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AR114040A1 - BENZAMIDE COMPOUNDS AND THEIR USE AS HERBICIDES - Google Patents

BENZAMIDE COMPOUNDS AND THEIR USE AS HERBICIDES

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Publication number
AR114040A1
AR114040A1 ARP180103823A ARP180103823A AR114040A1 AR 114040 A1 AR114040 A1 AR 114040A1 AR P180103823 A ARP180103823 A AR P180103823A AR P180103823 A ARP180103823 A AR P180103823A AR 114040 A1 AR114040 A1 AR 114040A1
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Argentina
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alkyl
group
alkoxy
cycloalkyl
phenyl
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ARP180103823A
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Spanish (es)
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Basf Se
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    • 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
    • C07D271/08—1,2,5-Oxadiazoles; Hydrogenated 1,2,5-oxadiazoles
    • 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
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • 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
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
    • 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
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • 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)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compuestos de benzamida de la fórmula (1), en donde las variables se definen en las reivindicaciones y la descripción, los N-óxidos y sus sales, y composiciones que las comprenden. También el uso de los compuestos de benzamida, o de las composiciones que comprenden tales compuestos para controlar la vegetación no deseada, y un método para controlar la vegetación no deseada mediante la aplicación de dichos compuestos o composiciones. Reivindicación 1: Un compuesto caracterizado por la fórmula (1), en donde Q es un compuesto de fórmula Q¹ o Q² o Q³ o Q⁴, del grupo de fórmulas (2), en donde # representa el punto de unión con el resto de la molécula; R¹ se selecciona del grupo que consiste en ciano, halógeno, nitro, C₁₋₈-alquilo, C₁₋₈-haloalquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₈-alcoxi, C₁₋₆-haloalcoxi, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z¹ y R¹ᵇ-S(O)ₖ-Z¹; R² se selecciona del grupo que consiste en fenil-Z⁴-S(O)ₙ-Z², heterociclil-Z⁴-S(O)ₙ-Z², Cyc-Z⁴-S(O)ₙ-Z² y Het-Z²ᵃ, en donde los grupos cíclicos de los cuatro radicales antes mencionados son no sustituidos o sustituidos con 1, 2, 3 ó 4 sustituyentes seleccionados, independientemente entre sí, del grupo que consiste en halógeno, nitro, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquilsulfonilo, C₁₋₄-haloalquilsulfonilo, fenilo y oxo; en donde Cyc es C₃₋₆-cicloalquilo o C₃₋₆-cicloalquilo fusionado a un anillo de benceno; en donde el heterociclilo es un heterociclo monocíclico de 3, 4, 5 ó 6 miembros o bicíclico de 7, 8, 9 ó 10 miembros saturado, parcialmente insaturado o totalmente insaturado que contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S(O)ₙ como miembros del anillo; y en donde Het es un heterociclo de 5 ó 6 miembros saturado que contiene 1 ó 2 grupos S(O)ₙ como miembros del anillo; R³ se selecciona del grupo que consiste en hidrógeno, ciano, tiocianato, halógeno, nitro, hidroxi-Z³, C₁₋₈-alquilo, C₁₋₄-cianoalquilo, C₁₋₈-haloalquilo, C₂₋₈-alquenilo, C₂₋₈-haloalquenilo, C₂₋₈-alquinilo, C₃₋₈-haloalquinilo, C₃₋₁₀-cicloalquil-Z³, C₃₋₆-cicloalquenil-Z³, C₃₋₁₀-cicloalcoxi-Z³, C₃₋₁₀-cicloalquil-C₁₋₂-alcoxi, en donde los grupos cíclicos de los cuatro radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₁₋₈-alcoxi-Z³, C₁₋₈-haloalcoxi-Z³, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z³, C₁₋₄-haloalcoxi-C₁₋₄-alcoxi-Z³, C₂₋₈-alqueniloxi-Z³, C₂₋₈-haloalqueniloxi-Z³, C₂₋₈-alquiniloxi-Z³, C₃₋₈-haloalquiniloxi-Z³, R³ᵇ-S(O)ₖ-Z³, R³ᶜ-C(O)-Z³, R³ᵈO-C(O)-Z³, R³ᵈO-N=CH-Z³, R³ᵉR³ᶠN-C(O)-Z³, R³ᵍR³ʰN-Z³, R²²C(O)O-Z³, R²⁵OC(O)O-Z³, (R²²)₂NC(O)O-Z³, R²⁵S(O)₂O-Z³, R²²OS(O)₂-Z³, (R²²)₂NS(O)₂-Z³, R²⁵OC(O)N(R²²)-Z³, (R²²)₂NC(O)N(R²²)-Z³, (R²²)₂NS(O)₂N(R²²)-Z³, (OH)₂P(O)-Z³, (C₁₋₄-alcoxi)₂P(O)-Z³, fenil-Z³ᵃ y heterociclil-Z³ᵃ, en donde el heterociclilo es un heterociclo monocíclico de 3, 4, 5 ó 6 miembros o bicíclico de 8, 9 ó 10 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo; en donde los grupos cíclicos en fenil-Z³ᵃ y heterociclil-Z³ᵃ son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos R²¹ que son idénticos o diferentes; en donde R³ no es nitro si R² es fenil-S(O)ₙ-Z² o C₃₋₆-cicloalquil-S(O)ₙ-Z²; R⁴ se selecciona del grupo que consiste en hidrógeno, halógeno, nitro, ciano-Z¹, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₃-alquilamino, di-(C₁₋₃-alquil)-amino, C₁₋₃-alquilamino-S(O)ₖ, C₁₋₃-alquilcarbonilo, C₁₋₈-alcoxi, C₁₋₆-haloalcoxi, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z¹, C₁₋₄-haloalcoxi-C₁₋₄-alcoxi-Z¹, C₁₋₄-alquitio-C₁₋₄-alquiltio-Z¹, C₂₋₆-alqueniloxi, C₂₋₆-alquiniloxi, R¹ᵇ-S(O)ₖ-Z¹, fenoxi-Z¹ y heterocicliloxi-Z¹, en donde heterocicliloxi es un heterociclo monocíclico de 5 ó 6 miembros o bicíclico de 8, 9 ó 10 miembros saturado unido a oxígeno que contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo; en donde los grupos cíclicos en fenoxi y heterocicliloxi son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos R¹¹ que son idénticos o diferentes; cada R⁵ se selecciona independientemente del grupo que consiste en C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo de los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, Rᵇ-S(O)ₙ-C₁₋₃-alquilo, fenilo y bencilo, en donde fenilo y bencilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; en donde R⁵ no es C₁₋₄-alcoxi-C₁₋₄-alquilo si R² es C₃₋₆-cicloalquil-S(O)ₙ-Z²; R¹¹ y R²¹ se seleccionan, independientemente, entre sí, del grupo que consiste en ciano, halógeno, nitro, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-halocicloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₆-alcoxi, C₁₋₆-haloalcoxi, C₁₋₆-alcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₄-alquiltio-C₁₋₄-alquilo, C₁₋₄-alcoxi-C₁₋₄-alcoxi y C₃₋₇-cicloalcoxi, o dos radicales R²¹ unidos al mismo átomo de carbono de heterociclilo juntos pueden formar un grupo =O; Z¹ y Z³ se seleccionan, independientemente entre sí, del grupo que consiste en un enlace covalente y C₁₋₄-alcandiilo; Z² es C₁₋₃-alcandiilo que es no sustituido o sustituido con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en C₁₋₄-alquilo y C₁₋₄-haloalquilo; Z²ᵃ es un enlace covalente o C₁₋₃-alcandiilo que es no sustituido o sustituido con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en C₁₋₄-alquilo y C₁₋₄-haloalquilo; Z³ᵃ se selecciona del grupo que consiste en un enlace covalente, C₁₋₄-alcandiilo, O-C₁₋₄-alcandiilo, C₁₋₄-alcandiil-O y C₁₋₄-alcandiil-O-C₁₋₄-alcandiilo; Z⁴ es un enlace covalente o C₁₋₃-alcandiilo; Rᵇ, R¹ᵇ y R³ᵇ se seleccionan, independientemente entre sí, del grupo que consiste en C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, fenilo y heterociclilo, en donde heterociclilo es un heterociclo monocíclico de 5 ó 6 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo, en donde fenilo y heterociclilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; R³ᶜ se selecciona del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₁₋₈-alcoxi, C₁₋₆-haloalcoxi, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquil-S(O)ₙ-C₁₋₄-alquilo, C₁₋₄-alquilamino-C₁₋₄-alquilo, di-(C₁₋₄-alquil)-amino-C₁₋₄-alquilo, C₁₋₆-cianoalquilo, fenilo, bencilo y heterociclilo, en donde el heterociclilo es un heterociclo monocíclico de 5 ó 6 miembros saturado, parcialmente insaturado o aromático que contiene 1, 2, 3 ó 4 heteroátomos seleccionados del grupo que consiste en O, N y S como miembros del anillo, en donde fenilo, bencilo y heterociclilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; R³ᵈ se selecciona del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquil-S(O)ₙ-C₁₋₄-alquilo, C₁₋₄-alquilamino-C₁₋₄-alquilo, di-(C₁₋₄-alquil)-amino-C₁₋₄-alquilo, C₁₋₆-cianoalquilo, fenilo y bencilo, en donde fenilo y bencilo son no sustituido o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; R³ᵉ y R³ᶠ se seleccionan, independientemente entre sí, del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en donde los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, fenilo y bencilo, en donde fenilo y bencilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; o R³ᵉ y R³ᶠ, junto con el átomo de nitrógeno al que están unidos, pueden formar un radical heterocíclico saturado o insaturado de 4, 5, 6 ó 7 miembros, que puede contener como miembro del anillo otro heteroátomo seleccionado del grupo que consiste en O, S y N y que es no sustituido, o puede tener 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en =O, halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; R³ᵍ y R³ʰ se selecciona, independientemente entre sí, del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales antes mencionados son no sustituidos o parcial o totalmente halogenados; C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquilsulfonilo, un radical C(O)Rᵏ, fenilo y bencilo, en donde fenilo y bencilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; o R³ᵍ y R³ʰ, junto con el átomo de nitrógeno al que están unidos, pueden formar un radical heterocíclico saturado o insaturado de 4, 5, 6 ó 7 miembros, que puede contener como miembro del anillo otro heteroátomo seleccionado del grupo que consiste en O, S y N y que es no sustituido, o puede tener 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en =O, halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y C₁₋₄-haloalcoxi; cada R²² se selecciona independientemente del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquenilo, C₃₋₆-halocicloalquilo, C₃₋₆-cicloalquil-C₁₋₆-alquilo, C₁₋₆-alcoxi-C₁₋₆-alquilo, C₃₋₆-cicloalquil-C₁₋₆-alcoxi-C₁₋₆-alquilo, fenil-Z¹, fenil-O-C₁₋₆-alquilo, fenil-N(R²³)-C₁₋₆-alquilo, fenil-S(O)ₙ-C₁₋₆-alquilo, heterociclil-Z¹, heterociclil-N(R²³)-C₁₋₆-alquilo, heterociclil-O-C₁₋₆-alquilo y heterociclil-S(O)ₙ-C₁₋₆-alquilo, en donde heterociclilo es un heterociclo saturado, parcialmente insaturado o aromático monocíclico de 5 ó 6 miembros, que contiene 1, 2, 3 ó 4 heteroátomos, que se seleccionan del grupo que consiste en O, N y S como miembros del anillo, en donde fenilo y heterociclilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos que son idénticos o diferentes y se seleccionan del grupo que consiste en ciano, halógeno, nitro, tiocianato, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₆-cicloalquilo, C(O)OR²³, C(O)N(R²³)₂, OR²³, N(R²³)₂, S(O)ₙR²⁴, S(O)₂OR²³, S(O)₂N(R²³)₂ y R²³O-C₁₋₆-alquilo, y en donde heterociclilo tiene 0, 1 ó 2 grupos oxo; cada R²³ se selecciona independientemente del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquil-C₁₋₆-alquilo y fenilo; R²⁴ se selecciona del grupo que consiste en C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquil-C₁₋₆-alquilo, y fenilo; R²⁵ se selecciona del grupo que consiste en C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquenilo, C₃₋₆-halocicloalquilo, C₃₋₆-cicloalquil-C₁₋₆-alquilo, C₁₋₆-alcoxi-C₁₋₆-alquilo, C₃₋₆-cicloalquil-C₁₋₆-alcoxi-C₁₋₆-alquilo, fenil-Z¹, fenil-O-C₁₋₆-alquilo, fenil-N(R²³)-C₁₋₆-alquilo, fenil-S(O)ₙ-C₁₋₆-alquilo, heterociclil-Z¹, heterociclil-N(R²³)-C₁₋₆-alquilo, heterociclil-O-C₁₋₆-alquilo y heterociclil-S(O)ₙ-C₁₋₆-alquilo, en donde heterociclilo es un heterociclo saturado, parcialmente insaturado o aromático monocíclico de 5 ó 6 miembros, que contiene 1, 2, 3 ó 4 heteroátomos, que se seleccionan del grupo que consiste en O, N y S como miembros del anillo, en donde fenilo y heterociclilo son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos, que son idénticos o diferentes y se seleccionan del grupo que consiste en ciano, halógeno, nitro, tiocianato, C₁₋₆-alquilo, C₁₋₆-haloalquilo, C₃₋₆-cicloalquilo, C(O)OR²³, C(O)N(R²³)₂, OR²³, N(R²³)₂, S(O)ₙR²⁴, S(O)ₙR²⁴, S(O)₂N(R²³)₂ y R²³O-C₁₋₆-alquilo, y en donde heterociclilo tiene 0, 1 ó 2 grupos oxo; Rᵏ independientemente tiene los significados de R³ᶜ; k es 0, 1 ó 2; y n es 0, 1 ó 2; o un N-óxido o una sal adecuada en la agricultura de aquel.Benzamide compounds of formula (1), wherein the variables are defined in the claims and the description, the N-oxides and their salts, and compositions comprising them. Also the use of benzamide compounds, or of compositions comprising such compounds to control unwanted vegetation, and a method of controlling unwanted vegetation by applying said compounds or compositions. Claim 1: A compound characterized by formula (1), where Q is a compound of formula Q¹ or Q² or Q³ or Q⁴, from the group of formulas (2), where # represents the point of attachment with the rest of the molecule; R¹ is selected from the group consisting of cyano, halogen, nitro, C₁₋₈-alkyl, C₁₋₈-haloalkyl, C₂₋₈-alkenyl, C₂₋₈-alkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₈-alkoxy, C₁₋₆-haloalkoxy, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z¹ and R¹ᵇ-S (O) ₖ-Z¹; R² is selected from the group consisting of phenyl-Z⁴-S (O) ₙ-Z², heterocyclyl-Z⁴-S (O) ₙ-Z², Cyc-Z⁴-S (O) ₙ-Z², and Het-Z²ᵃ, where the cyclic groups of the four aforementioned radicals are unsubstituted or substituted with 1, 2, 3 or 4 substituents independently selected from the group consisting of halogen, nitro, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylsulfonyl, C₁₋₄-haloalkylsulfonyl, phenyl, and oxo; wherein Cyc is C₃₋₆-cycloalkyl or C₃₋₆-cycloalkyl fused to a benzene ring; wherein the heterocyclyl is a 3, 4, 5, or 6-membered monocyclic or 7, 8, 9, or 10-membered bicyclic saturated, partially unsaturated, or fully unsaturated heterocycle containing 1, 2, 3, or 4 heteroatoms selected from the group consisting in O, N and S (O) ₙ as ring