcohol and thionyl chloride to produce 2-hydroxy - 6 - butoxypyridine - 4 - carboxylic acid butyl ester, which yields the free acid on saponification; (2) 2 : 6-dihydroxypyridine-4-carboxylic acid cyclohexyl ester is heated with cyclohexanol and sulphuric acid to yield 2-hydroxy-6-cyclohexyloxypyridine-4-carboxylic acid cyclohexyl ester, from which the free acid is obtainable by saponification; (3) 2 : 6-dihydroxypyridine-4-carboxylic acid is heated with isoamyl alcohol and perchloric acid, yielding 2 - hydroxy - 6 - isoamyloxypyridine - 4-carboxylic acid isoamyl ester; the free acid is also described; 2-hydroxy-6-ethoxypyridine-4-carboxylic acid ethyl ester may be similarly prepared.
GB8356/37A 1936-03-23 1937-03-22 Process for the manufacture of derivatives of 2.6-dihydroxypyridine-4-carboxylic acid Expired GB490073A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE490073X 1936-03-23

Publications (1)

Publication Number Publication Date
GB490073A true GB490073A (en) 1938-08-09

Family

ID=6544055

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8356/37A Expired GB490073A (en) 1936-03-23 1937-03-22 Process for the manufacture of derivatives of 2.6-dihydroxypyridine-4-carboxylic acid

Country Status (1)

Country Link
GB (1) GB490073A (en)

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