AR071715A1 - Derivados de pirimidina sustituida y metodo para controlar el crecimiento de plantas perjudiciales mediante su aplicacion - Google Patents

Derivados de pirimidina sustituida y metodo para controlar el crecimiento de plantas perjudiciales mediante su aplicacion

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AR071715A1
AR071715A1 ARP090101706A ARP090101706A AR071715A1 AR 071715 A1 AR071715 A1 AR 071715A1 AR P090101706 A ARP090101706 A AR P090101706A AR P090101706 A ARP090101706 A AR P090101706A AR 071715 A1 AR071715 A1 AR 071715A1
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Argentina
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optionally substituted
alkyl
cycloalkyl
alkoxy
haloalkyl
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Syngenta Ltd
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    • 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
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/707—1,2,3- or 1,2,4-triazines; Hydrogenated 1,2,3- or 1,2,4-triazines
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—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
    • A01N43/80—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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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • 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
    • A01N43/72—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
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D405/04—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 directly linked by a ring-member-to-ring-member bond
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    • C07D409/04—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 directly linked by a ring-member-to-ring-member bond
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    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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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
    • C07D471/04—Ortho-condensed systems

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

La presente se relaciona con derivados de pirimidina sustituida, como as¡ tambien con los N-oxidos y las sales aceptables para la agricultura de los mismos, y con su uso para controlar el crecimiento de plantas perjudiciales, en especial en cultivos de plantas utiles. Abarca adem s composiciones herbicidas que comprenden dichos compuestos, N-oxidos y/o sales, como as¡ tambien mezclas de los mismos con uno o m s ingredientes activos adicionales (como por ejemplo un herbicida, fungicida, insecticida y/o regulador del crecimiento de las plantas) y/o un agente protector. Reivindicacion 1: Un metodo para controlar el crecimiento de plantas perjudiciales, que comprende aplicar a dichas plantas perjudiciales un compuesto de la formula (1) o una sal o N-oxido del mismo, donde A es un anillo heteroarom tico de 5 o 6 miembros que contiene 1-4 hetero tomos y que est  optativamente sustituido con 1-4 grupos R1, donde dicho o dichos hetero tomo(s) se seleccionan de O, N y S siempre que dicho anillo heteroarom tico contenga solo un  tomo de O o un  tomo de S; cada R1 es independientemente: halogeno, ciano, nitro, azido, hidroxi, alquilo optativamente sustituido con uno o m s Ra, alquenilo optativamente sustituido con uno o m s Rb, alquinilo optativamente sustituido con uno o m s Rc, cicloalquilo optativamente sustituido con uno o m s Rd, o ORaa, S(O)aRbb, C(O)Rcc, NRddRee, SiRffRggRhh P(O)RiiRjj, o B(ORkk)(ORLL); o 2 grupos R1 adyacentes, junto con  tomos a los cuales est n unidos forman un anillo de 5 a 7 miembros, anillo que optativamente contiene 1 o 2 hetero tomos seleccionados de O, S y N, y que est  optativamente sustituido con 1-4 grupos R3; cada R3 es independientemente halogeno, ciano, nitro, hidroxi, alquilo optativamente sustituido con uno o m s Ra; alquenilo optativamente sustituido con uno