AR111486A1 - Compuestos de fenilamina - Google Patents

Compuestos de fenilamina

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Publication number
AR111486A1
AR111486A1 ARP180101017A ARP180101017A AR111486A1 AR 111486 A1 AR111486 A1 AR 111486A1 AR P180101017 A ARP180101017 A AR P180101017A AR P180101017 A ARP180101017 A AR P180101017A AR 111486 A1 AR111486 A1 AR 111486A1
Authority
AR
Argentina
Prior art keywords
group
sir
cyclic
alkyl
alkynyl
Prior art date
Application number
ARP180101017A
Other languages
English (en)
Inventor
Alexander G M Klausener
Konstantin Poscharny
Hagalavadi M Venkatesha
Nitin Ramesh Tembhare
Santosh Shridhar Autkar
Ruchi Garg
Sulur G Manjunatha
Dipak D Nivdunge
Gulab E Walunj
Vishal A Mahajan
Maruti Naik
Original Assignee
Pi Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Pi Industries Ltd filed Critical Pi Industries Ltd
Publication of AR111486A1 publication Critical patent/AR111486A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
    • C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
    • C07C257/12—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
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    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A—HUMAN NECESSITIES
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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    • 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
    • A01N43/72—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
    • A01N43/74—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 one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • 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
    • A01N43/84—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 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/45—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms doubly-bound to the carbon skeleton
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    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members 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
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    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
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    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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  • Engineering & Computer Science (AREA)
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  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
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  • Pest Control & Pesticides (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Catching Or Destruction (AREA)

