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BR9909487A - N-pyridonyl herbicides - Google Patents

N-pyridonyl herbicides

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Publication number
BR9909487A
BR9909487A BR9909487-8A BR9909487A BR9909487A BR 9909487 A BR9909487 A BR 9909487A BR 9909487 A BR9909487 A BR 9909487A BR 9909487 A BR9909487 A BR 9909487A
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BR
Brazil
Prior art keywords
alkyl
haloalkyl
alkoxy
phenyl
halogen
Prior art date
Application number
BR9909487-8A
Other languages
Portuguese (pt)
Inventor
Kurt Nebel
Walter Kunz
Jean Wenger
Original Assignee
Novartis Ag
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Publication date
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of BR9909487A publication Critical patent/BR9909487A/en

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    • 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
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Patente de Invenção: <B>"HERBICIDAS DE N-PIRIDONILA"<D>. Os compostos de fórmula I na qual R~ 1~ é hidrogênio, flúor, cloro, bromo ou metila; R~ 2~ é C~ 1~-C~ 4~alquila, C~ 1~-C~ 4~haloalquila, halogênio, nitro, amino, ciano ou R~ 43~O-; R~ 43~ é hidrogênio, C~ 1~-C~ 8~alquila, C~ 3~-C~ 8~alquenila, C~ 3~-C~ 8~alquinila, C~ 3~-C~ 6~cicloalquila, C~ 1~-C~ 8~haloalquila, ciano-C~ 1~-C~ 8~alquila, C~ 3~-C~ 8~haloalquenila, hidróxi-C~ 1~-C~ 4~alquila, C~ 1~-C~ 4~alcóxi-C~ 1~-C~ 4~alquila, C~ 3~-C~ 6~alquenilóxi-C~ 1~-C~ 4~-alquila, C~ 3~-C~ 6~alquinilóxi-C~ 1~-C~ 4~alquila, C~ 1~-C~ 4~alcóxi-C~ 1~-C~ 4~alcóxi-C~ 1~-C~ 4~alquila, C~ 1~-C~ 4~-alquiltio-C~ 1~-C~ 4~alquila, C~ 1~-C~ 8~alquilcarbonila, C~ 1~-C~ 8~alcoxicarbonila, C~ 3~-C~ 8~alqueniloxicarbonila, benzilóxi-C~ 1~- ou -C~ 2~-alquila, benzilcarbonila, benziloxicarbonila, fenila, fenil-C~ 2~-C~ 8~alquila, benzila, piridila, pirimidinila, pirazinila ou piridazinila, aqueles anéis aromáticos e heteroaromáticos sendo insubstituídos ou mono- a tri-substituídos por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila; ou R~ 43~ é R~ 44~X~ 16~C(O)-C~ 1~-C~ 8~alquil- ou X~ 16~ é oxigênio, enxofre ou R~ 44~ é hidrogênio, C~ 1~-C~ 8~alquila, C~ 3~-C~ 8~alquenila, C~ 3~-C~ 8~alquinila, C~ 3~-C~ 6~cicloalquila, C~ 1~-C~ 8~haloalquila, C~ 3~-C~ 8~haloalquenila, C~ 1~-C~ 4~alcoxi-C~ 1~-C~ 4~alquila, C~ 3~-C~ 6~alqueniloxi-C~ 1~-C~ 4~alquila, C~ 1~-C~ 4~alquiltio-C~ 