AR102380A1 - Derivados de ciclopentanodiona y su uso como herbicidas - Google Patents

Derivados de ciclopentanodiona y su uso como herbicidas

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Publication number
AR102380A1
AR102380A1 ARP150103403A ARP150103403A AR102380A1 AR 102380 A1 AR102380 A1 AR 102380A1 AR P150103403 A ARP150103403 A AR P150103403A AR P150103403 A ARP150103403 A AR P150103403A AR 102380 A1 AR102380 A1 AR 102380A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
fluoroalkyl
independently
fluoroalkoxy
Prior art date
Application number
ARP150103403A
Other languages
English (en)
Inventor
Jane Dale Suzanna
Black Janice
Christopher Mathews John
James Willetts Nigel
Steven Wailes Jeffrey
Joseph Hennessy Alan
Hachisu Shuji
Original Assignee
Syngenta Participations Ag
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 Syngenta Participations Ag filed Critical Syngenta Participations Ag
Publication of AR102380A1 publication Critical patent/AR102380A1/es

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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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
    • A01N37/34—Nitriles
    • A—HUMAN NECESSITIES
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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
    • A01N37/44—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A—HUMAN NECESSITIES
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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
    • A01N37/44—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/50—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
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    • A01N41/04—Sulfonic acids; Derivatives thereof
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    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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    • 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
    • A01N43/72—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
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/80—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 1,2
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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
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    • 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
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    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
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    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
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    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
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    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
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    • C07C225/08—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings
    • C07C225/12—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated and containing rings with doubly-bound oxygen atoms bound to carbon atoms being part of rings
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Abstract

