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AR106872A1 - Compuestos de piridina como fungicidas - Google Patents

Compuestos de piridina como fungicidas

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Publication number
AR106872A1
AR106872A1 ARP160103661A ARP160103661A AR106872A1 AR 106872 A1 AR106872 A1 AR 106872A1 AR P160103661 A ARP160103661 A AR P160103661A AR P160103661 A ARP160103661 A AR P160103661A AR 106872 A1 AR106872 A1 AR 106872A1
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Argentina
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alkyl
cycloalkyl
heteroaryl
unsubstituted
alkoxy
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ARP160103661A
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Basf Se
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
    • C07D213/71—Sulfur atoms to which a second hetero atom is attached
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/70—Sulfur atoms
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    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
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    • 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
    • C07D401/12—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 linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • 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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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 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)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (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)

Abstract

La presente solicitud se refiere a compuestos de piridina como antifúngicos, a procesos e intermediarios y composiciones de los mismos. Reivindicación 1: Compuestos de la fórmula (1), en donde R¹ se selecciona de halógeno, CN, NO₂, SH, NH₂, NH(C₁₋₄-alquilo), N(C₁₋₄-alquilo)₂, NH-SO₂-R¹¹, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-alcoxi, C(=O)-(R¹²), C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde R¹¹ se selecciona de C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, arilo o heteroarilo que es no sustituido o sustituido con 1, 2, 3, 4 ó 5 sustituyentes R¹¹¹ seleccionados independientemente de C₁₋₄-alquilo; y R¹² se selecciona independientemente de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquilo, O-R¹²¹, N(R¹²²)(R¹²³); R¹²¹ se selecciona independientemente de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquilo; R¹²², R¹²³ se seleccionan independientemente de H, C₁₋₆-alquilo, C₁₋₆-alquenilo, C₁₋₆-alquinilo y C₃₋₈-cicloalquilo; en donde las porciones alifáticas de R¹ son no sustituidas o sustituidas con grupos R¹ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R¹ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o tienen 1, 2, 3, 4 ó 5 sustituyentes R¹¹ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; y en donde las porciones cicloalquilo, heteroarilo y arilo de R¹ son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos R¹ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R¹ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; R² se selecciona de halógeno, CN, NO₂, SH, NH₂, NH(C₁₋₄-alquilo), N(C₁₋₄-alquilo)₂, NH-SO₂-R²¹, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-alcoxi, C(=O)-(R²²), C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde R²¹ se selecciona de C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, arilo o heteroarilo que es no sustituido o sustituido con 1, 2, 3, 4 ó 5 sustituyentes R²¹¹ seleccionados independientemente de C₁₋₄-alquilo; y R²² se selecciona independientemente de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquilo, O-R²²¹, N(R²²²)(R²²³); R²²¹ se selecciona independientemente de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquilo; R²²², R²²³ se seleccionan independientemente de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquilo; en donde las porciones alifáticas de R² son no sustituidas o sustituidas con grupos R²ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R²ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o tienen 1, 2, 3, 4 ó 5 sustituyentes R²¹ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; y en donde las porciones cicloalquilo, heteroarilo y arilo de R² son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos R²ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R²ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; R³ se selecciona de H, halógeno, OH, CN, NO₂, SH, NH₂, NH(C₁₋₄-alquilo), N(C₁₋₄-alquilo)₂, NH-SO₂-R³¹, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde R³¹ se selecciona de C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, arilo o heteroarilo que es no sustituido o sustituido con 1, 2, 3, 4 ó 5 sustituyentes R³¹¹ seleccionados independientemente de C₁₋₄-alquilo; y en donde las porciones alifáticas de R³ son no sustituidas o sustituidas con grupos R³ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R³ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o tienen 1, 2, 3, 4 ó 5 sustituyentes R³¹ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; y en donde las porciones cicloalquilo, heteroarilo y arilo de R³ son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos R³ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R³ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; R⁴ se selecciona de H, halógeno, OH, CN, NO₂, SH, NH₂, NH(C₁₋₄-alquilo), N(C₁₋₄-alquilo)₂, NH-SO₂-R⁴¹, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde R⁴¹ se selecciona de C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, arilo o heteroarilo que es no sustituido o sustituido con 1, 2, 3, 4 ó 5 sustituyentes R⁴¹¹ seleccionados independientemente de C₁₋₄-alquilo; y en donde las porciones alifáticas de R⁴ son no sustituidas o sustituidas con grupos R⁴ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R⁴ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o tienen 1, 2, 3, 4 ó 5 sustituyentes R⁴¹ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; y en donde las porciones cicloalquilo, heteroarilo y arilo de R⁴ son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos R⁴ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: R⁴ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; Y es O ó S(O)ₙ en donde n es 0, 1 ó 2; Q¹ se selecciona de C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde las porciones alifáticas de Q¹ son no sustituidas o sustituidas con grupos Q¹ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q¹ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o tienen 1, 2, 3, 4 ó 5 sustituyentes Q¹¹ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; en donde las porciones cicloalquilo, heteroarilo y arilo de Q¹ son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos Q¹ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q¹ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; Q² se selecciona de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde las porciones alifáticas de Q² son no sustituidas o sustituidas con grupos Q²ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q²ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo y fenoxi, en donde los grupos fenilo y fenoxi son no sustituidos o sustituidos con 1, 2, 3, 4 ó 5 sustituyentes Q¹² seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi y C₁₋₄-halógenoalcoxi; en donde las porciones cicloalquilo, heteroarilo y arilo de Q² son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos Q²ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q²ᵇ halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; Q¹ y Q², junto con el átomo de carbono al que están unidos, forman un carbo- o heterociclo saturado o parcialmente insaturado de 3 a 7 miembros en donde el anillo también puede contener 1, 2, 3 ó 4 heteroátomos seleccionados de N-RN, O y S, en donde RN se selecciona de H, C₁₋₄-alquilo y SO₂RQ; en donde RQ se selecciona de C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, arilo no sustituido o heteroarilo sustituido con 1, 2, 3, 4 ó 5 sustituyentes RQ¹ seleccionados independientemente de C₁₋₄-alquilo; y en donde S puede ser en forma de su óxido SO o SO₂; y en donde, en cada caso, 1 ó 2 grupos CH₂ del carbo- o heterociclo se pueden reemplazar por un grupo seleccionado independientemente de C(=O) y C(=S); y en donde el anillo es no sustituido o sustituido con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos RQR idénticos o diferentes, que se seleccionan independientemente entre sí de: QQR halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; Q³ se selecciona de H, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₆-cicloalquilo, heteroarilo y arilo de 5 ó 6 miembros; en donde el heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde las porciones alifáticas de Q³ son no sustituidas o sustituidas con grupos Q³ᵃ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q³ᵃ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquiloxi, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo, fenoxi y heterociclo, heteroarilo, heterocicloxi, heteriloxi de 5 a 10 miembros; en donde el heterociclo o heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde los grupos cicloalquilo, cicloalquiloxi, fenilo, fenoxi, heterociclo y heteroarilo son no sustituidos o sustituidos con 1, 2, 3, 4 ó 5 sustituyentes Q¹³ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalcoxi, CR’=NOR’’; C₃₋₆-cicloalquilo, C₃₋₆-cicloalquiloxi, fenilo, fenoxi y heterociclo, heterocicloxi, heteroarilo y heteroariloxi de 5 a 10 miembros; en donde el heterociclo, heterocicloxi, heteroarilo o heteroariloxi contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; y en donde los grupos fenilo, fenoxi, heterociclo, cicloalquilo y heteroarilo son no sustituidos o sustituidos con 1, 2, 3, 4 ó 5 sustituyentes Q¹¹³ᵃ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi, CN, CR’=NOR’’ y C₁₋₄-halógenoalcoxi; en donde las porciones cicloalquilo, heteroarilo y arilo de Q³ son no sustituidas o sustituidas con 1, 2, 3, 4, 5 o hasta la máxima cantidad de grupos Q³ᵇ idénticos o diferentes que se seleccionan, independientemente entre sí, de: Q³ᵇ halógeno, OH, CN, C₁₋₆-alcoxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquiloxi, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi, C₁₋₆-alquiltio, fenilo, fenoxi y heterociclo, heteroarilo, heterocicloxi, heteriloxi de 5 a 10 miembros; en donde el heterociclo o heteroarilo contiene 1, 2 ó 3 heteroátomos seleccionados de N, O y S; en donde los grupos fenilo, fenoxi, heterociclo, cicloalquilo y heteroarilo son no sustituidos o sustituidos con 1, 2, 3, 4 ó 5 sustituyentes Q¹³ᵇ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalcoxi, CR’=NOR’’; C₃₋₆-cicloalquilo, C₃₋₆-cicloalquiloxi, fenilo, fenoxi y heterociclo, heterocicloxi, heteroarilo y heteroariloxi de 5 a 10 miembros; en donde el heterociclo, heterocicloxi o heteroarilo, heteroariloxi contienen 1, 2 ó 3 heteroátomos seleccionados de N, O y S; y en donde los grupos fenilo, fenoxi, heterociclo, cicloalquilo y heteroarilo son no sustituidos o sustituidos con 1, 2, 3, 4 ó 5 sustituyentes Q¹¹³ᵇ seleccionados del grupo que consiste en halógeno, OH, C₁₋₄-alquilo, C₁₋₄-halógenoalquilo, C₁₋₄-alcoxi, CN, CR’=NOR’’ y C₁₋₄-halógenoalcoxi; y en donde R’ y R’’ son independientemente no sustituidos o sustituidos con R’’’ que se selecciona independientemente de halógeno, OH, CN, NO₂, SH, NH₂, NH(C₁₋₄-alquilo), N(C₁₋₄-alquilo)₂, C₁₋₆-alquilo, C₁₋₆-halógenoalquilo, C₂₋₆-alquenilo, C₂₋₆-halógenoalquenilo, C₂₋₆-alquinilo, C₂₋₆-halógenoalquinilo, C₁₋₆-alcoxi, C₁₋₆-halógenoalcoxi, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo y fenilo; W es O ó S; X se selecciona de H, halógeno, OH, CN, C₁₋₄-alquilo, C₁₋₄-alcoxi, C₁₋₄-halógenoalquilo, C₃₋₆-cicloalquilo, C₃₋₆-halógenocicloalquilo, C₁₋₄-halógenoalcoxi y C₁₋₆-alquiltio; en donde n es 0, 1, 2, 3 ó 4; siempre que si R¹ es CH₃, R² no sea CH₃; y si R² es CH₃, R¹ no sea CH₃; y los N-óxidos y las sales de estos aceptables en la agricultura.
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WO2017093167A1 (en) 2017-06-08
US20180368403A1 (en) 2018-12-27
CN108290840A (zh) 2018-07-17

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