1~-C~ 4~alquila, fenila, fenila mono- a tri-substituída por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila, benzila ou benzila mono- a tri-substituída no anel de fenila por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila; R~ 45~ é hidrogênio, C~ 1~-C~ 8~alquila, C~ 3~-C~ 8~alquenila, C~ 3~-C~ 8~alquinila, C~ 3~-C~ 6~cicloalquila, C~ 1~-C~ 8~haloalquila ou benzila; R~ 3~ é hidróxi, C~ 1~-C~ 6~alcóxi, C~ 3~-C~ 6~alquenilóxi, C~ 3~-C~ 6~alquinilóxi, C~ 1~-C~ 6~haloalcóxi, C~ 3~-C~ 6~haloalquenilóxi, C~ 1~-C~ 6~alcóxi-C~ 1~-C~ 6~alquila, C~ 3~-C~ 6~alquenilóxi-C~ 1~-C~ 6~alquila, C~ 3~-C~ 6~alquiniloxi-C~ 1~-C~ 6~alquila, C~ 1~-C~ 6~alcoxi-C~ 1~-C~ 6~alcoxi-C~ 1~-C~ 6~alquila, B~ 1~-C~ 1~-C~ 6~alcóxi, R~ 4~(R~ 5~)N-, C~ 1~-C~ 6~alquila, C~ 3~-C~ 6~alquenila, C~ 3~-C~ 6~alquinila, C~ 2~-C~ 6~haloalquila, C~ 3~-C~ 6~háloalquenila, C~ 3~-C~ 6~cicloalquila, C~ 3~-C~ 6~halocicloalquila, B~ 1~-C~ 1~-C~ 6~alquila, OHC-, C~ 1~-C~ 6~alquilcarbonila, C~ 1~-C~ 6~alquilcarbonilóxi, C~ 1~-C~ 6~haloalquilcarbonila, C~ 2~-C~ 6~alquenilcarbonila, C~ 1~-C~ 6~alcoxicarbonila, C~ 1~-C~ 6~alquil-S(O)~ 2~-, C~ 1~-C~ 6~haloalquil-S(O)~ 2~-, C~ 3~-C~ 8~trialquilsililóxi, (C~ 1~-C~ 6~alquil)~ 2~N-N=CH-, B~ 1~CH=N-, (CH~ 3~)~ 2~N-CH=N-, (C~ 1~-C~ 5~hidroxialquil)-CH~ 2~-, (B~ 1~-C~ 1~-C~ 5~hidroxialquil)-CH~ 2~-, (B-C~ 1~-C~ 5~haloalquil)-CH~ 2~-, (Hidróxi-C~ 1~-C~ 5~alquil)-O- ou (B~ 1~-C~ 1~-C~ 5~hidroxialquil)-O-; B~ 1~ é ciano, OHC-, HOC(O)-, C~ 1~-C~ 6~alquilcarbonila, C~ 1~-C~ 6~haloalquilcarbonila, C~ 1~-C~ 6~alcoxicarbonila, C~ 3~-C~ 6~alqueniloxicarbonila, C~ 3~-C~ 6~alquiniloxicarbonila, benzilóxi, benziloxicarbonila, benziloxicarbonila mono- a tri-substituída no anel de fenila por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila, benziltio, benziltiocarbonila, benziltiocarbonila mono- a tri-substituída no anel de fenila por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila, C~ 1~-C~ 6~haloalcoxicarbonila, C~ 1~-C~ 6~alquiltio-C(O)-, R~ 6~(R~ 7~)NC(O)-, fenila, fenila mono- a tri-substituída por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila, C~ 1~-C~ 6~alquil-S(O)~ 2~-, C~ 1~-C~ 6~alquil-S(O)-, C~ 1~-C~ 6~alquiltio-, C~ 3~-C~ 6~cicloalquila, C~ 1~-C~ 6~alcóxi, C~ 3~-C~ 6~alqueniltio ou C~ 3~C~ 6~alquiniltio; R~ 4~ e R~ 5~ são, cada um independentemente do outro, hidrogênio, C~ 1~-C~ 6~alquila, C~ 3~-C~ 6~alquenila, C~ 3~-C~ 6~alquinila, C~ 1~-C~ 