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AR112112A1 - BENZAMIDE COMPOUNDS AND THEIR USE AS HERBICIDES - Google Patents

BENZAMIDE COMPOUNDS AND THEIR USE AS HERBICIDES

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Publication number
AR112112A1
AR112112A1 ARP180101724A ARP180101724A AR112112A1 AR 112112 A1 AR112112 A1 AR 112112A1 AR P180101724 A ARP180101724 A AR P180101724A AR P180101724 A ARP180101724 A AR P180101724A AR 112112 A1 AR112112 A1 AR 112112A1
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AR
Argentina
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alkyl
alkoxy
group
cycloalkyl
haloalkyl
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ARP180101724A
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Spanish (es)
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Basf Se
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Publication of AR112112A1 publication Critical patent/AR112112A1/en

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    • 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
    • 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
    • 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

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

Abstract

La presente solicitud se refiere a benzamidas y a su uso como herbicidas, también se refiere a una composición que comprende tales compuestos y a su uso para controlar vegetación no deseada. Reivindicación 1: Un compuesto de la fórmula (1), en donde Q es un compuesto de fórmula (2) ó (3) ó (4) ó (5); R¹ se selecciona del grupo que consiste en ciano, halógeno, nitro, C₁₋₈-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, C₁₋₈-haloalquilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₈-alcoxi, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z¹, C₁₋₆-haloalcoxi y R¹ᵇ-S(O)ₖ-Z¹; R² se selecciona del grupo que consiste en C₁₋₆-alquil-S(O)ₙ-Z², C₁₋₆-haloalquil-S(O)ₙ-Z², C₃₋₆-cicloalquil-S(O)ₙ-Z², heterociclil-Z²ᵃ, en donde heterociclilo es un heterociclo saturado de 5 ó 6 miembros que contiene S(O)ₙ; fenil-S(O)ₙ-Z² y heteroaril-S(O)ₙ-Z², en donde los grupos cíclicos de los cuatro radicales antes mencionados son no sustituidos o sustituidos con 1, 2, 3 ó 4 grupos seleccionados del grupo que consiste en halógeno, nitro, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi y metilsulfonilo; R³ se selecciona del grupo que consiste en hidrógeno, ciano, tiocianato, halógeno, hidroxi-Z³, C₁₋₆-alquilo, C₂₋₈-alquenilo, C₂₋₈-alquinilo, 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, C₁₋₄-cianoalquilo, C₁₋₈-haloalquilo, C₂₋₈-haloalquenilo, C₃₋₈-haloalquinilo, 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-alquiniloxi-Z³, C₂₋₈-haloalqueniloxi-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 heterociclilo es un heterociclo saturado, parcialmente insaturado o aromático monocíclico de 3, 4, 5 ó 6 miembros o bicíclico de 8, 9 ó 10 miembros, que contiene 1, 2, 3 ó 4 heteroátomos como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, 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; R⁴ se selecciona del grupo que consiste en hidrógeno, halógeno, ciano-Z¹, C₁₋₈-alquilo, nitro, 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, C₁₋₈-haloalquilo, C₁₋₃-alquilamino, C₁₋₃-dialquilamino, C₁₋₃-alquilamino-S(O)ₖ, C₁₋₃-alquilcarbonilo, C₁₋₈-alcoxi, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z¹, C₁₋₄-alquiltio-C₁₋₄-alquiltio-Z¹, C₂₋₆-alqueniloxi, C₂₋₆-alquiniloxi, C₁₋₆-haloalcoxi, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alcoxi-Z¹, R¹ᵇ-S(O)ₖ-Z¹, fenoxi-Z¹ y heterocicliloxi-Z¹, en donde heterocicliloxi es un heterociclo saturado, parcialmente insaturado o aromático monocíclico de 5 ó 6 miembros o bicíclico de 8, 9 ó 10 miembros unido a oxígeno, que contiene 1, 2, 3 ó 4 heteroátomos como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, 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; R⁵ es halógeno, ciano-Z¹, nitro, C₁₋₈-alquilo, 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, C₁₋₈-haloalquilo, C₁₋₃-alquilamino, C₁₋₃-dialquilamino, C₁₋₃-alquilamino-S(O)ₖ, C₁₋₃-alquilcarbonilo, C₁₋₈-alcoxi, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alcoxi-C₁₋₄-alcoxi-Z¹, C₁₋₄-alquiltio-C₁₋₄-alquilo, C₁₋₄-alquiltio-C₁₋₄-alquiltio-Z¹, C₂₋₆-alqueniloxi, C₂₋₆-alquiniloxi, C₁₋₆-haloalcoxi, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alcoxi-Z¹, R¹ᵇ-S(O)ₖ-Z¹, fenoxi-Z¹ y heterocicliloxi-Z¹, en donde heterocicliloxi es un heterociclo saturado, parcialmente insaturado o aromático monocíclico de 5 ó 6 miembros o bicíclico de 8, 9 ó 10 miembros unido a oxígeno, que contiene 1, 2, 3 ó 4 heteroátomos como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, 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; R⁶ se selecciona del grupo que consiste en C₁₋₆-alquilo, 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; C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₂₋₆-haloalquenilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄alquilo, 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; R¹¹, R²¹ se seleccionan, independientemente entre sí, del grupo que consiste en ciano, halógeno, nitro, C₁₋₆-alquilo, C₃₋₇-cicloalquilo, C₃₋₇-halocicloalquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₆-alcoxi, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquiltio-C₁₋₄-alquilo, C₁₋₄-haloalcoxi-C₁₋₄-alquilo, C₁₋₄-alcoxi-C₁₋₄-alcoxi, C₃₋₇-cicloalcoxi y C₁₋₆-haloalcoxi, o dos radicales R²¹ unidos al mismo átomo de carbono juntos pueden formar un grupo =O; Z¹, 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, en donde el grupo C₁₋₃-alcandiilo 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; Rᵇ, R¹ᵇ, R³ᵇ se seleccionan, independientemente entre sí, del grupo que consiste en C₁₋₆-alquilo, C₃₋₇-cicloalquilo, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, fenilo y heterociclilo, en donde heterociclilo es un heterociclo saturado, parcialmente insaturado o aromático de 5 ó 6 miembros, que contiene 1, 2, 3 ó 4 heteroátomos como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, 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, 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; C₁₋₆-haloalquilo, C₁₋₆-alcoxi, C₂₋₆-alquenilo, C₁₋₄-alquil-C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₂₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquil-S(O)ₙ-C₁₋₄-alquilo, C₁₋₄-alquilamino-C₁₋₄-alquilo, C₁₋₄-dialquilamino-C₁₋₄-alquilo, C₁₋₆-cianoalquilo, fenilo, bencilo y heterociclilo, 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 como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, 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, 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; C₁₋₆-haloalquilo, C₁₋₆-alcoxi, C₂₋₆-alquenilo, C₁₋₄-alquil-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, C₁₋₄-dialquilamino-C₁₋₄-alquilo, C₁₋₆-cianoalquilo, 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 R³ᶜ y R³ᵈ, 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 tener como miembro del anillo otro heteroátomo seleccionado de 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; R³ᵉ, R³ᶠ se seleccionan, independientemente entre sí, del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales mencionados anteriormente son no sustituidos o parcial o completamente halogenados, C₁₋₆-haloalquilo, 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 tener como miembro del anillo otro heteroátomo seleccionado de 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 se selecciona del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales mencionados anteriormente son no sustituidos o parcial o completamente halogenados, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquilsulfonilo, C₁₋₄-alquilcarbonilo, 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; R³ʰ se selecciona del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₃₋₇-cicloalquilo, C₃₋₇-cicloalquil-C₁₋₄-alquilo, en donde los grupos C₃₋₇-cicloalquilo en los dos radicales mencionados anteriormente son no sustituidos o parcial o completamente halogenados, C₁₋₆-haloalquilo, C₂₋₆-alquenilo, C₂₋₆-haloalquenilo, C₂₋₆-alquinilo, C₃₋₆-haloalquinilo, C₁₋₄-alcoxi-C₁₋₄-alquilo, C₁₋₄-alquilsulfonilo, C₁₋₄-alquilcarbonilo, 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 tener como miembro del anillo otro heteroátomo seleccionado de 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; R²² se selecciona 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 como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, en donde fenilo, 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; R²³ se selecciona 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 como miembros del anillo, que se seleccionan del grupo que consiste en O, N y S, en donde fenilo, 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; k es 0, 1 ó 2; n es 0, 1 ó 2; y Rᵏ independientemente tiene los significados de R³ᶜ; o un N-óxido o una sal de aquel aceptable en la agricultura.The present application refers to benzamides and their use as herbicides, it also refers to a composition comprising such compounds and their use to control unwanted vegetation. Claim 1: A compound of formula (1), wherein Q is a compound of formula (2) or (3) or (4) or (5); R¹ is selected from the group consisting of cyano, halogen, nitro, C₁₋₈-alkyl, C₂₋₈-alkenyl, C₂₋₈-alkynyl, C₁₋₈-haloalkyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₈-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z¹, C₁₋₆-haloalkoxy and R¹ᵇ-S (O) ₖ-Z¹; R² is selected from the group consisting of C₁₋₆-alkyl-S (O) ₙ-Z², C₁₋₆-haloalkyl-S (O) ₙ-Z², C₃₋₆-cycloalkyl-S (O) ₙ-Z², heterocyclyl-Z²ᵃ, where heterocyclyl is a 5- or 6-membered saturated heterocycle containing S (O) ₙ; phenyl-S (O) ₙ-Z² and heteroaryl-S (O) ₙ-Z², wherein the cyclic groups of the four aforementioned radicals are unsubstituted or substituted with 1, 2, 3 or 4 groups selected from the group consisting in halogen, nitro, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy and methylsulfonyl; R³ is selected from the group consisting of hydrogen, cyano, thiocyanate, halogen, hydroxy-Z³, C₁₋₆-alkyl, C₂₋₈-alkenyl, C₂₋₈-alkynyl, 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, C₁₋₄-cyanoalkyl, C₁₋₈-haloalkyl, C₂₋₈-haloalkenyl, C₃₋₈-haloalkynyl, 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-alkynyloxy-Z³, C₂₋₈-haloalkenyloxy-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, where heterocyclyl is a saturated heterocycle, partially in saturated or aromatic 3-, 4-, 5- or 6-membered monocyclic or 8-, 9- or 10-membered bicyclic, containing 1, 2, 3, or 4 heteroatoms as ring members, selected from the group consisting of O, N, and S, where the cyclic groups on phenyl-Z³ᵃ and heterocyclyl-Z³ᵃ are unsubstituted or substituted with 1, 2, 3 or 4 R²¹ groups, which are identical or different; R⁴ is selected from the group consisting of hydrogen, halogen, cyano-Z¹, C₁₋₈-alkyl, nitro, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇- cycloalkyl in the two aforementioned radicals are unsubstituted or partially or fully halogenated; C₂₋₈-alkenyl, C₂₋₈-alkynyl, C₁₋₈-haloalkyl, C₁₋₃-alkylamino, C₁₋₃-dialkylamino, C₁₋₃-alkylamino-S (O) ₖ, C₁₋₃-alkylcarbonyl, C₁₋ ₈-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z¹, C₁₋₄-alkylthio-C₁₋₄-alkylthio-Z¹, C₂₋₆-alkenyloxy, C₂₋₆-alkynyloxy, C₁₋₆-haloalkoxy, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkoxy-Z¹, R¹ᵇ-S (O) ₖ-Z¹, phenoxy- Z¹ and heterocyclyloxy-Z¹, where heterocyclyloxy is a saturated, partially unsaturated or