DK2688885T3 - N-(1,3,4-oxadiazol-2-yl)arylcarboxylsyreamider og deres anvendelse som herbicider - Google Patents

N-(1,3,4-oxadiazol-2-yl)arylcarboxylsyreamider og deres anvendelse som herbicider Download PDF

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DK2688885T3
DK2688885T3 DK12710708.4T DK12710708T DK2688885T3 DK 2688885 T3 DK2688885 T3 DK 2688885T3 DK 12710708 T DK12710708 T DK 12710708T DK 2688885 T3 DK2688885 T3 DK 2688885T3
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alkyl
halogen
cycloalkyl
heterocyclyl
groups
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DK12710708.4T
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Arnim Köhn
Hartmut Ahrens
Ralf Braun
Simon Dörner-Rieping
Isolde Häuser-Hahn
Elmar Gatzweiler
Christoper Hugh Rosinger
Stefan Lehr
Ines Heinemann
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Bayer Ip Gmbh
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
    • C07D271/07—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07F9/653—Five-membered rings
    • C07F9/65306—Five-membered rings containing two nitrogen atoms
    • C07F9/65312—Five-membered rings containing two nitrogen atoms having the two nitrogen atoms in positions 1 and 2

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (11)

1. N-(1,3,4-oxadiazol-2-yl)arylcarboxylsyreamider med formel (I) eller deres salte
hvor substituenterne har følgende betegnelser: A betegner N eller CY, R betegner hydrogen, (Ci-Cg) -alkyl, R10- (Ci-Cg) -alkyl, CH2R6, (C3-C7)-cycloalkyl, halogen- (Ci-C6) -alkyl, (C2-C6) -alkenyl, halogen-(C2-C6)-alkenyl, (C2-C6) -alkynyl, halogen- (C2-C6) - alkynyl, OR1, NHR1, methoxycarbonyl, ethoxycarbonyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, methylcarbonyl, trifluormethylcarbonyl, dimethylamino, acetylamino, methylsulfenyl, methylsulfinyl, methylsulfonyl eller hver især med s grupper af gruppen halogen, nitro, cyano, (Cx-Cg)-alkyl, halogen-(Οι-Οε)-alkyl, (C3-C6) -cycloalkyl, S (0) n- (Ci-C6)-alkyl, (Cx-Cg)-alkoxy, halogen- (Ci-Cg) -alkoxy, (Cx-Cg)-alkoxy-(CX-C4) -alkyl substitueret heteroaryl, heterocyclyl, benzyl eller phenyl, X betegner nitro, halogen, cyano, formyl, rhodano, (Cx-Cg) -alkyl, halogen- (Ci-C6) -alkyl, (C2-C6) -alkenyl, halogen- (C2-C6) -alkenyl, (C2-C6) -alkynyl, halogen- (C3-C6) -alkynyl, (C3-C6) -cycloalkyl, halogen- (C3-C6) -cycloalkyl, (C3-C6) -cycloalkyl- (Ci-C6) -alkyl, halogen- (C3-C6) -cycloalkyl- (Ci-C6) -alkyl, COR1, COOR1, 0C00R1, NR1C00R1, C(0)N(R1)2, NR2C (0) N (R1) 2, 0C(0)N(R1)2, C (0) NR10R1, OR1, OCOR1, 0S02R2, S(0)nR2, S020R1, S02N(R1)2, NR1S02R2, NR^OR1, (Ci-Ce) -alkyl-S (0)nR2, (Ci-C6) -alkyl-OR1, (Cx- C6) -alkyl-OCOR1, (Ci-C6) -alkyl-0S02R2, (Ci-Cg)-alkyl-C02R1, (Cx-C6) -alkyl-S020R1, (Ci-C6) -alkyl-CON (R1) 2, (Cx-C6) -alkyl-S02N (R1) 2, (Ci-Cg) -alkyl-NR^OR1, (Cx-C6) -alkyl-NR1S02R2, NRxR2, P(0) (0R5)2, CH2P (O) (OR5) 2, (Cx-Cg)-alkyl-heteroaryl, (Cx-C6)-alkyl- heterocyclyl, idet de to sidstnævnte grupper hver især er substitueret med s grupper halogen, (Cx-Cg)-alkyl, halogen-(Cx-Cg) -alkyl, S (O) n- (Cx-Cg) -alkyl, (Cx-Cg-alkoxy, halogen- (Cx-C6) -alkoxy, og idet heterocyclyl bærer n oxogrupper, Y betegner hydrogen, nitro, halogen, cyano, rhodano, (Cx-Cg) - alkyl, halogen- (Ci~C6) -alkyl, (C2-C6) -alkenyl, halogen-(C2-C6) -alkenyl, (C2-C6) -alkynyl, halogen- (C2-C6) -alkynyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl, halogen- (C3-C6) -cycloalkyl, (C3-C6) -cycloalkyl- (Ci-C6) -alkyl, halogen- (C3-C6) -cycloalkyl- (Ci — C6)-alkyl, COR1, COOR1, OCOOR1, NR^OOR1, C(0)N(R1)2, NR1C (0) N (R1) 2, 0C(0)N(R1)2, CO (NOR1) R1, NR1S02R2, NR^OR1, OR1, 0S02R2, S(0)nR2, S020R1, S02N (R1) 2 (Ci-C6) -alkyl-S (0) nR2, (Ci-C6)- alkyl-OR1, (Ci-C6) -alkyl-OCOR1, (Ci-C6) -alkyl-0S02R2, (Ci-C6)-alkyl-C02R1, (Ci-C6) -alkyl-CN, (Ci-C6) -alkyl-S020R1, (Ci-C6)-alkyl-CON (R1) 2, (Ci-C6) -alkyl-S02N (R1) 2, (Ci-C6) -alkyl-NR^OR1, (Ci-C6) -alkyl-NR1S02R2, N (R1) 2, P(0)(0R5)2, CH2P (0) (OR5) 2, (Ci-C6)- alkyl-phenyl, (Οχ-Οε) -alkyl-heteroaryl, (Ci-C6)-alkyl- heterocyclyl, phenyl, heteroaryl eller heterocyclyl, idet de sidste 6 grupper hver især er substitueret med s grupper af gruppen halogen, nitro, cyano, (Ci-C6) -alkyl, halogen- (Οχ-Οε) -alkyl, (03-0ε) -cycloalkyl, S (O) n-(Ci-C6)-alkyl, (Ci-C6) -alkoxy, halogen-(C1-C6)-alkoxy, (Ci-C6)-alkoxy- (Ci-C4) -alkyl og cyanomethyl, og idet heterocyclyl bærer n oxogrupper, Z betegner halogen, cyano, rhodano, (Ci-Οε) -alkyl, (Ci-C6)-alkoxy, halogen- (Ci-Οε) -alkyl, (C2-C6) -alkenyl, halogen- (C2-C6) -alkenyl, (C2-C6)-alkynyl, halogen- (C2-C6) -alkynyl, (C3-C6)-cycloalkyl, halogen- (C3-C6) -cycloalkyl, (C3-C6) -cycloalkyl- (Ci~ C6) -alkyl, halogen- (C3-C6) -cycloalkyl- (Ci~C6) -alkyl, COR1, COOR1, OCOOR1, NR1COOR1, 0(0)Ν^)2, NRXC (O) N (R1) 2, 0C(0)N(R1)2, C (ONR1OR1, 0S02R2, S (O) nR2, S020R1, S02N(R1)2, NR1S02R2, NR1COR1, (Ci-C6) -alkyl-S (0)nR2, (Ci-C6) -alkyl-OR1, (Ci-C6) -alkyl-OCOR1, (Ci-Ce) -alkyl-0S02R2, (Ci-C6) -alkyl-COzR1, (Ci-C6) -alkyl-S020R1, (Ci-C6)-alkyl-CON (R1) 2, (Ci-C6) -alkyl-S02N (R1) 2, (Ci-C6)-alkyl- NR1COR1, (Ci-C6) -alkyl-NRS02R2, N(R1)2, P(0)(0R5)2, heteroaryl, heterocyclyl eller phenyl, idet de sidste tre grupper hver især er substitueret med s grupper af gruppen halogen, nitro, cyano, (Ci-C6) -alkyl, halogen- (Ci-C6)-alkyl, (C3-C6) -cycloalkyl, S (O) n- (Ci-C6) -alkyl, (Ci~C6)-alkoxy eller halogen- (Ci-C6) -alkoxy, og idet heterocyclyl bærer n oxogrupper, eller Z også kan betegne