o m s Rb; alquinilo optativamente sustituido con uno o m s Rc; cicloalquilo optativamente sustituido con uno o m s Rd; Oraa, S(O)aRbb; C(O)Rcc, NRddRee, SiRffRggRhh, P(O)RiiRjj o B(ORkk)(ORLL); o dos grupos geminales R3 cualesquiera que juntos forman un grupo seleccionado de: oxo; =CRmmRnn, =NORoo, y =NRpRq; cada Ra es independientemente: halogeno, ciano, nitro, hidroxi, cicloalquilo, ORaa, S(O)aRbb, C(O)Rcc, o NrddRee; cada Rb es independientemente: halogeno, ciano, nitro, hidroxi, alcoxi, S(O)2Rbb, C(O)Rcc, o P(O)RiiRjj; cada Rc es independientemente: halogeno, ciano, alcoxi, S(O)2Rbb, C(O)Rcc, o SiRffRggRhh; cada Rd es independientemente: halogeno, ciano, nitro, hidroxi, alquilo, alquenilo, alquinilo, cicloalquilo, alcoxi, S(O)aRbb, o C(O)Rcc; cada Raa es independientemente: alquilo, haloalquilo, alcoxialquilo, cicloalquilalquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, cicloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfonilo, haloalquilsulfonilo, aminocarbonilo, alquilaminocarbonilo, dialquilaminocarbonilo, alquilimino, o dialquilimino; a es un numero entero seleccionado de 0, 1 y 2; cada Rbb es independientemente: alquilo, haloalquilo, alcoxialquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, cicloalquilo, o alquilcarbonilamino; cada Rcc es H, hidroxi, alquilo, haloalquilo, alcoxialquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, cicloalquilo, alcoxi, haloalcoxi, alcoxialcoxi, arilalcoxi, cicloalcoxi, amino, alquilamino, dialquilamino, o alquilsulfonilamino; Rdd es: hidrogeno, alquilo, haloalquilo, alcoxialquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, cicloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfonilo, haloalquilsulfonilo, aminocarbonilo, alquilaminocarbonilo, o dialquilaminocarbonilo; Ree es: hidrogeno, alquilo, haloalquilo, alcoxialquilo, alquenilo, haloalquenilo, alquinilo, haloalquinilo, o cicloalquilo; o Rdd y Ree, junto con el  tomo de N al cual est n unidos forman un anillo de 4-6 miembros, que optativamente contiene un hetero tomo adicional seleccionado de O, N y S, anillo que est  optativamente sustituido con 1-4 grupos seleccionados de: halogeno, alquilo, alcoxi, alquilcarbonilo, alcoxicarbonilo, y oxo; Rff, Rgg, y Rhh son, en cada caso de manera independiente, alquilo o haloalquilo; Rii es alquilo, haloalquilo, alcoxi, o haloalcoxi; Rjj es alcoxi o haloalcoxi; Rkk y RLL son, en cada caso de manera independiente, hidrogeno o alquilo; o Rkk y RLL junto con los  tomos de O y el  tomo B al cual est n unidos, forman un anillo heteroc¡clico de 5 o 6 miembros optativamente sustituido con 1-4 grupos alquilo; Rmm es: hidrogeno, halogeno, ciano, nitro, alquilo, haloalquilo, alcoxialquilo, cicloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfonilo, haloalquilsulfonilo, aminocarbonilo, alquilaminocarbonilo, o dialquilaminocarbonilo; Rnn es H, halogeno, ciano, nitro, alquilo, haloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, alquilsulfonilo, haloalquilsulfonilo, aminocarbonilo, alquilaminocarbonilo o dialquilaminocarbonilo; Roo es H, alquilo, haloalquilo, alcoxialquilo, cicloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, haloalcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo, o dialquilaminocarbonilo; Rpp es H, alquilo, haloalquilo, alcoxialquilo, o cicloalquilo, Rqq es H, alquilo, haloalquilo, alcoxialquilo, cicloalquilo, alquilcarbonilo, haloalquilcarbonilo, alcoxicarbonilo, aminocarbonilo, alquilaminocarbonilo, o dialquilaminocarbonilo; o Rpp y Rqq junto con el nitrogeno al cual est n unidos forman un anillo de 5 o 6 miembros optativamente sustituido, donde dicho anillo contiene optativamente un hetero tomo adicional seleccionado de O, S y N; donde dicha sustitucion o dichas sustituciones se seleccionan de halogeno y alquilo; X es nitro, azido, halogeno, alcoxi optativamente sustituido, aminoxi optativamente sustituido, o NR5R6, donde R5 es