GB1479721A - Herbicidal pyridine derivatives - Google Patents

Herbicidal pyridine derivatives

Info

Publication number
GB1479721A
GB1479721A GB24826/73A GB2482673A GB1479721A GB 1479721 A GB1479721 A GB 1479721A GB 24826/73 A GB24826/73 A GB 24826/73A GB 2482673 A GB2482673 A GB 2482673A GB 1479721 A GB1479721 A GB 1479721A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
prepared
aryl
alkyl
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
GB24826/73A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB24826/73A priority Critical patent/GB1479721A/en
Priority to ZA00742865A priority patent/ZA742865B/en
Priority to IL44846A priority patent/IL44846A0/en
Priority to AU69122/74A priority patent/AU6912274A/en
Priority to BE144542A priority patent/BE815296A/en
Priority to IT2302674A priority patent/IT1048175B/en
Priority to FR7417986A priority patent/FR2230635A1/en
Priority to NL7406891A priority patent/NL7406891A/xx
Priority to JP5801974A priority patent/JPS5040737A/ja
Priority to DE19742425239 priority patent/DE2425239A1/en
Publication of GB1479721A publication Critical patent/GB1479721A/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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/68—One oxygen atom attached in position 4
    • 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
    • C07D213/61—Halogen atoms or nitro radicals

Landscapes

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

Abstract

1479721 Herbicidal pyridine compouhds IMPERIAL CHEMICAL INDUSTRIES Ltd 13 June 1974 [24 May 1973 29 Jan 1974] 24826/73 and 04074/74 Heading C2C Novel pyridine compounds of Formula I where X 1 and X 2 each represent a halogen atom and R is H; a salt-forming cation; an aryl radical; an acyl radical; or a C 1 to C 6 alkyl radical substituted by OH, C 1 to C 6 alkoxy, an aryl group or a C 2 to C 6 alkenyl or alkynyl group are used in herbicidal compositions. Compounds of Formula I in which R is H may be prepared by halogenating 2-fluoro-4- hydroxypyridine which itself may be prepared either by alkaline hydrolysis of 2,4-difluoropyridine with an alkali metal hydroxide or by reacting 2,4-difluoropyridine with a metal derivative of an alcohol, e.g. allyl alcohol, and then hydrolysing the resulting ether of 2-fluoro- 4-hydroxypyridine. Compounds where R is H may also be prepared by the reaction scheme where M is an alkali metal, R<SP>1</SP> is aryl, C 1 -C 6 alkyl substituted by OH, C 1 -C 6 alkoxy, aryl or C 2 -C 6 alkyl or alkenyl, and (O) is an oxidizing agent. The ether obtained in step (3) may be converted to the compound of formula in which R is H by aqueous acid hydrolysis. Compounds of Formula I where R is H may be connected to their salts by treatment with a base. Compounds of Formula I where R is acyl may be prepared from compounds of Formula I where R is H by treatment with the appropriate acyl chloride. Compounds of Formula I where R is aryl or substituted alkyl may be prepared either by the reaction scheme above by selecting the appropriate R<SP>1</SP> or by the scheme where MOR is a metal derivative of an alcohol.
GB24826/73A 1973-05-24 1973-05-24 Herbicidal pyridine derivatives Expired GB1479721A (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
GB24826/73A GB1479721A (en) 1973-05-24 1973-05-24 Herbicidal pyridine derivatives
ZA00742865A ZA742865B (en) 1973-05-24 1974-05-06 Herbicidal pyridine derivatives
IL44846A IL44846A0 (en) 1973-05-24 1974-05-16 Herbicidal pyridine derivatives
AU69122/74A AU6912274A (en) 1973-05-24 1974-05-20 Herbicidal pyridine derivatives
BE144542A BE815296A (en) 1973-05-24 1974-05-20 PYRIDINES HERBICIDES
IT2302674A IT1048175B (en) 1973-05-24 1974-05-21 Herbicidal 2-fluoro-3,5-dihalo-4-hydroxy-pyridines (derivs) - esp against perennial weeds, eg couch grass
FR7417986A FR2230635A1 (en) 1973-05-24 1974-05-22 Herbicidal 2-fluoro-3,5-dihalo-4-hydroxy-pyridines (derivs) - esp against perennial weeds, eg couch grass
NL7406891A NL7406891A (en) 1973-05-24 1974-05-22
JP5801974A JPS5040737A (en) 1973-05-24 1974-05-24
DE19742425239 DE2425239A1 (en) 1973-05-24 1974-05-24 PYRIDINE COMPOUNDS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB24826/73A GB1479721A (en) 1973-05-24 1973-05-24 Herbicidal pyridine derivatives

Publications (1)

Publication Number Publication Date
GB1479721A true GB1479721A (en) 1977-07-13

Family

ID=10217829

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24826/73A Expired GB1479721A (en) 1973-05-24 1973-05-24 Herbicidal pyridine derivatives

Country Status (3)

Country Link
BE (1) BE815296A (en)
GB (1) GB1479721A (en)
ZA (1) ZA742865B (en)

Also Published As

Publication number Publication date
BE815296A (en) 1974-11-20
ZA742865B (en) 1975-05-28

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee