AR044850A1 - Derivados de cetona y oxima pesticidamente - Google Patents

Derivados de cetona y oxima pesticidamente

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Publication number
AR044850A1
AR044850A1 ARP040102161A ARP040102161A AR044850A1 AR 044850 A1 AR044850 A1 AR 044850A1 AR P040102161 A ARP040102161 A AR P040102161A AR P040102161 A ARP040102161 A AR P040102161A AR 044850 A1 AR044850 A1 AR 044850A1
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AR
Argentina
Prior art keywords
alkyl
alkoxy
cycloalkyl
substituted
alkylcarbonyl
Prior art date
Application number
ARP040102161A
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English (en)
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Syngenta Participations Ag
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Publication date
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Publication of AR044850A1 publication Critical patent/AR044850A1/es

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    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
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    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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    • C07D307/78Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
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    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
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Abstract

La presente se refiere a derivados de cetona y oxima, sus posible isómeros E/Z, mezclas isómeras E/Z y/o tautómeros, en cada caso, en forma libre o en forma de sal, un proceso para la preparación de estos compuestos, y su uso; composiciones pesticidas en las cuales el ingrediente activo se ha seleccionado entre dichos compuestos y sales agroquímicamente aceptables de éstos; un proceso para la preparación de dichas composiciones de dichas composiciones, y su uso; material de propagación de plantas tratado con dichas composiciones; y un método para el control de plagas. Reivindicación 1: Un compuesto de fórmula (1) en donde A0, A1 y A2 son, cada uno de manera independiente de los otros, un enlace o un puente alquileno C1-6 no sustituido o sustituido con desde 1 hasta 6 sustituyentes idénticos o diferentes seleccionados entre halógeno y cicloalquilo C3-8; A3 es un puente alquileno C1-6 no sustituido o sustituido con desde 1 hasta 6 sustituyentes idénticos o diferentes seleccionados entre halógeno y cicloalquilo C3-8; Y es O, NR11, S, SO o SO2; M es O o NOR6; X1 y X2 son, cada uno de manera independiente del otro, F, Cl, o Br; R1, R2, y R3 son, cada uno de manera independiente de los otros, H, halógeno, OH, SH, CN, nitro, alquilo C1-6, haloalquilo C1-6, alquilcarbonilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C2-6, -S(=O)-alquilo C1-6, -S(=O)2-alquilo C1-6, alcoxicarbonilo C1-6 o haloalquiniloxi C3-6; en donde los sustituyentes R3 son independientes entre sí cuando m es 2; Q es O, NR11, S, SO o SO2; W es O, NR11, S, SO, SO2, -C(=O)-O-, -O-C(=O)-, -C(=O)-NR11- o -NR11-C(=O)-; T es un enlace, O, NR11, S, SO, SO2, -C(=O)-O-, -O-C(=O)-, -C(=O)-NR11- o -NR11-C(=O)-; D es CH o N; R4 es H, halógeno, OH, SH, CN, nitro, alquilo C1-6, haloalquilo C1-6, alquilcarbonilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6,alquiniloxi C2-6, -S(=O)-alquilo C1-6, -S(=O)2-alquilo C1-6, alcoxicarbonilo C1-6, haloalquiniloxi C3-6, NH2, NH(alquilo C1-6) o N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí; y donde los sustituyentes R4 son independientes entre sí cuando k es mayor a 1; R5 es alquilo C1-12 sustituido con desde 1 hasta 5 sustituyentes seleccionados del grupo formado por -N3, NO2, OH, cicloalquilo C3-8, cicloalcoxi C3-8, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquinilo C3-6, haloalquiniloxi C3-6, cicloalquilo C3-8-alcoxi C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxi C1-6-alcoxi C1-6, -P(=O)(Oalquilo C1-6)2, -S(O)q-R13, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí -N(R7)2 en donde los dos R7 son independientes entre sí, y -NR14S(O)qR15; cicloalquilo C3-8 sustituido con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados del grupo formado por alquilo C1-6, halógeno, CN, NO2, OH, alcoxi C1-6, haloalcoxi C1-6, NH2, NH(alquilo C1-6) y N(alquilo C1-6)2 en donde los dos grupos alquilo son independientes entre sí; -N(R7)2 en donde los dos R7son independientes entre sí; -C(=O)-O-R8, -C(=O)-R9; -C(=O)-NH-R9, -C(=N-O-R9)R10; -C(=N-NH-R9)R10; alquenilo C2-6; alquinilo C2-6; heterociclilo o -NR14S(O)qR15 en donde los radicales alquenilo y alquinilo no están sustituidos o, según las posibilidades de sustitución, están sustituidos con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados del grupo formado por halógeno, -N3, CN, NO2, OH, cicloalquilo C3-8, alcoxi C1-6, haloalcoxi C1-6,alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquiniloxi C3-6, cicloalquilo C3-8-alcoxi C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquilcarbonilo C1-6-alquilo C1-6, alcoxicarbonilo C1-6-alquilo C1-6, haloalquinilo C3-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alqueniloxi C2-6-alquilo C1-6, haloalqueniloxi C2-6-alquilo C1-6, alquiniloxi C3-6-alquilo C1-6, -P(=O)(Oalquilo C1-6)2, -S(O)q-R13, NH2, NH(alquilo C1-6) y N(alquilo C1-6)2, en donde lo dos grupos alquilo son independientes entre sí; y en donde el radical heterociclilo mencionado