hydrogen, såfremt Y står for gruppen S(O)nR2, R1 betegner hydrogen, (Ci-C6) -alkyl, (Οχ-Οε) -halogenalkyl, (C2- C6) -alkenyl, (C2-C6) -halogenalkenyl, (C2-C6)-alkynyl, (C2-C6) - halogenalkynyl, (C3-C6) -cycloalkyl, (C3-C6) -cycloalkenyl, (C3- C6) -halogencycloalkyl, (Ci-C6) -alkyl-O- (Ci-C6) -alkyl, (C3-C6) -cycloalkyl-(Ci-Cs)-alkyl, phenyl, phenyl-(Ci-C6)-alkyl, heteroaryl, (Ci-C6)-alkyl-heteroaryl, heterocyclyl, (Ci-C6) - alkyl-heterocyclyl, (Ci-C6) -alkyl-O-heteroaryl, (Ci-C6) -alkyl-O- heterocyclyl, (C1-C6) -alkyl-NR3-heteroaryl, (Ci-C6) -alkyl-NR3-heterocyclyl, idet de 21 sidstnævnte grupper er substitueret med s grupper af gruppen bestående af cyano, halogen, nitro, rhodano, OR3, S(0)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3S02R4' C02R3, COSR4, CON(R3)2 og (C1-C4) -alkoxy- (C2- Ce)-alkoxycarbonyl, og idet heterocyclyl bærer n oxogrupper, R2 betegner (Ci-C6) -alkyl, (Ci-C6) -halogenalkyl, (C2-C6) -alkenyl, (C2-C6) -halogenalkenyl, (C2-C6) -alkynyl, (C2-C6) -halogenalkynyl, (C3-C6)-cycloalkyl, (C3-C6) -cycloalkenyl, (C3-C6) - halogencycloalkyl, (Ci-C3) -alkyl-O- (C1-C6) -alkyl, (C3-C6)- cycloalkyl-(C1-C6)-alkyl, phenyl, phenyl- (Ci-C6)-alkyl, heteroaryl, (C1-C6) -alkyl-heteroaryl, heterocyclyl, (Ci-C6) -alkyl-heterocyclyl, (Ci-C6) -alkyl-O-heteroaryl, (Ci-C6)-alkyl-O-heterocyclyl, (C1-C6) -alkyl-NR3-heteroaryl, (Ci-C6) -alkyl-NR3-heterocyclyl, idet de 21 sidstnævnte grupper er substitueret med s grupper af gruppen bestående af cyano, halogen, nitro, rhodano, OR3, S(0)NR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3S02R4, C02R3, COSR4, CON(R3)2 og (C1-C4) -alkoxy- (C2- Οε)-alkoxycarbonyl, og idet heterocyclyl bærer n oxogrupper, R3 betegner hydrogen, (Ci-C6) -alkyl, (C2-C6) -alkenyl, (C2-C6)-alkynyl, (C3-C6)-cycloalkyl eller (C3-C6) -cycloalkyl- (Ci-C6) -alkyl, R4 betegner (Ci-C3) -alkyl, (C2-C6) -alkenyl eller (02-0ε) -alkynyl, R5 betegner methyl eller ethyl, R6 betegner acetoxy, acetamido, N-methylacetamido, benzoyloxy, benzamido, N-methylbenzamido, methoxycarbonyl, ethoxycarbonyl, benzoyl, methylcarbonyl, piperidinylcarbonyl, morpholinylcarbonyl, trifluormethylcarbonyl, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, (Ci-C3) -alkoxy, (C3-C6) -cycloalkyl eller hver især med s grupper af gruppen methyl, ethyl, methoxy, trifluormethyl og halogen substitueret heteroaryl, heterocyclyl eller phenyl, n betegner 0, 1 eller 2, s betegner O, 1, 2 eller 3, på den betingelse, at a) X og Z ikke samtidig betegner den samme gruppe af gruppen chlor, fluor, methoxy og methyl, hvis Y står for hydrogen, b) X ikke betegner hydroxy, hvis Y står for hydrogen, og Z står for methoxy, c) X ikke betegner chlor eller brom, hvis Y står for hydrogen, og Z står for fluor, d) X ikke betegner fluor, hvis Y står for hydrogen, og Z står for brom, e) X eller Z ikke betegner hydrogen, hvis A står for nitrogen, f) R ikke betegner trifluormethyl, hvis X står for acetoxy, og Z står for methyl. 