aromatic, monocyclic 5- or 6-membered or bicyclic 8-, 9-, or 10-membered oxygen-bonded heterocycle containing 1, 2, 3, or 4 heteroatoms as members of the ring, which are selected from the group consisting of O, N and S, wherein the cyclic groups on phenoxy and heterocyclyloxy are unsubstituted or substituted with 1, 2, 3 or 4 R 4 groups, which are identical or different; R⁵ is halogen, cyano-Z¹, nitro, C₁₋₈-alkyl, 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, C₁₋₈-haloalkyl, C₁₋₃-alkylamino, C₁₋₃-dialkylamino, C₁₋₃-alkylamino-S (O) ₖ, C₁₋₃-alkylcarbonyl, C₁₋ ₈-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkoxy-Z¹, C₁₋₄-alkylthio-C₁₋₄-alkyl, C₁₋₄-alkylthio-C₁₋ ₄-alkylthio-Z¹, C₂₋₆-alkenyloxy, C₂₋₆-alkynyloxy, C₁₋₆-haloalkoxy, C₁₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₄-haloalkoxy-C₁₋₄-alkoxy-Z¹, R¹ᵇ-S (O) ₖ-Z¹, phenoxy-Z¹ and heterocyclyloxy-Z¹, where heterocyclyloxy is a saturated, partially unsaturated, or aromatic, 5- or 6-membered monocyclic or 8, 9, or 10-membered bicyclic heterocycle attached to oxygen, contains 1, 2, 3, or 4 heteroatoms as ring members, which are selected from the group consisting of O, N, and S, wherein the cyclic groups on phenoxy and heterocyclyloxy are unsubstituted or 1, 2, 3, or 4 substituted R¹¹ groups, which are identical or different; R⁶ is selected from the group consisting of C₁₋₆-alkyl, 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; C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₂₋₆-haloalkenyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄alkyl, C₁₋₄-haloalkoxy-C₁₋₄- alkyl, Rᵇ-S (O) ₙ-C₁₋₃-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 are selected from the group that consists of halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy and C₁₋₄-haloalkoxy; R¹¹, R²¹ are independently selected from the group consisting of cyano, halogen, nitro, C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₃₋₇-halocycloalkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl , C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₆-alkoxy, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkylthio-C₁₋₄-alkyl, C₁ ₋₄-haloalkoxy-C₁₋₄-alkyl, C₁₋₄-alkoxy-C₁₋₄-alkoxy, C₃₋₇-cycloalkoxy and C₁₋₆-haloalkoxy, or two R²¹ radicals attached to the same carbon atom together can form a group = O; Z¹, Z³ are selected, independently of one another, from the group consisting of a covalent bond and C₁₋₄-alkaniyl; Z² is C₁₋₃-alkaniyl, which is unsubstituted or substituted with 1, 2, 3, or 4 groups that are identical or different and are selected from the group consisting of C alqu-alkyl and C₁₋₄-haloalkyl; Z²ᵃ is a covalent bond or C₁₋₃-alkaniyl, where the C₁₋₃-alkaniyl group 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; Rᵇ, R¹ᵇ, R³ᵇ are independently selected from the group consisting of C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆ -alkynyl, C₃₋₆-haloalkynyl, phenyl and heterocyclyl, where heterocyclyl is a 5- or 6-membered saturated, partially unsaturated or aromatic heterocycle, containing 1, 2, 3, or 4 heteroatoms as ring members, selected from the group consisting of O, N and S, wherein phenyl and heterocyclyl are unsubstituted or substituted with 1, 2, 3 or 4 groups, which 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, 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; C₁₋₆-haloalkyl, C₁₋₆-alkoxy, C₂₋₆-alkenyl, C₁₋₄-alkyl-C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₂₋₆-haloalkynyl, C₁₋ ₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkyl-S (O) ₙ-C₁₋₄-alkyl, C₁₋₄-alkylamino-C₁₋₄-alkyl, C₁₋₄-dialkylamino-C₁₋₄- alkyl, C₁₋₆-cyanoalkyl, phenyl, benzyl, and heterocyclyl, where heterocyclyl is a 5- or 6-membered monocyclic aromatic, partially unsaturated or saturated heterocycle containing 1, 2, 3, or 4 heteroatoms as ring members, which are selected from the group consisting