en R5 no está sustituido, o según las posibilidades de sustitución, está sustituido con desde 1 hasta 5 sustituyentes seleccionados entre halógeno, CN, NO2, OH, SH, alquilo C1-6, haloalquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C3-6, cicloalquilo C3-8, cicloalquilo C3-8-alquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquiniloxi C3-6, cicloalquilo C3-8-alcoxi C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquilcarbonilo C1-6-alquilo C1-6, alcoxicarbonilo C1-6-alquilo C1-6, alquiltio C1-6, alqueniltio C2-6, alquiniltio C3-6, cicloalquilo C3-6-alquiltio C1-6, haloalquinilo C3-6, haloalqueniltio C2-6, haloalquiltio C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alqueniloxi C2-6-alquilo C1-6, haloalqueniloxi C2-6-alquilo C1-6, alquiniloxi C3-6-alquilo C1-6, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí, alquilcarbonilamino C1-6, halolquilcarbonilamino C1-6, alcoxicarbonilamino C1-6 y alquilaminocarbonilamino C1-6; o cuando A0 es un puente alquileno C1-6, R5 es alquileno C2-6 unido a uno de los átomos de C de A0; o cuando R4 y un grupo -C(=NOR6)R5 se encuentran en posición orto uno respecto del otro, R4 y R5 forman juntos un puente alquileno C2-6, en donde uno o dos grupos CH2, cada uno independientemente del otro, pueden ser reemplazados con O, NR12, S o SO, y en donde los grupos CH2 no están sustituidos o estén mono- o di-sustituidos con halógeno, OH, SH, CN, nitro, alquilo C1-6, haloalquilo C1-6, alcoxi C1-6 o haloalcoxi C1-6;R6 es H, alquilo C1-12, cicloalquilo C3-8, alquilcarbonilo C1-6, alquenilo C2-6, alquinilo C2-6, arilo, heterociclilo o bencilo, en donde los radicales alquilo, cicloalquilo, alquenilo y alquinilo no están sustituidos o, según las posibilidades de sustitución, están sustituidos con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados del grupo formado por halógeno, -N3, CN, NO2, OH, SH, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquiniloxi C3-6, cicloalquilo C3-8-alcoxi C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquilcarbonilo C1-6-alquilo C1-6,alcoxicarbonilo C1-6-alquilo C1-6, alquiltio C1-6, alqueniltio C2-6, alquiniltio C3-6, cicloalquilo C3-6-alquiltio C1-6, haloalquinilo C3-6, haloalqueniltio C2-6, haloalquiltio C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alqueniloxi C2-6-alquilo C1-6, haloalqueniloxi C2-6-alquilo C1-6, alquiniloxi C3-6-alquilo C1-6, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí, alquilcarbonilamino C1-6, haloalquilcarbonilamino C1-6, alcoxicarbonilamino C1-6 y alquilaminocarbonilamino C1-6; y los radicales arilo, heterociclilo y bencilo no están sustituidos, o según las posibilidades de sustitución, están sustituidos con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados del grupo formado por halógeno, CN, NO2, OH, SH, alquilo C1-6, haloalquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C3-6, cicloalquilo C3-8, cicloalquilo C3-8-alquilo C1-6, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6, haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquiniloxi C3-6, cicloalquilo C3-8-alcoxi C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6,alquilcarbonilo C1-6-alquilo C1-6, alcoxicarbonilo C1-6-alquilo C1-6, alquiltio C1-6, alqueniltio C2-6, alquiniltio C3-6, cicloalquilo C3-6-alquiltio C1-6, haloalquinilo C3-6, haloalqueniltio C2-6, haloalquiltio C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alqueniloxi C2-6-alquilo C1-6, haloalqueniloxi C2-6-alquilo C1-6, alquiniloxi C3-6-alquilo C1-6, NH2, NH(alquilo C1-6), NH(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí, alquilcarbonilamino C1-6, haloalquilcarbonilamino C1-6, alcoxicarbonilamino C1-6 y alquilaminocarbonilamino C1-6; R7 es H, alquilo C1-6, haloalquilo C1-3, alquilcarbonilo C1-6, haloalquilcarbonilo C1-3, alcoxicarbonilo C1-6, cicloalquilo C3-8, cicloalquilcarbonilo C3-8 o formilo; R8 es H, alquilo C1-12 sustituido con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados entre halógeno, -N3, CN, NO2, OH, alcoxi C1-6, alquiltio C1-6, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí, y alquilcarbonilamino C1-6; cicloalquilo C3-8, alquilcarbonilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, haloalquinilo C2-6, arilo, heterociclilo o bencilo, en donde los radicales arilo, heterociclilo y bencilo no están sustituidos o, según las posibilidades de sustitución, están sustituidos con desde 1 hasta 5 sustituyentes seleccionados del grupo formado por halógeno, CN, NO2, OH, haloalquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C3-6, cicloalquilo C3-8, alcoxi C1-6, haloalcoxi C1-6, alqueniloxi C2-6,haloalqueniloxi C2-6, alquiniloxi C3-6, haloalquiniloxi C3-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquiltio C1-6, alqueniltio C2-6, alquiniltio C3-6, alquiltio C1-6, haloalquinilo C3-6, haloalquiltio C1-6, alcoxi C1-6-alquilo C1-6, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, alquilcarbonilamino C1-6, haloalquilcarbonilamino C1-6, alcoxicarbonilamino C1-6 y alquilaminocarbonilamino C1-6; R9 es H, alquilo C1-12 no sustituido o sustituido con desde 1 hasta 5 sustituyentes idénticos o diferentes seleccionados entre halógeno, CN; NO2, OH, alcoxi C1-6, alquiltio C1-6, NH2, NH(alquilo C1-6), N(alquilo C1-6)2, en donde los dos grupos alquilo son independientes entre sí, y alquilcarbonilamino C1-6; cicloalqui
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