También se refiere a un método para controlar malezas, especialmente malezas monocotiledóneas herbáceas, en cultivos de plantas útiles, que comprende aplicar un compuesto de fórmula (1), o una composición herbicida que comprende dicho compuesto, a las plantas o a su emplazamiento. Reivindicación 1: Un compuesto de fórmula (1), o una sal agroquímicamente aceptable del mismo, donde: R¹ se selecciona del grupo que consiste en metilo, etilo, n-propilo, ciclopropilo, trifluorometilo, vinilo, etinilo, flúor, cloro, bromo, metoxi, etoxi y fluorometoxi; R² se selecciona del grupo que consiste en hidrógeno, metilo, etilo, n-propilo, isopropilo, ciclopropilo, fluorometilo, fluoroetilo, vinilo, prop-1-enilo etinilo, prop-1-inilo, 2-cloroetinilo, 2-fluoroetinilo, 2-(trifluorometil)etinilo, but-1-inilo, 2-(ciclopropil)etinilo, halógeno, metoxi, prop-2-iniloxi y (fluoroalquil C₁₋₂)-metoxi-; o R² es fenilo opcionalmente sustituido por 1, 2 ó 3 de entre, independientemente, halógeno, alquilo C₁₋₂, fluoroalquilo C₁₋₂, alcoxi C₁₋₂, fluoroalcoxi C₁₋₂, ciano o nitro; o R² es heteroarilo monocíclico opcionalmente sustituido por 1, 2 ó 3 de entre, independientemente, halógeno, alquilo C₁₋₂, fluoroalquilo C₁₋₂, alcoxi C₁₋₂, fluoroalcoxi C₁₋₂, ciano o nitro; y R³ se selecciona del grupo que consiste en hidrógeno, metilo, etilo, n-propilo, ciclopropilo, trifluorometilo, vinilo, etinilo, flúor, cloro, bromo, metoxi, etoxi, n-propoxi, isopropoxi, fluoroalcoxi C₁₋₂, alcoxi C₁₋₂-alcoxi C₁₋₃-, y fluoroalcoxi C₁-alcoxi C₁₋₃-; R⁴, R⁵ y R⁶ se seleccionan independientemente entre sí del grupo que consiste en hidrógeno, alquilo C₁₋₅, alquenilo C₂₋₃, alquinilo C₂₋₃, fluoroalquilo C₁₋₂ y alcoxi C₁₋₂-alquilo C₁₋₂; R⁷ y R⁸ se seleccionan independientemente entre sí del grupo que consiste en hidrógeno, flúor y alquilo C₁₋₃; R⁹ y R¹⁰ se seleccionan independientemente entre sí del grupo que consiste en hidrógeno, flúor y alquilo C₁₋₃; R¹¹ se selecciona del grupo que consiste en -(C=O)-5,5-dimetil-4H-isoxazol-2-ilo, -(C=X)NR¹³R¹⁴, -SO₂-R¹⁸, -(C=O)-C(alquilo C₁₋₃)=N-O-R¹⁹, -(C=O)-C(CN)=N-O-R¹⁹ y R¹⁵, donde X = S u O; R¹² se selecciona del grupo que consiste en hidrógeno, alquilo C₁₋₆, alcoxi C₁₋₆ e hidroxi; R¹³ se selecciona del grupo que consiste en hidrógeno, alquilo C₁₋₆, cicloalquilo C₃₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, alcoxi C₁₋₆-alquilo C₁₋₆-, alcoxi C₁₋₆-alquenilo C₂₋₆-, alcoxi C₁₋₆-alquinilo C₂₋₆-, alquenil C₁₋₆-oxialquilo C₁₋₆-, alcoxi C₁₋₆-alcoxi C₂₋₃-alquilo C₂₋₃-, alquil C₁₋₆-carbonilo- y alquil C₁₋₆-carbonilalquilo C₁₋₆-; R¹⁴ se selecciona del grupo que consiste en hidrógeno, alquilo C₁₋₆, cicloalquilo C₃₋₈, hidroxilo, alcoxi C₁₋₆-, haloalquilo C₁₋₆-, alquenilo C₂₋₆, alquinilo C₂₋₆, alcoxi C₁₋₆-alquilo C₁₋₆-, alcoxi C₁₋₆-alquenilo C₂₋₆-, alcoxi C₁₋₆-alquinilo C₂₋₆-, alquenil C₁₋₆-oxialquilo C₁₋₆, alcoxi C₁₋₆-alcoxi C₂₋₃-alquilo C₂₋₃-, alquil C₁₋₆-carbonilo-, alquil C₁₋₆-carbonilalquilo C₁₋₆; o R¹⁴ es -(CRR)ₙ-X¹-R¹⁵ donde R y R se seleccionan independientemente del grupo que consiste en hidrógeno, flúor y alquilo C₁₋₂, y X¹ es un enlace o -(C=O)-; o R¹³ y R¹⁴ forman juntos un grupo morfolinilo; y R¹⁵ es un sistema de anillo mono o bicíclico de tres a diez miembros, que puede ser aromático, saturado o parcialmente saturado y puede contener de 1 a 4 heteroátomos cada uno seleccionado independientemente del grupo que consiste en nitrógeno, oxigeno y azufre siendo el sistema de anillo opcionalmente sustituido por uno o más sustituyentes R¹⁶; R¹⁶ se selecciona del grupo que consiste en halógeno, alquilo C₁₋₆, haloalquilo C₁₋₆, haloalcoxi C₁₋₆, alcoxi C₁₋₆-, nitro, -(CO)OR¹⁷, ciano, fenilo y piridilo; R¹⁷ es H o alquilo C₁₋₆; R¹⁸ se selecciona del grupo que consiste en H, alquilo C₁₋₆ y fenilo opcionalmente sustituido por uno o más R¹⁶; R¹⁹ se selecciona del grupo que consiste en H, alquilo C₁₋₆ y -(CH₂)ₙR¹⁵; n = 0, 1, 2; y donde: G es hidrógeno; un metal agrícolamente aceptable, o un grupo sulfonio o amonio agrícolamente aceptable; o G es -C(Xᵃ)-Rᵃ, -C(Xᵇ)-Xᶜ-Rᵇ, -C(Xᵈ)-N(Rᶜ)-Rᵈ, -SO₂-Rᵉ, -P(Xᵉ)(Rᶠ)-Rᵍ, -CH₂-Xᶠ-Rʰ o -CH(Me)-Xᶠ-Rʰ; o fenil-CH₂- o fenil-CH(alquilo C₁₋₂)- (en cada uno de los cuales el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoroalquilo C₁, alcoxi C₁₋₂, fluoroalcoxi C₁, flúor, cloro, bromo, ciano o nitro), o heteroaril-CH₂ o heteroaril-CH(alquilo C₁₋₂)- (en cada uno de los cuales el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoroalquilo C₁, alcoxi C₁₋₂, fluoroalcoxi C₁, flúor, cloro, bromo, ciano o nitro), o fenil-C(O)-CH₂- (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₂, fluoroalquilo C₁, alcoxi C₁₋₂, fluoroalcoxi C₁, flúor, cloro, bromo, ciano o nitro); o alcoxi C₁₋₆-C(O)-CH₂-, alquil C₁₋₆-C(O)-CH₂-, alcoxi C₁₋₆-C(O)-CH=CH-, alquen C₂₋₇-1-il-CH₂-, alquen C₂₋₇-1-il-CH(alquilo C₁₋₂)-, fluoroalquen C₂₋₄-1-il-CH₂-, alquin C₂₋₇-1-il-CH₂-, o alquin C₂₋₇-1-il-CH(alquilo C₁₋₂)-; donde Xᵃ, Xᵇ, Xᶜ, Xᵈ, Xᵉ y Xᶠ son independientemente unos de otros oxígeno o azufre; y donde Rᵃ es H, alquilo C₁₋₂₁, alquenilo C₂₋₂₁, alquinilo C₂₋₁₈, fluoroalquilo C₁₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₁₋₁₀, alquilamino C₁₋₅alquilo C₁₋₅, dialquilamino C₂₋₈alquilo C₁₋₅, cicloalquil C₃₋₇alquilo C₁₋₅, alcoxi C₁₋₅alquilo C₁₋₅, alqueniloxi C₃₋₅alquilo C₁₋₅, alquiniloxi C₃₋₅alquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil C₁₋₅sulfinilalquilo C₁₋₅, alquil C₁₋₅sulfonilalquilo C₁₋₅, alquil C₂₋₈idenaminoxialquilo C₁₋₅, alquil C₁₋₅carbonilalquilo C₁₋₅, alcoxi C₁₋₅carbonilalquilo C₁₋₅, aminocarbonilalquilo C₁₋₅, alquilamino C₁₋₅carbonilalquilo C₁₋₅, dialquilamino C₂₋₈carbonilalquilo C₁₋₅, alquil C₁₋₅carbonilaminoalquilo C₁₋₅, N-alquil C₁₋₅carbonil-N-alquilamino C₁₋₅alquilo C₁₋₅, trialquil C₃₋₆sililalquilo C₁₋₅, fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), heteroarilalquilo C₁₋₅ (donde el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), fluoroalquenilo C₂₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; o heteroarilo o heteroarilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; Rᵇ es alquilo C₁₋₁₈, alquenilo C₃₋₁₈, alquinilo C₃₋₁₈, fluoroalquilo C₂₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₂₋₁₀, alquilamino C₁₋₅alquilo C₁₋₅, dialquilamino C₂₋₈alquilo C₁₋₅, cicloalquil C₃₋₇alquilo C₁₋₅, alcoxi C₁₋₆alquilo C₁₋₅, alqueniloxi C₃₋₅alquilo C₁₋₅, alquiniloxi C₃₋₅alquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil C₁₋₅sulfinilalquilo C₁₋₅, alquil C₁₋₅sulfonilalquilo C₁₋₅, alquil C₂₋₈idenaminoxialquilo C₁₋₅, alquil C₁₋₅carbonilalquilo C₁₋₅, alcoxi C₁₋₅carbonilalquilo C₁₋₅, aminocarbonilalquilo C₁₋₅, alquilamino C₁₋₅carbonilalquilo C₁₋₅, dialquilamino C₂₋₈carbonilalquilo C₁₋₅, alquil C₁₋₅carbonilaminoalquilo C₁₋₅, N-alquil C₁₋₅carbonil-N-alquilamino C₁₋₅alquilo C₁₋₅, trialquil C₃₋₆sililalquilo C₁₋₅, fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), heteroarilalquilo