of O, N, and S, wherein 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, 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; C₁₋₆-haloalkyl, C₁₋₆-alkoxy, C₂₋₆-alkenyl, C₁₋₄-alkyl-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, C₁₋₄-dialkylamino-C₁₋₄- alkyl, C₁₋₆-cyanoalkyl, 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; or R³ᶜ and R³ᵈ, together with the nitrogen atom to which they are attached, can form a saturated or unsaturated 4, 5, 6 or 7-membered heterocyclic radical, which can have as a ring member another heteroatom selected from O, S and N and which is unsubstituted, or may have 1, 2, 3, or 4 groups that are identical or different and selected from the group consisting of = O, halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄ -alkoxy and C₁₋₄-haloalkoxy; R³ᵉ, R³ᶠ are independently selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two radicals mentioned above they are unsubstituted or partially or completely halogenated, C₁₋₆-haloalkyl, 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, which 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 R³ᵉ and R³ᶠ, together with the nitrogen atom to which they are attached, can form a saturated or unsaturated 4, 5, 6 or 7-membered heterocyclic radical, which can have as a ring member another heteroatom selected from O, S and N and which is unsubstituted, or may have 1, 2, 3, or 4 groups that are identical or different and selected from the group consisting of = O, halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄ -alkoxy and C₁₋₄-haloalkoxy; R³ᵍ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two radicals mentioned above are unsubstituted or partially or fully halogenated, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkylsulfonyl, C₁₋₄-alkylcarbonyl, phenyl and benzyl, wherein phenyl and benzyl are unsubstituted or substituted with 1, 2, 3, or 4 groups, which 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; R³ʰ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₃₋₇-cycloalkyl, C₃₋₇-cycloalkyl-C₁₋₄-alkyl, wherein the C₃₋₇-cycloalkyl groups in the two radicals mentioned above are unsubstituted or partially or fully halogenated, C₁₋₆-haloalkyl, C₂₋₆-alkenyl, C₂₋₆-haloalkenyl, C₂₋₆-alkynyl, C₃₋₆-haloalkynyl, C₁₋₄-alkoxy-C₁₋₄-alkyl, C₁₋₄-alkylsulfonyl, C₁₋₄-alkylcarbonyl, a radical C (= O) -Rᵏ, phenyl and benzyl, where phenyl and benzyl are unsubstituted or substituted with 1, 2, 3 or 4 groups, which are identical or various 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, can form a saturated or unsaturated 4, 5, 6 or 7-membered heterocyclic radical, which can have as a ring member another heteroatom selected from O, S and N and which is unsubstituted, or may have 1, 2, 3, or 4 groups that are identical or different and selected from the group consisting of = O, halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄ -alkoxy and C₁₋₄-haloalkoxy; R²² is 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 or aromatic heterocycle 5- or 6-membered monocyclic, containing 1, 2, 3, or 4 heteroatoms as ring members, which are selected from the group consisting of O, N, and S, wherein phenyl, 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-haloalkyl, C₃₋₆-cycloalk uyl, 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; R²³ is 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 as ring members, which are selected from the group consisting of O, N, and S, where phenyl, heterocyclyl are unsubstituted or 1, 2, 3 substituted 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-haloalkyl, C₃₋₆-cycloalkyl, C (O) O R²³, 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; k is 0, 1 or 2; n is 0, 1 or 2; and Rᵏ independently has the meanings of R³ᶜ; or an N-oxide or a salt thereof acceptable in agriculture.

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