2. N-(1,3,4-oxadiazol-2-yl)arylcarboxylsyreamider ifølge krav 1, hvor A betegner N eller CY, R betegner hydrogen, (Ci-C6) -alkyl, (C3-C7) -cycloalkyl, halogen-(Οχ-Οε)-alkyl, (C3-C7)-cycloalkylmethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, acetylmethyl, methoxymethyl, methoxyethyl, benzyl, pyrazin.2-yl, furan-2-yl, tetrahydrofuran-2-yl, morpholin, dimethylamino eller med s grupper af gruppen methyl, methoxy, trifluormethyl og halogen substitueret phenyl; X betegner nitro, halogen, cyano, (Ci-C6) -alkyl, halogen-(Ci — C6)-alkyl, (C3-C6) -cycloalkyl, OR1, S(0)nR2, (Ci-C6)-alkyl- S(0)nR2, (Ci-C6) -alkyl-OR1, (Ci-C6)-alkyl-CON (R1) 2, (Ci-C6)-alkyl- S02N (R1) 2r (Ci-C6) -alkyl-NR^OR1, (Ci-C6) -alkyl-NR^OsR2, (Ci-C6)-alkyl-heteroaryl, (Ci-C6)-alkyl-heterocyclyl, idet de to sidstnævnte grupper hver især er substitueret med s grupper halogen, (Ci-C6)-alkyl, halogen- (Ci-C6) -alkyl, S (0) n-(Ci-C6)-alkyl, (Οχ-Οβ)-alkoxy, halogen- (Οχ-Οε) -alkoxy, og idet heterocyclyl bærer n oxogrupper, Y betegner hydrogen, nitro, halogen, cyano, (Ci-C6) -alkyl, (Ci~ C6) -halogenalkyl, OR1, S(0)nR2, S02N(R1)2, N(R1)2, NR1S02R2, NR1C0R1, (C!-C6)-alkyl-S (0)nR2, (Ci-C6) -alkyl-OR1, (Ci-C6)-alkyl- CON (R1)^ (C!-C6)-alkyl-S02N(R1)2, (Ci-Cg)-alkyl-NR^OR1, (Ci-C6)- alkyl-NR1S02R2, (Ci-C6) -alkyl-phenyl, (Ci-C6) -alkyl-heteroaryl, (C i—C 6) -alkyl-heterocyclyl, phenyl, heteroaryl eller heterocyclyl, idet de sidste 6 grupper hver især er substitueret med s grupper af gruppen halogen, nitro, cyano, (Ci-C6) -alkyl, halogen- (Ci-C6) -alkyl, (C3-C6) -cycloalkyl, S(0)n- (Ci-C6)-alkyl, (Ci-Cg)-alkoxy, halogen- (Ci-C6) -alkoxy, (Ci-C6) -alkoxy-(Ci-C4)-alkyl og cyanomethyl, og idet heterocyclyl bærer n oxogrupper, Z betegner halogen, cyano, nitro, methyl, halogen-(Ci-Cg)_ alkyl, (C3-C6)-cycloalkyl, S(0)nR2, 1,2,4-triazol-l-yl, pyrazol-1-yl, eller Z også kan betegne hydrogen, såfremt Y står for gruppen S(0)nR2, R1 betegner hydrogen, (Ci-Cg) -alkyl, (C2-C6)-alkenyl, (C2-Cg) -alkynyl, (C3-C6) -cycloalkyl, (C3-C6) -cycloalkyl- (Ci-Cg)-alkyl, (Ci-C6)-alkyl-O-(Ci-C6)-alkyl, phenyl, phenyl- (Ci-C6)-alkyl, heteroaryl, (Ci-C6) -alkyl-heteroaryl, heterocyclyl, (Ci-C6) -alkyl-heterocyclyl, (C1-C6)-alkyl-O-heteroaryl, (C1-C6)-alkyl-O-heterocyclyl, (Ci-C6) -alkyl-NR3-heteroaryl eller (Ci-Cg)-alkyl-NR3-heterocyclyl, idet de 16 sidstnævnte grupper er substitueret med s grupper af gruppen bestående af cyano, halogen, nitro, OR3, S(0)nR4, N(R3)2, NR3OR3, COR3, OCOR3, NR3COR3, NR3S02R4, C02R3, CON(R3)2 