Abstract

La presente se relaciona con derivados de fenilamina 4-sustituidos, además se relaciona con métodos para su preparación y para el uso de dichos compuestos para el control de microorganismos fitopatogénicos no deseados, y agentes para dicho propósito, que comprenden dichos derivados de fenilamina. Además se relaciona con un método para el control de microorganismos fitopatogénicos no deseados mediante la aplicación de dichos derivados de fenilamina 4-sustituidos. Reivindicación 1: Un compuesto caracterizado porque es de fórmula general (1), donde R¹ se selecciona entre el grupo que consiste en hidrógeno, CN, SR’’, O’’, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₃₋₈-alquilo cíclico, C₄₋₈-alquenilo cíclico, C₄₋₈-alquinilo cíclico; donde uno o más átomos de carbono en el sistema de anillo cíclico se puede reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; R² y R³ se seleccionan independientemente entre el grupo que consiste en hidrógeno, CN, S(O)ₙR’’, O’’, (C=O)-R’’, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₃₋₈-alquilo cíclico, C₄₋₈-alquenilo cíclico, C₄₋₈-alquinilo cíclico, C₅₋₁₈-arilo, C₇₋₁₉-aralquilo; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; o R¹ y R², R² y R³ o R¹ y R³ junto con los átomos a los cuales están unidos o junto con otros átomos seleccionados entre el grupo que consiste en C, N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂ pueden formar entre tres y siete miembros del anillo no aromático, que a su vez pueden estar sustituidos con uno o más X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; y donde, cada uno de R¹, R² y R³ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre el grupo que consiste en X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; A¹, A², A³ y A⁴ independientemente representan CR⁴ o nitrógeno; con la condición de que no más de dos de A¹, A², A³ y A⁴ puedan ser nitrógeno simultáneamente; R⁴ se selecciona independientemente entre el grupo que consiste en hidrógeno, X, CN, NR’’₂, NO₂, SCN, SF₅, S(O)ₙR’’, SiR’₃, O’’, (C=O)-R’’, CR’=NR’’, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₃₋₈-alquilo cíclico, C₄₋₈-alquenilo cíclico, C₄₋₈-alquinil cíclico o, C₅₋₁₈-arilo, C₇₋₁₉-aralquilo; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; o dos R⁴ vecinales junto con el átomo al cual están unidos o junto con otros átomos seleccionados entre el grupo que consiste en C, N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂ pueden formar un anillo de cuatro a siete miembros, que a su vez pueden estar sustituidos con uno o más X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; G y B representan O, S, NR’’’ o CR⁵R⁶; m representa un entero de 1 ó 2; R⁵ y R⁶ se seleccionan independientemente entre el grupo que consiste en hidrógeno, X, CN, NR’’₂, SCN, S(O)ₙR’’, SiR’₃, O’, (C=O)-R’’, CR’=NR’’, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₃₋₈-alquilo cíclico, C₄₋₈-alquenilo cíclico, C₅₋₁₈-arilo, C₇₋₁₉-aralquilo; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; o R⁵ y R⁶ junto con el átomo al cual están unidos o junto con otros átomos seleccionados entre el grupo que consiste en C, N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂ pueden formar un anillo de tres a siete miembros, que a su vez pueden estar sustituidos con uno o más X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; o R⁵ y R⁶ juntos representan el grupo seleccionado entre =O, =S; Q se selecciona entre el grupo que consiste en C₃₋₁₅-heterociclo o C₃₋₁₅-carbociclo fusionado o no fusionado o; que puede estar opcionalmente sustituido por uno o más grupos de R⁷; donde R⁷ se selecciona entre el grupo que consiste en hidrógeno, X, CN, SCN, SF₅, O’’, NO₂, NR’’₂, SiR’₃, (C=O)-R’’, S(O)ₙR’’, C₁₋₈-alquil-S(O)ₙR’’, C₁₋₈-alquil-(C=O)-R’’, CR’=NR’’, S(O)ₙC₅₋₁₈-arilo, S(O)ₙC₇₋₁₉-aralquilo, C₁₋₁₂-alquilo, C₂₋₁₂-alquenilo, C₂₋₁₂-alquinilo, C₁₋₁₂-haloalquilo, C₂₋₁₂-haloalquenilo, C₂₋₁₂-haloalquinilo, C₁₋₁₂-alcoxi, C₁₋₁₂-alquiltio, C₁₋₁₂-haloalcoxi, C₁₋₁₂-haloalquiltio, C₃₋₈-alquilo cíclico, C₃₋₈-haloalquilo cíclico, C₄₋₈-alquenilo cíclico, C₄₋₈-alquinilo cíclico, C₅₋₁₂-alquilo bicíclico, C₇₋₁₂-alquenilo bicíclico, C₆₋₁₅-arilo, C₇₋₁₉-aralquilo, C₃₋₆-heterociclilo, C₃₋₈-heterociclilalquilo, C₃₋₆-heterocicliloxi, C₃₋₆-heterocicliltio; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; o dos R⁷ junto con el átomo al cual están unidos o junto con otros átomos seleccionados entre el grupo que consiste en C, N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂ pueden formar un anillo de tres a siete miembros, que a su vez puede estar sustituido con uno o más X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; donde, cada uno de R⁴, R⁵, R⁶ y R⁷ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre el grupo que consiste en X, R’, R’’, SR’, SiR’₃, COOR’, CN o CONR’₂; donde X representa halógeno; R’ representa hidrógeno, C₁₋₆-alquilo o C₃₋₈-alquilo cíclico que puede estar opcionalmente sustituido por uno o más X; R’’ representa hidrógeno, CONR’₂, NR’₂, O’, C₁₋₆-alquilo, C₁₋₆-haloalquilo o C₃₋₈-alquilo cíclico que puede estar opcionalmente sustituido por uno o más grupos seleccionados entre el grupo que consiste en X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; o C₆₋₁₂-arilo que puede estar opcionalmente sustituido por uno o más X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; R’’’ se selecciona entre los grupos que consiste en hidrógeno, R’’, O’’, (C=O)-R’, S(O)ₙR’’, COOR’, CONR’₂, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-alquilo cíclico, C₆₋₁₂-arilo, C₁₋₁₂-aralquilo; donde uno o más átomos de carbono en el sistema de anillo cíclico se pueden reemplazar por heteroátomos seleccionados entre el grupo que consiste en N, O, S y que opcionalmente incluyen entre 1 y 3 miembros en el anillo seleccionados entre el grupo que consiste en C(=O), C(=S), S(O)ₘ y SiR’₂; y donde cada uno de los grupos anteriores puede estar sustituido por uno o mas grupos seleccionados entre el grupo que consiste en X, R’, O’, SR’, NR’₂, SiR’₃, COOR’, CN o CONR’₂; n representa un entero entre el rango de 0 y 2; y sales aceptables para uso agronómico, complejos metálicos, isómeros / isómeros estructurales, estereoisómeros, diastereoisómeros, enantiómeros, tautómeros, o N-óxidos de dichos compuestos.
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