GB629423A - A process for the manufacture of 3-methoxy-pyridine and derivatives thereof - Google Patents

A process for the manufacture of 3-methoxy-pyridine and derivatives thereof

Info

Publication number
GB629423A
GB629423A GB1949747A GB1949747A GB629423A GB 629423 A GB629423 A GB 629423A GB 1949747 A GB1949747 A GB 1949747A GB 1949747 A GB1949747 A GB 1949747A GB 629423 A GB629423 A GB 629423A
Authority
GB
United Kingdom
Prior art keywords
pyridine
hydroxy
methoxy
methylation
methyl
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
GB1949747A
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.)
Roche Products Ltd
Original Assignee
Roche Products Ltd
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 Roche Products Ltd filed Critical Roche Products Ltd
Priority to GB1949747A priority Critical patent/GB629423A/en
Publication of GB629423A publication Critical patent/GB629423A/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
    • C07D213/60—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
    • C07D213/80—Acids; Esters in position 3
    • 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5

Landscapes

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

Abstract

3-Methoxy-pyridine which may be substituted with carboxylic groups or groups inert to the methylating agent (e.g. alkyl, aryl, aralkyl, halogen, cyano), is prepared from the corresponding 3-hydroxy-pyridine and phenyltrimethyl-ammonium hydroxide. The hydroxy compound may be used directly or converted into its alkali metal derivative by treatment with an alkali metal alcoholate; in the latter case a mineral acid salt of phenyl-trimethylammonium hydroxide is used as methylating agent. If the compound contains a free carboxyl group, this is esterified during the course of the reaction. An inert solvent such as xylene is preferably used. Examples show the methylation of the di-methyl and di-ethyl esters of 2-methyl-3-hydroxy-pyridine-4 : 5-dicarboxylic acid, the product being useful in the synthesis of vitamin B6; the methylation of the free acid is also mentioned.
GB1949747A 1947-07-21 1947-07-21 A process for the manufacture of 3-methoxy-pyridine and derivatives thereof Expired GB629423A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1949747A GB629423A (en) 1947-07-21 1947-07-21 A process for the manufacture of 3-methoxy-pyridine and derivatives thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1949747A GB629423A (en) 1947-07-21 1947-07-21 A process for the manufacture of 3-methoxy-pyridine and derivatives thereof

Publications (1)

Publication Number Publication Date
GB629423A true GB629423A (en) 1949-09-20

Family

ID=10130343

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1949747A Expired GB629423A (en) 1947-07-21 1947-07-21 A process for the manufacture of 3-methoxy-pyridine and derivatives thereof

Country Status (1)

Country Link
GB (1) GB629423A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3155675A (en) * 1960-11-03 1964-11-03 Ici Ltd Process for the manufacture of 2-belta-methoxyethylpyridine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3155675A (en) * 1960-11-03 1964-11-03 Ici Ltd Process for the manufacture of 2-belta-methoxyethylpyridine

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