og (C1-C4) -alkoxy- (C2-C6) - alkoxycarbonyl, og idet heterocyclyl bærer n oxogrupper, R2 betegner (Ci-C6) -alkyl, (C3-C6) -cycloalkyl eller (C3-C6) - cycloalkyl-(Ci-C6)-alkyl, idet disse tre ovenfor nævnte grupper hver især er substitueret med s grupper af gruppen bestående af halogen og OR3, R3 betegner hydrogen eller (Ci-Cg)-alkyl, R4 betegner (Ci-Cg) -alkyl, n betegner 0, 1 eller 2, s betegner 0, 1, 2 eller 3, på den betingelse, at a) X og Z ikke samtidig betegner den samme gruppe af gruppen chlor, fluor, methoxy og methyl, hvis Y står for hydrogen, b) X ikke betegner hydroxy, hvis Y står for hydrogen, og Z står for methoxy, c) X ikke betegner chlor eller brom, hvis Y står for hydrogen, og Z står for fluor, d) X ikke betegner fluor, hvis Y står for hydrogen, og Z står for brom, e) X eller Z ikke betegner hydrogen, hvis A står for nitrogen, f) R ikke betegner trifluormethyl, hvis X står for acetoxy, og Z står for methyl.
3. Herbicide midler, kendetegnet ved et herbicidt aktivt indhold af i det mindste en forbindelse med formel (I) ifølge krav 1 eller 2.
4. Herbicide midler ifølge krav 3 i blanding med formuleringshjælpemidler.
5. Herbicide midler ifølge krav 3 eller 4 indeholdende i det mindste et yderligere pesticidt aktivt stof fra gruppen insekticider, akaricider, herbicider, fungicider safener og vækstregulatorer.
6. Herbicide midler ifølge krav 5 indeholdende en safener.
7. Herbicide midler ifølge krav 6 indeholdende cyprosulfamid, cloquintocetmexyl, mefenpyr-diethyl eller isoxadifen-ethyl.
8. Herbicide midler ifølge et af kravene 5 til 7 indeholdende et yderligere herbicid.
9. Fremgangsmåde til bekæmpelse af uønskede planter, kendetegnet ved, at man applicerer en aktiv mængde af i det mindste en forbindelse med formel (I) ifølge krav 1 eller 2 eller et herbicidt middel ifølge et af kravene 3 til 8 på planterne eller på stedet for den uønskede plantevækst.
10. Anvendelse af forbindelser med formel (I) ifølge krav 1 eller 2 eller af herbicide midler ifølge et af kravene 3 til 8 til bekæmpelse af uønskede planter.
11. Anvendelse ifølge krav 10, kendetegnet ved, at forbindelserne med formel (I) anvendes til bekæmpelse af uønskede planter i kulturer med nytteplanter.
12. Anvendelse ifølge krav 11, kendetegnet ved, at nytteplanterne er transgene nytteplanter.
DK12710708.4T 2011-03-22 2012-03-21 N-(1,3,4-oxadiazol-2-yl)arylcarboxylsyreamider og deres anvendelse som herbicider DK2688885T3 (da)

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EP11159115 2011-03-22
PCT/EP2012/054965 WO2012126932A1 (de) 2011-03-22 2012-03-21 N-(1,3,4-oxadiazol-2-yl)arylcarbonsäureamide und ihre verwendung als herbizide

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