GB1159036A - Preparation of Fluoropyridines - Google Patents

Preparation of Fluoropyridines

Info

Publication number
GB1159036A
GB1159036A GB3713765A GB3713765A GB1159036A GB 1159036 A GB1159036 A GB 1159036A GB 3713765 A GB3713765 A GB 3713765A GB 3713765 A GB3713765 A GB 3713765A GB 1159036 A GB1159036 A GB 1159036A
Authority
GB
United Kingdom
Prior art keywords
nitropyridine
trifluoro
give
amino
reaction
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
GB3713765A
Inventor
Richard Dickinson Chambers
John Hutchinson
William Kenneth Rodge Musgrave
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.)
National Research Development Corp UK
Original Assignee
National Research Development Corp UK
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 National Research Development Corp UK filed Critical National Research Development Corp UK
Priority to GB3713765A priority Critical patent/GB1159036A/en
Publication of GB1159036A publication Critical patent/GB1159036A/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

Landscapes

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

Abstract

1,159,036. Substituted fluoropyridines. NATIONAL RESEARCH DEVELOPMENT CORP. 26 July, 1966 [31 Aug., 1965], No. 37137/65. Heading C2C. The invention comprises compounds of the general formula wherein one of the symbols R<SP>1</SP> and R<SP>2</SP> represents -F and the other represents -NH 2 or -OCH 3 , R<SP>3</SP> represents -NH 2 or -NO 2 , R 4 represents -F, and R<SP>5</SP> represents -F or -NH 2 , provided that R<SP>5</SP> represents -NH 2 only when R<SP>2</SP> also represents -NH 2 . The compounds are prepared by the following processes: (a) Reaction of pentafluoropyridine with ammonia to give 2,4-diamino-3,5,6-trifluoropyridine; (b) Reaction of 4-nitrotetrafluoropyridine with ammonia to give 3-amino-2,5,6-trifluoro- 4 - nitropyridine, 2 - amino - 3,5,6 - trifluoro- 4-nitropyridine and 2,5-diamino-3,6-difluoro-4- nitropyridine; (c) Reaction of 4-amino-tetrafluoropyridine with an alkali metal alkoxide to give 4-amino- 2,3,5-trifluoro-6.methoxypyridine. (d) Reaction of 4 - nitrotetrafluoropyridine with an alkali metal alkoxide to give 2,3,5-trifluoro - 6 - methoxy - 4 - nitropyridine and 2,5,6 - trifluoro - 3 - methoxy - 4 - nitropyridine. (e) Hydrogenation of a compound of the above general formula wherein R<SP>3</SP> is -NO 2 to give the corresponding compound in which R<SP>3</SP> is -NH 2 . 4 - Aminotetrafluoropyridine and 4 - methoxytetrafluoropyridine are obtained as by-products in processes (b) and (d) above, respectively.
GB3713765A 1965-08-31 1965-08-31 Preparation of Fluoropyridines Expired GB1159036A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3713765A GB1159036A (en) 1965-08-31 1965-08-31 Preparation of Fluoropyridines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3713765A GB1159036A (en) 1965-08-31 1965-08-31 Preparation of Fluoropyridines

Publications (1)

Publication Number Publication Date
GB1159036A true GB1159036A (en) 1969-07-23

Family

ID=10394037

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3713765A Expired GB1159036A (en) 1965-08-31 1965-08-31 Preparation of Fluoropyridines

Country Status (1)

Country Link
GB (1) GB1159036A (en)

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Legal Events

Date Code Title Description
PS Patent sealed
49S Specification amended (sect. 9/1949)
PLNP Patent lapsed through nonpayment of renewal fees