hidrogeno, alquilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, formilo, alquilcarbonilo optativamente sustituido siempre que dicha sustitucion no comprenda una porcion arilo, cicloalquilcarbonilo optativamente sustituido, alquenilcarbonilo optativamente sustituido, alquinilcarbonilo optativamente sustituido, fenilcarbonilo optativamente sustituido, heteroarilcarbonilo optativamente sustituido, aminocarbonilo optativamente sustituido, alcoxicarbonilo optativamente sustituido, alquilsulfonilo optativamente sustituido, cicloalquilsulfonilo optativamente sustituido, alquenilsulfonilo optativamente sustituido, alquinilsulfonilo optativamente sustituido, fenilsulfonilo optativamente sustituido, amino optativamente sustituido, hidroxi, alcoxi optativamente sustituido, cicloalcoxi optativamente sustituido, alquilcarboniloxi optativamente sustituido, alcoxicarboniloxi optativamente sustituido, aminocarboniloxi optativamente sustituido, alquenilo optativamente sustituido, siempre que dicha sustitucion no comprenda un sistema de anillos, alquinilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, N=CRgRh, ciano, sililo optativamente sustituido, o fosfonilo optativamente sustituido; y R6 es hidrogeno, alquilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, alquenilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, o alquinilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos; o R5 y R6 juntos forman un grupo =C(Ri)ORj, =C(Rk)SRL, =C(Rm)NRnRo; o R5 y R6 junto con el  tomo de N al cual est n unidos, forman un sistema de anillos de 3-8 miembros optativamente sustituido, donde dicho sistema de anillos contiene optativamente 1-3 hetero tomos adicionales independientemente seleccionados de O, S y N; Rg es: hidrogeno, alquilo optativamente sustituido, cicloalquilo optativamente sustituido, fenilo optativamente sustituido, heteroarilo optativamente sustituido, amino optativamente sustituido, alcoxi optativamente sustituido, fenoxi optativamente sustituido, alquiltio optativamente sustituido, o feniltio optativamente sustituido; Rh es alquilo optativamente sustituido, cicloalquilo optativamente sustituido, fenilo optativamente sustituido, heteroarilo optativamente sustituido, amino optativamente sustituido, alcoxi optativamente sustituido, o alquiltio optativamente sustituido; o Rg y Rh junto con el  tomo de C al cual est n unidos, forman un sistema de anillos de 5-7 miembros optativamente sustituido; Ri es hidrogeno, alquilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, amino optativamente sustituido, alcoxi optativamente sustituido, o alquiltio optativamente sustituido; Rj es alquilo optativamente sustituido o cicloalquilo optativamente sustituido; Rk es hidrogeno, alquilo optativamente sustituido siempre que dicha sustitucion no comprenda un sistema de anillos, amino optativamente sustituido, o alquiltio optativamente sustituido; RL es alquilo optativamente sustituido, o cicloalquilo optativamente sustituido; Rm es hidrogeno, alquilo optativamente sustituido, cicloalquilo optativamente sustituido, fenilo optativamente sustituido, heteroarilo optativamente sustituido, o amino optativamente sustituido; Rn y Ro son, en cada caso de manera independiente, hidrogeno, alquilo optativamente sustituido, o cicloalquilo optativamente sustituido; Y es halogeno, ciano, alquilo optativamente sustituido, cicloalquilo optativamente sustituido, alquenilo optativamente sustituido, alquinilo optativamente sustituido, fenilo optativamente sustituido, heteroarilo optativamente sustituido, alcoxi optativamente sustituido, alquiltio optativamente sustituido, alquilsulfinilo optativamente sustituido, alquilsulfonilo optativamente sustituido, dialquilfosfonilo optativamente sustituido o trialquilsililo optativamente sustituido; Z es (T)m-(U)n-V, donde m es un numero entero de 0 a 1; n es un numero entero seleccionado de 0,
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