C₁₋₅ (donde el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), fluoroalquenilo C₃₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; o heteroarilo o heteroarilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; y Rᶜ y Rᵈ son cada uno independientemente uno del otro hidrógeno, alquilo C₁₋₁₀, alquenilo C₃₋₁₀, alquinilo C₃₋₁₀, fluoroalquilo C₂₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₁₋₁₀, (alquilamino C₁₋₅)-(alquilo C₁₋₅), (dialquilamino C₂₋₈)-(alquilo C₁₋₅), (cicloalquil C₃₋₇)-(alquilo C₁₋₅), (alcoxi C₁₋₅)-(alquilo C₁₋₅), (alqueniloxi C₃₋₅)-(alquilo C₁₋₅), (alquiniloxi C₃₋₅)-(alquilo C₁₋₅), (alquiltio C₁₋₅)-(alquilo C₁₋₅), (alquilsulfinil C₁₋₅)-(alquilo C₁₋₅), (alquilsulfonil C₁₋₅)-(alquilo C₁₋₅), (alquilidenaminoxi C₂₋₈)-(alquilo C₁₋₅), (alquil C₁₋₅)carbonil-(alquilo C₁₋₅), (alcoxi C₁₋₅)carbonil-(alquilo C₁₋₅), aminocarbonil-(alquilo C₁₋₅), (alquilamino C₁₋₅)carbonil-(alquilo C₁₋₅), (dialquilamino C₂₋₈)carbonil-(alquilo C₁₋₅), (alquil C₁₋₅)carbonilamino-(alquilo C₁₋₅), N-(alquil C₁₋₅)carbonil-N-(alquilamino C₂₋₅)alquilo, (trialquilsilil C₃₋₆)-(alquilo C₁₋₅), fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquiltio C₁₋₃, alquilsulfinilo C₁₋₃, alquilsulfonilo C₁₋₃, halógeno, ciano, o nitro), heteroaril-(alquilo C₁₋₅) (donde el heteroarilo está opcionalmente sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquiltio C₁₋₃, alquilsulfinilo C₁₋₃, alquilsulfonilo C₁₋₃, halógeno, ciano, o nitro), fluoroalquenilo C₂₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilo o heteroarilo sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilamino o heteroarilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; diheteroarilamino o diheteroarilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; fenilamino o fenilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o con nitro; difenilamino o difenilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; o cicloalquilamino C₃₋₇, di(cicloalquil C₃₋₇)amino o cicloalcoxi C₃₋₇; o Rᶜ y Rᵈ, junto con el nitrógeno al que están enlazados, forman un anillo de 4, 5, 6 ó 7 miembros no sustituido que contiene opcionalmente un heteroátomo seleccionado entre O ó S; y Rᵉ es alquilo C₁₋₁₀, alquenilo C₂₋₁₀, alquinilo C₂₋₁₀, fluoroalquilo C₁₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₁₋₁₀, alquilamino C₁₋₅alquilo C₁₋₅, dialquilamino C₂₋₈alquilo C₁₋₅, cicloalquil C₃₋₁₀alquilo C₁₋₅, alcoxi C₁₋₅alquilo C₁₋₅, alqueniloxi C₃₋₅alquilo C₁₋₅, alquiniloxi C₃₋₅alquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil C₁₋₅sulfinilalquilo C₁₋₅, alquil C₁₋₅sulfonilalquilo C₁₋₅, alquil C₂₋₈idenaminoxialquilo C₁₋₅, alquil C₁₋₅carbonilalquilo C₁₋₅, alcoxi C₁₋₅carbonilalquilo C₁₋₅, aminocarbonilalquilo C₁₋₅, alquilamino C₁₋₅carbonilalquilo C₁₋₅, dialquilamino C₂₋₈carbonilalquilo C₁₋₅, alquil C₁₋₅carbonilaminoalquilo C₁₋₅, N-alquil C₁₋₅carbonil-N-alquilamino C₁₋₅alquilo C₁₋₅, trialquil C₃₋₆sililalquilo C₁₋₅, fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), heteroarilalquilo C₁₋₅ (donde el heteroarilo está opcionalmente sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquil C₁₋₃tio, alquil C₁₋₃sulfinilo, alquil C₁₋₃sulfonilo, halógeno, ciano, o nitro), fluoroalquenilo C₂₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilo o heteroarilo sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilamino o heteroarilamino sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; diheteroarilamino o diheteroarilamino sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; fenilamino o fenilamino sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; difenilamino o difenilamino sustituido por 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; o cicloalquil C₃₋₇amino, di(cicloalquil C₃₋₇)amino, cicloalcoxi C₃₋₇, alcoxi C₁₋₁₀, fluoroalcoxi C₁₋₁₀, alquilamino C₁₋₅ o di(alquil C₁₋₄)amino; Rᶠ y Rᵍ son cada uno independientemente uno del otro alquilo C₁₋₁₀, alquenilo C₂₋₁₀, alquinilo C₂₋₁₀, alcoxi C₁₋₁₀, fluoroalquilo C₁₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₁₋₁₀, (alquilamino C₁₋₅)-(alquilo C₁₋₅), (dialquilamino C₂₋₈)-(alquilo C₁₋₅), (cicloalquil C₃₋₇)-(alquilo C₁₋₅), (alcoxi C₁₋₅)-(alquilo C₁₋₅), (alqueniloxi C₃₋₅)-(alquilo C₁₋₅), (alquiniloxi C₃₋₅)-(alquilo C₁₋₅), (alquiltio C₁₋₅)-(alquilo C₁₋₅), (alquilsulfinil C₁₋₅)-(alquilo C₁₋₅), (alquilsulfonil C₁₋₅)-(alquilo C₁₋₅), (alquilidenaminoxi C₂₋₈)-(alquilo C₁₋₅), (alquil C₁₋₅)carbonil-(alquilo C₁₋₅), (alcoxi C₁₋₅)carbonil-(alquilo C₁₋₅), aminocarbonil-(alquilo C₁₋₅), (alquilamino C₁₋₅)carbonil-(alquilo C₁₋₅), (dialquilamino C₂₋₈)carbonil-(alquilo C₁₋₅), (alquil C₁₋₅)carbonilamino-(alquilo C₁₋₅), N-(alquil C₁₋₅)carbonil-N-(alquilamino C₂₋₅)alquilo, (trialquilsilil C₃₋₆)-(alquilo C₁₋₅), fenilalquilo C₁₋₅ (donde el fenilo está opcionalmente sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquiltio C₁₋₃, alquilsulfinilo C₁₋₃, alquilsulfonilo C₁₋₃, halógeno, ciano o nitro), heteroaril-(alquilo C₁₋₅) (donde el heteroarilo está opcionalmente sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, alquiltio C₁₋₃, alquilsulfinilo C₁₋₃, alquilsulfonilo C₁₋₃, halógeno, ciano o nitro), fluoroalquenilo C₂₋₅, cicloalquilo C₃₋₈; fenilo o fenilo sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilo o heteroarilo sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; heteroarilamino o heteroarilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; diheteroarilamino o diheteroarilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; fenilamino o fenilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; difenilamino o difenilamino sustituido con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; o cicloalquilamino C₃₋₇, di(cicloalquil C₃₋₇)amino, cicloalcoxi C₃₋₇, fluoroalcoxi C₁₋₁₀, alquilamino C₁₋₅ o di(alquil C₁₋₄)amino; o benciloxi o fenoxi, donde los grupos bencilo y fenilo están a su vez opcionalmente sustituidos con 1, 2 ó 3 de, independientemente, alquilo C₁₋₃, fluoroalquilo C₁₋₃, alcoxi C₁₋₃, fluoroalcoxi C₁₋₃, halógeno, ciano o nitro; y Rʰ es alquilo C₁₋₁₀, alquenilo C₃₋₁₀, alquinilo C₃₋₁₀, fluoroalquilo C₁₋₁₀, cianoalquilo C₁₋₁₀, nitroalquilo C₁₋₁₀, aminoalquilo C₂₋₁₀, alquilamino C₁₋₅alquilo C₁₋₅, dialquilamino C₂₋₈alquilo C₁₋₅, cicloalquil C₃₋₇alquilo C₁₋₅, alcoxi C₁₋₅alquilo C₁₋₅, alqueniloxi C₃₋₅alquilo C₁₋₅, alquiniloxi C₃₋₅alquilo C₁₋₅, alquil C₁₋₅tioalquilo C₁₋₅, alquil C₁₋₅sulfinilalquilo C₁₋₅, alquil C₁₋₅sulfonilalquilo C₁₋₅, alquil C₂₋₈idenaminoxialquilo C₁₋₅, alquil C₁₋₅carbonilalquilo C₁₋₅, alcoxi C₁₋₅carbonilalquilo C₁₋₅, aminocarbonilalquilo C₁₋₅, alquilamino C₁₋₅carbonilalquilo C₁₋₅, dialquilamino
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