6~haloalquila, C~ 3~-C~ 6~haloalquenila, C~ 3~-C~ 6~-cicloalquila, C~ 1~-C~ 6~alcóxi-C~ 1~-C~ 6~alquila, OHC-, C~ 1~-C~ 6~alquilcarbonila, C~ 1~-C~ 6~haloalquilcarbonila, C~ 1~-C~ 6~alquil-S(O)~ 2~- ou C~ 1~-C~ 6~haloalquil-S(O)~ 2~-; R~ 6~ e R~ 7~ são, cada um independentemente do outro, hidrogênio, C~ 1~-C~ 6~alquila, C~ 3~-C~ 6~alquenila, C~ 3~-C~ 6~alquinila, C~ 1~-C~ 6~haloalquila, C~ 3~-C~ 6~haloalquenila, fenila, fenila mono- a tri-substituída por halogênio, C~ 1~-C~ 4~-alquila ou por C~ 1~-C~ 4~haloalquila, benzila ou benzila mono- a tri-substituída no anel de fenila por halogênio, C~ 1~-C~ 4~alquila ou por C~ 1~-C~ 4~haloalquila; X~ 1~ é oxigênio ou enxofre; W é um grupo e R~ 8~ a R~ 32~ e X~ 2~ a X~ 15~ são como definidos na reivindicação 1, e os sais e os estereoisómeros agroquimicamente aceitáveis de tais compostos de fórmula I, são adequados para uso como herbicidas.Invention Patent: <B> "N-PYRIDONILLA HERBICIDES" <D>. The compounds of formula I in which R ~ 1 ~ is hydrogen, fluorine, chlorine, bromine or methyl; R ~ 2 ~ is C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ haloalkyl, halogen, nitro, amino, cyano or R ~ 43 ~ O-; R ~ 43 ~ is hydrogen, C ~ 1 ~ -C ~ 8 ~ alkyl, C ~ 3 ~ -C ~ 8 ~ alkenyl, C ~ 3 ~ -C ~ 8 ~ alkynyl, C ~ 3 ~ -C ~ 6 ~ cycloalkyl , C ~ 1 ~ -C ~ 8 ~ haloalkyl, cyano-C ~ 1 ~ -C ~ 8 ~ alkyl, C ~ 3 ~ -C ~ 8 ~ haloalkenyl, hydroxy-C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ C-alkoxy ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ C-alkenyloxy ~ 1 ~ -C ~ 4 ~ -alkyl, C ~ 3 ~ -C ~ 6 ~ C-alkynyloxy ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ C-alkoxy ~ 1 ~ -C ~ 4 ~ C ~ 1 ~ -C ~ 4 ~ alkoxy, C ~ 1 ~ -C ~ 4 ~ -Alkylthio-C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 8 ~ alkylcarbonyl, C ~ 1 ~ -C ~ 8 ~ alkoxycarbonyl, C ~ 3 ~ -C ~ 8 ~ alkenyloxycarbonyl, benzyloxy-C ~ 1 ~ - or -C ~ 2 ~ -alkyl, benzylcarbonyl, benzyloxycarbonyl, phenyl, phenyl-C ~ 2 ~ -C ~ 8 ~ alkyl, benzyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl, those aromatic and heteroaromatic rings being unsubstituted or mono- to tri-substituted by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or by C ~ 1 ~ -C ~ 4 ~ haloalkyl; or R ~ 43 ~ is R ~ 44 ~ X ~ 16 ~ C (O) -C ~ 1 ~ -C ~ 8 ~ alkyl- or X ~ 16 ~ is oxygen, sulfur or R ~ 44 ~ is hydrogen, C ~ 1 ~ -C ~ 8 ~ alkyl, C ~ 3 ~ -C ~ 8 ~ alkenyl, C ~ 3 ~ -C ~ 8 ~ alkynyl, C ~ 3 ~ -C ~ 6 ~ cycloalkyl, C ~ 1 ~ -C ~ 8 ~ haloalkyl, C ~ 3 ~ -C ~ 8 ~ haloalkenyl, C ~ 1 ~ -C ~ 4 ~ alkoxy-C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ alkenyloxy-C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ alkylthio-C ~ 1 ~ -C ~ 4 ~ alkyl, phenyl, phenyl mono- to tri-substituted by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or by C ~ 1 ~ -C ~ 4 ~ haloalkyl, benzyl or benzyl mono- to tri-substituted on the phenyl ring by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or by C ~ 1 ~ -C ~ 4 haloalkyl; R ~ 45 ~ is hydrogen, C ~ 1 ~ -C ~ 8 ~ alkyl, C ~ 3 ~ -C ~ 8 ~ alkenyl, C ~ 3 ~ -C ~ 8 ~ alkynyl, C ~ 3 ~ -C ~ 6 ~ cycloalkyl , C ~ 1 ~ -C ~ 8 ~ haloalkyl or benzyl; R ~ 3 ~ is hydroxy, C ~ 1 ~ -C ~ 6 ~ alkoxy, C ~ 3 ~ -C ~ 6 ~ alkenyloxy, C ~ 3 ~ -C ~ 6 ~ alkynyloxy, C ~ 1 ~ -C ~ 6 ~ haloalkoxy , C ~ 3 ~ -C ~ 6 ~ haloalkenyloxy, C ~ 1 ~ -C ~ 6 ~ alkoxy-C ~ 1 ~ -C ~ 6 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ alkenyloxy-C ~ 1 ~ - C ~ 6 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ alkynyloxy-C ~ 1 ~ -C ~ 6 ~ alkyl, C ~ 1 ~ -C ~ 6 ~ alkoxy-C ~ 1 ~ -C ~ 6 ~ alkoxy- C ~ 1 ~ -C ~ 6 ~ alkyl, B ~ 1 ~ -C ~ 1 ~ -C ~ 6 ~ alkoxy, R ~ 4 ~ (R ~ 5 ~) N-, C ~ 1 ~ -C ~ 6 ~ alkyl , C ~ 3 ~ -C ~ 6 ~ alkenyl, C ~ 3 ~ -C ~ 6 ~ alkynyl, C ~ 2 ~ -C ~ 6 ~ haloalkyl, C ~ 3 ~ -C ~ 6 ~ haloalkenyl, C ~ 3 ~ - C ~ 6 ~ cycloalkyl, C ~ 3 ~ -C ~ 6 ~ halocycloalkyl, B ~ 1 ~ -C ~ 1 ~ -C ~ 6 ~ alkyl, OHC-, C ~ 1 ~ -C ~ 6 ~ alkylcarbonyl, C ~ 1 ~ -C ~ 6 ~ alkylcarbonyloxy, C ~ 1 ~ -C ~ 6 ~ haloalkylcarbonyl, C ~ 2 ~ -C ~ 6 ~ alkenylcarbonyl, C ~ 1 ~ -C ~ 6 ~ alkoxycarbonyl, C ~ 1 ~ -C ~ 6 ~ alkyl-S (O) ~ 2 ~ -, C ~ 1 ~ -C ~ 6 ~ haloalkyl-S (O) ~ 2 ~ -, C ~ 3 ~ -C ~ 8 ~ trialkylsilyloxy, (C ~ 1 ~ -C ~ 6 ~ alkyl) ~ 2 ~ NN = CH-, B ~ 1 ~ CH = N-, (CH ~ 3 ~) ~ 2 ~ N-CH = N-, (C ~ 1 ~ -C ~ 5 ~ hydroxyalkyl) - CH ~ 2 ~ -, (B ~ 1 ~ -C ~ 1 ~ -C ~ 5 ~ hydroxyalkyl) -CH ~ 2 ~ -, (BC ~ 1 ~ -C ~ 5 ~ haloalkyl) -CH ~ 2 ~ -, ( C-hydroxy ~ 1 ~ -C ~ 5 ~ alkyl) -O- or (B ~ 1 ~ -C ~ 1 ~ -C ~ 5 ~ hydroxyalkyl) -O-; B ~ 1 ~ is cyano, OHC-, HOC (O) -, C ~ 1 ~ -C ~ 6 ~ alkylcarbonyl, C ~ 1 ~ -C ~ 6 ~ haloalkylcarbonyl, C ~ 1 ~ -C ~ 6 ~ alkoxycarbonyl, C ~ 3 ~ -C ~ 6 ~ alkenyloxycarbonyl, C ~ 3 ~ -C ~ 6 ~ alkynyloxycarbonyl, benzyloxy, benzyloxycarbonyl, benzyloxycarbonyl mono- to tri-substituted on the phenyl ring by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or with C ~ 1 ~ -C ~ 4 ~ haloalkyl, benzylthio, benzylthiocarbonyl, mono- to tri-substituted benzylthiocarbonyl on the phenyl ring with halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or with C ~ 1 ~ -C ~ 4 ~ haloalkyl, C ~ 1 ~ -C ~ 6 ~ haloalkoxycarbonyl, C ~ 1 ~ -C ~ 6 ~ alkylthio-C (O) -, R ~ 6 ~ (R ~ 7 ~) NC (O) -, phenyl, phenyl mono- to tri-substituted by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or by C ~ 1 ~ -C ~ 4 ~ haloalkyl, C ~ 1 ~ -C ~ 6 ~ alkyl-S (O) ~ 2 ~ -, C ~ 1 ~ -C ~ 6 ~ alkyl-S (O) -, C ~ 1 ~ -C ~ 6 ~ alkylthio-, C ~ 3 ~ -C ~ 6 ~ cycloalkyl, C ~ 1 ~ -C ~ 6 ~ alkoxy, C ~ 3 ~ -C ~ 6 ~ alkenylthio or C ~ 3 ~ C ~ 6 ~ alkynylthio; R ~ 4 ~ and R ~ 5 ~ are each independently hydrogen, C ~ 1 ~ -C ~ 6 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ alkenyl, C ~ 3 ~ -C ~ 6 ~ alkynyl, C ~ 1 ~ -C ~ 6 ~ haloalkyl, C ~ 3 ~ -C ~ 6 ~ haloalkenyl, C ~ 3 ~ -C ~ 6 ~ -cycloalkyl, C ~ 1 ~ -C ~ 6 ~ alkoxy-C ~ 1 ~ -C ~ 6 ~ alkyl, OHC-, C ~ 1 ~ -C ~ 6 ~ alkylcarbonyl, C ~ 1 ~ -C ~ 6 ~ haloalkylcarbonyl, C ~ 1 ~ -C ~ 6 ~ alkyl-S (O) ~ 2 ~ - or C ~ 1 ~ -C ~ 6 ~ haloalkyl-S (O) ~ 2 ~ -; R ~ 6 ~ and R ~ 7 ~ are each independently hydrogen, C ~ 1 ~ -C ~ 6 ~ alkyl, C ~ 3 ~ -C ~ 6 ~ alkenyl, C ~ 3 ~ -C ~ 6 ~ alkynyl, C ~ 1 ~ -C ~ 6 ~ haloalkyl, C ~ 3 ~ -C ~ 6 ~ haloalkenyl, phenyl, phenyl mono- to tri-substituted by halogen, C ~ 1 ~ -C ~ 4 ~ -alkyl or by C ~ 1 ~ -C ~ 4 ~ haloalkyl, benzyl or benzyl mono- to tri-substituted on the phenyl ring by halogen, C ~ 1 ~ -C ~ 4 ~ alkyl or by C ~ 1 ~ -C ~ 4 ~ haloalkyl; X ~ 1 ~ is oxygen or sulfur; W is a group and R ~ 8 ~ to R ~ 32 ~ and X ~ 2 ~ to X ~ 15 ~ are as defined in claim 1, and the agrochemically acceptable salts and stereoisomers of such compounds of formula I, are suitable for use as herbicides.

BR9909487-8A 1998-04-08 1999-04-06 N-pyridonyl herbicides BR9909487A (en)

Applications Claiming Priority (2)

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CH84098 1998-04-08
PCT/EP1999/002313 WO1999052893A1 (en) 1998-04-08 1999-04-06 N-pyridonyl herbicides

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KR (1) KR20010042521A (en)
CN (1) CN1295570A (en)
AU (1) AU738222B2 (en)
BR (1) BR9909487A (en)
ID (1) ID27165A (en)
WO (1) WO1999052893A1 (en)

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KR100574350B1 (en) * 2004-08-31 2006-04-27 한국화학연구원 Method for preparing 2-aminopyridine derivative
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