GB796036A - Method of oxidizing alkyl substituted pyridines - Google Patents

Method of oxidizing alkyl substituted pyridines

Info

Publication number
GB796036A
GB796036A GB1923656A GB1923656A GB796036A GB 796036 A GB796036 A GB 796036A GB 1923656 A GB1923656 A GB 1923656A GB 1923656 A GB1923656 A GB 1923656A GB 796036 A GB796036 A GB 796036A
Authority
GB
United Kingdom
Prior art keywords
mixture
pyridine
acid
nitric acid
temperature
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
GB1923656A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB1923656A priority Critical patent/GB796036A/en
Publication of GB796036A publication Critical patent/GB796036A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/06—Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/803—Processes of preparation

Landscapes

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

Abstract

An alkyl pyridine is oxidized to produce a pyridine carboxylic acid or pyridine or a mixture thereof by a process comprising feeding into a closed vessel containing nitric acid of 5 to 18 per cent concentration, under pressure and at a temperature approximating to the reaction temperature, a mixture of an alkyl-substituted pyridine dissolved in nitric acid of greater concentration than that of the acid in the closed vessel, regulating the rate of feed of the mixture so that the concentration of the nitric acid in the vessel remains substantially constant and maintaining the reaction mixture at a temperature in the range 180-195 DEG C. If desired, a catalyst, e.g. ammonium vanadate, copper nitrate or cobalt nitrate, may be used. In the examples: (a) a mixture of nitric acid, picoline and water is passed into a vessel containing 15 per cent nitric acid at 185-190 DEG C.; the temperature of the mixture is raised to 190-195 DEG C. for two hours, the mixture is cooled, caustic soda solution is added and isonicotinic acid is precipitated; (b) the process of (a) is repeated using as starting materials (1) 4-ethylpyridine, (ii) a mixture of beta and gamma picolines, and (iii) 2,4-lutidine, giving in each case isonicotinic acid; (c) the process of (a) is repeated using 3-ethyl pyridine as starting material, the product being nicotinic acid; and (d) the process of (a) is repeated using alpha picoline as starting material to give pyridine.
GB1923656A 1956-06-21 1956-06-21 Method of oxidizing alkyl substituted pyridines Expired GB796036A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1923656A GB796036A (en) 1956-06-21 1956-06-21 Method of oxidizing alkyl substituted pyridines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1923656A GB796036A (en) 1956-06-21 1956-06-21 Method of oxidizing alkyl substituted pyridines

Publications (1)

Publication Number Publication Date
GB796036A true GB796036A (en) 1958-06-04

Family

ID=10125971

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1923656A Expired GB796036A (en) 1956-06-21 1956-06-21 Method of oxidizing alkyl substituted pyridines

Country Status (1)

Country Link
GB (1) GB796036A (en)

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