members; and wherein Het is a saturated 5- or 6-membered heterocycle containing 1 or 2 S (O) ₙ groups as ring members; R³ is selected from the group consisting of hydrogen, cyano, thiocyanate, halogen, nitro, hydroxy-Z³, C₁₋₈-alkyl, C₁₋₄-cyanoalkyl, C₁₋₈-haloalkyl, C₂₋₈-alkenyl, C₂₋₈- haloalkenyl, C₂₋₈-alkynyl, C₃₋₈-haloalkynyl, C₃₋₁₀-cycloalkyl-Z³, C₃₋₆-cycloalkenyl-Z³, C₃₋₁₀-cycloalkoxy-Z³, C₃₋₁₀-cycloalkyl-C₁₋₂-alkoxy, wherein the cyclic groups of the four aforementioned radicals are unsubstituted or partially or fully halogenated; C₁₋₈-alkoxy-Z³, C₁₋₈-haloalkoxy-Z³, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z³, C₁₋₄-haloalkoxy-C₁₋₄-alkoxy-Z³, C₂₋₈-alkenyloxy- Z³, C₂₋₈-haloalkenyloxy-Z³, C₂₋₈-alkynyloxy-Z³, C₃₋₈-haloalkynyloxy-Z³, R³ᵇ-S (O) ₖ-Z³, R³ᶜ-C (O) -Z³, R³ᵈO-C (O ) -Z³, R³ᵈO-N = CH-Z³, R³ᵉR³ᶠN-C (O) -Z³, R³ᵍR³ʰN-Z³, R²²C (O) O-Z³, R²⁵OC (O) O-Z³, (R²²) ₂NC (O) O- Z³, R²⁵S (O) ₂O-Z³, R²²OS (O) ₂-Z³, (R²²) ₂NS (O) ₂-Z³, R²⁵OC (O) N (R²²) -Z³, (R²²) ₂NC (O) N (R²² ) -Z³, (R²²) ₂NS (O) ₂N (R²²) -Z³, (OH) ₂P (O) -Z³, (C₁₋₄-alkoxy) ₂P (O) -Z³, phenyl-Z³ᵃ and heterocyclyl-Z³ᵃ, wherein the heterocyclyl is a 3-, 4-, 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic saturated, partially unsaturated, or aromatic heterocycle containing 1, 2, 3, or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring; wherein the cyclic groups on phenyl-Z³ᵃ and heterocyclyl-Z³ᵃ are unsubstituted or substituted with 1, 2, 3, or 4 R²¹ groups that are identical or different; wherein R³ is not nitro if R² is phenyl-S (O) ₙ-Z² or C₃₋₆-cycloalkyl-S (O) ₙ-Z²; R⁴ is selected from the group consisting of hydrogen, halogen, nitro, cyano-Z¹, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, where the C₃₋₇-cycloalkyl groups in the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₈-alkenyl, C₂₋₈-alkynyl, C₁₋₃-alkylamino, di- (C₁₋₃-alkyl) -amino, C₁₋₃-alkylamino-S (O) ₖ, C₁₋₃-alkylcarbonyl, C₁₋ ₈-alkoxy, C₁₋₆-haloalkoxy, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z¹, C₁₋ ₄-haloalkoxy-C₁₋₄-alkoxy-Z¹, C₁₋₄-alkithio-C₁₋₄-alkylthio-Z¹, C₂₋₆-alkenyloxy, C₂₋₆-alkynyloxy, R¹ᵇ-S (O) ₖ-Z¹, phenoxy- Z¹ and heterocyclyloxy-Z¹, where heterocyclyloxy is a 5 or 6 membered monocyclic or 8, 9 or 10 membered saturated oxygen-bonded bicyclic heterocycle containing 1, 2, 3, or 4 heteroatoms selected from the group consisting of O, N and S as members of the ring; wherein the cyclic groups in phenoxy and heterocyclyloxy are unsubstituted or substituted with 1, 2, 3, or 4 R¹¹ groups that are identical or different; Each R⁵ is independently selected from the group consisting of C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups of the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, Rᵇ- S (O) ₙ-C₁₋₃-alkyl, phenyl and benzyl, wherein phenyl and benzyl are unsubstituted or substituted with 1, 2, 3 or 4 groups that are identical or different and are selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; wherein R⁵ is not C₁₋₄-alkoxy-C₁₋₄-alkyl if R² is C₃₋₆-cycloalkyl-S (O) ₙ-Z²; R¹¹ and R²¹ are independently selected from the group consisting of cyano, halogen, nitro, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-halocycloalkyl, C₂₋₆- alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₆-alkoxy, C₁₋₆-haloalkoxy, C₁₋₆-alkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy- C₁₋₄-alkyl, C₁₋₄-alkylthio-C₁₋₄-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkoxy and C₃₋₇-cycloalkoxy, or two R²¹ radicals attached to the same heterocyclyl carbon atom together can form a group = O; Z¹ and Z³ are independently selected from the group consisting of a covalent bond and C₁₋₄-alkaniyl; Z² is C₁₋₃-alkaniyl that is unsubstituted or substituted with 1, 2, 3, or 4 groups that are identical or different and are selected from the group consisting of C₁₋₄-alkyl and C₁₋₄-haloalkyl; Z²ᵃ is a covalent bond or C₁₋₃-alkaniyl that is unsubstituted or substituted with 1, 2, 3 or 4 groups that are identical or different and are selected from the group consisting of C₁₋₄-alkyl and C₁₋₄-haloalkyl ; Z³ᵃ is selected from the group consisting of a covalent bond, C₁₋₄-alkaniyl, O-C₁₋₄-alkaniyl, C₁₋₄-alkaniyl-O, and C₁₋₄-alkaniyl-O-C₁₋₄-alkaliyl; Z⁴ is a covalent bond or C₁₋₃-alkaniyl; Rᵇ, R¹ᵇ, and R³ᵇ are independently selected from the group consisting of C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆ -alkynyl, C₃₋₆-haloalkynyl, phenyl and heterocyclyl, where heterocyclyl is a saturated, partially unsaturated or aromatic 5- or 6-membered monocyclic heterocycle containing 1, 2, 3, or 4 heteroatoms selected from the group consisting of O, N and S as ring members, wherein phenyl and heterocyclyl are unsubstituted or substituted with 1, 2, 3, or 4 groups that are identical or different and are selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄ -haloalkyl, C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; R³ᶜ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₁₋₈-alkoxy, C₁₋₆-haloalkoxy, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋ ₄-alkyl-S (O) ₙ-C₁₋₄-alkyl, C₁₋₄-alkylamino-C₁₋₄-alkyl, di- (C₁₋₄-alkyl) -amino-C₁₋₄-alkyl, C₁₋₆- cyanoalkyl, phenyl, benzyl, and heterocyclyl, wherein the heterocyclyl is a saturated, partially unsaturated, or aromatic 5- or 6-membered monocyclic heterocycle containing 1, 2, 3, or 4 heteroatoms selected from the group consisting of O, N, and S as members of the ring, where phenyl, benzyl, and heterocyclyl are unsubstituted or substituted with 1, 2, 3, or 4 groups that are identical or different and are selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl , C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; R³ᵈ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkyl-S (O) ₙ-C₁₋ ₄-alkyl, C₁₋₄-alkylamino-C₁₋₄-alkyl, di- (C₁₋₄-alkyl) -amino-C₁₋₄-alkyl, C₁₋₆-cyanoalkyl, phenyl and benzyl, where phenyl and benzyl are unsubstituted or substituted with 1, 2, 3 or 4 groups that are identical or different and are selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, and C₁₋₄- haloalkoxy; R³ᵉ and R³ᶠ are independently selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in which the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, phenyl, and benzyl, where phenyl and benzyl are unsubstituted or substituted with 1, 2, 3 or 4 groups that are identical or different and selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, and C₁₋₄-haloalkoxy; or R³ᵉ and R³ᶠ, together with the nitrogen atom to which they are attached, may form a 4, 5, 6, or 7-membered saturated or unsaturated heterocyclic radical, which may contain as a ring member another heteroatom selected from the group consisting of O , S and N and which is unsubstituted, or may have 1, 2, 3 or 4 groups which are identical or different and are selected from the group consisting of = O, halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl , C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; R³ᵍ and R³ʰ are independently selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkylsulfonyl, a C (O) Rᵏ radical, phenyl and benzyl, where phenyl and benzyl are unsubstituted or substituted with 1, 2, 3 or 4 groups that are identical or different and are selected from the group consisting of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; or R³ᵍ and R³ʰ, together with the nitrogen atom to which they are attached, may form a 4, 5, 6, or 7-membered saturated or unsaturated heterocyclic radical, which may contain as a ring member another heteroatom selected from the group consisting of O , S and N and which is unsubstituted, or may have 1, 2, 3 or 4 groups which are identical or different and are selected from the group consisting of = O, halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl , C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; each R²² is independently selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₃₋ ₆-cycloalkyl, C₃₋₆-cycloalkenyl, C₃₋₆-halocycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆-alkyl, C₁₋₆-alkoxy-C₁₋₆-alkyl, C₃₋₆-cycloalkyl-C₁₋₆- alkoxy-C₁₋₆-alkyl, phenyl-Z¹, phenyl-O-C₁₋₆-alkyl, phenyl-N (R²³) -C₁₋₆-alkyl, phenyl-S (O) ₙ-C₁₋₆-alkyl, heterocyclyl -Z¹, heterocyclyl-N (R²³) -C₁₋₆-alkyl, heterocyclyl-O-C₁₋₆-alkyl and heterocyclyl-S (O) ₙ-C₁₋₆-alkyl, where heterocyclyl is a saturated, partially unsaturated heterocycle or 5- or 6-membered monocyclic aromatic, containing 1, 2, 3, or 4 heteroatoms, which are selected from the group consisting of O, N, and S as ring members, wherein phenyl and heterocyclyl are unsubstituted or substituted with 1 , 2, 3 or 4 groups that are identical or different and are selected from the group consisting of cyano, halogen, nitro, thiocyanate, C₁₋₆-alkyl, C₁₋₆-h alloalkyl, C₃₋₆-cycloalkyl, C (O) OR²³, C (O) N (R²³) ₂, OR²³, N (R²³) ₂, S (O) ₙR²⁴, S (O) ₂OR²³, S (O) ₂N ( R²³) ₂ and R²³O-C₁₋₆-alkyl, and wherein heterocyclyl has 0, 1 or 2 oxo groups; each R²³ is independently selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋ ₆-alkyl and phenyl; R²⁴ is selected from the group consisting of C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆-alkyl, and phenyl; R²⁵ is selected from the group consisting of C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkenyl, C₃₋₆-halocycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆-alkyl, C₁₋₆-alkoxy-C₁₋₆-alkyl, C₃₋₆-cycloalkyl-C₁₋₆-alkoxy-C₁₋ ₆-alkyl, phenyl-Z¹, phenyl-O-C₁₋₆-alkyl, phenyl-N (R²³) -C₁₋₆-alkyl, phenyl-S (O) ₙ-C₁₋₆-alkyl, heterocyclyl-Z¹, heterocyclyl -N (R²³) -C₁₋₆-alkyl, heterocyclyl-O-C₁₋₆-alkyl and heterocyclyl-S (O) ₙ-C₁₋₆-alkyl, where heterocyclyl is a saturated, partially unsaturated, or monocyclic aromatic heterocycle of 5 or 6-membered, containing 1, 2, 3, or 4 heteroatoms, which are selected from the group consisting of O, N, and S as ring members, wherein phenyl and heterocyclyl are unsubstituted or substituted with 1, 2, 3 or 4 groups, which are identical or different and selected from the group consisting of cyano, halogen, nitro, thiocyanate, C₁₋₆-alkyl, C₁₋₆-haloalkyl, C₃₋₆-cycloalkyl, C (O ) OR²³, C (O) N (R²³) ₂, OR²³, N (R²³) ₂, S (O) ₙR²⁴, S (O) ₙR²⁴, S (O) ₂N (R²³) ₂ and R²³O-C₁₋₆-alkyl , and wherein heterocyclyl has 0, 1 or 2 oxo groups; Rᵏ independently has the meanings of R³ᶜ; k is 0, 1 or 2; and n is 0, 1 or 2; or an N-oxide or a salt suitable in agriculture thereof.

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