GB382327A - Process for the manufacture of pyridine derivatives - Google Patents

Process for the manufacture of pyridine derivatives

Info

Publication number
GB382327A
GB382327A GB2145431A GB2145431A GB382327A GB 382327 A GB382327 A GB 382327A GB 2145431 A GB2145431 A GB 2145431A GB 2145431 A GB2145431 A GB 2145431A GB 382327 A GB382327 A GB 382327A
Authority
GB
United Kingdom
Prior art keywords
pyridine
prepared
pyridyl
halides
thionyl bromide
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
GB2145431A
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 GB2145431A priority Critical patent/GB382327A/en
Publication of GB382327A publication Critical patent/GB382327A/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
    • C07D213/72—Nitrogen atoms
    • C07D213/73—Unsubstituted amino or imino radicals
    • 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
    • C07D213/68—One oxygen atom attached in position 4

Landscapes

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

Abstract

4-Substituted pyridines are prepared by treating pyridine with thionyl bromide, sulphur halides or the nascent halides of sulphurous acid, and decomposing the resulting 4-pyridylpyridinium halides with alkalies, amines, water, alcohol or phenols, if necessary with the addition of an acid-binding agent. According to the examples, (1) 4-aminopyridine is prepared by treating the product of interaction of pyridine and thionyl bromide with a mixture of potassium hydroxide and quicklime; the decomposition may also be effected with ammonia, and aliphatic or aromatic bases; (2) 4-oxypyridine is obtained by heating 4-pyridyl-pyridinium dibromide, prepared from pyridine and thionyl bromide, with water under pressure; (3) 4-pyridyl - pyridinium dichloride is first prepared by heating pyridine with sulphur monochloride and then either heated in an autoclave or boiled with water for some time to give 4-oxypyridine or heated in an autoclave with concentrated aqueous ammonia to produce 4-aminopyridine; (4) phosphorus pentachloride is added to a benzene solution of pyridine and sulphur dioxide is led in; the resulting 4-pyridyl-pyridinium dichloride is then decomposed in the manner described in the parent Specification and in Specification 379,316.
GB2145431A 1931-07-27 1931-07-27 Process for the manufacture of pyridine derivatives Expired GB382327A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2145431A GB382327A (en) 1931-07-27 1931-07-27 Process for the manufacture of pyridine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2145431A GB382327A (en) 1931-07-27 1931-07-27 Process for the manufacture of pyridine derivatives

Publications (1)

Publication Number Publication Date
GB382327A true GB382327A (en) 1932-10-27

Family

ID=10163214

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2145431A Expired GB382327A (en) 1931-07-27 1931-07-27 Process for the manufacture of pyridine derivatives

Country Status (1)

Country Link
GB (1) GB382327A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1319947C (en) * 2005-01-21 2007-06-06 北京化工大学 4-aminopyridine preparation method

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1319947C (en) * 2005-01-21 2007-06-06 北京化工大学 4-aminopyridine preparation method

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