AR046943A1 - Derivados de 2-piridiniletilbenzamida, un procedimiento para su preparacion, composiciones fungicidas que lo contienen y su uso en el control de hongos fitopatogenos - Google Patents

Derivados de 2-piridiniletilbenzamida, un procedimiento para su preparacion, composiciones fungicidas que lo contienen y su uso en el control de hongos fitopatogenos

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Publication number
AR046943A1
AR046943A1 ARP040104698A ARP040104698A AR046943A1 AR 046943 A1 AR046943 A1 AR 046943A1 AR P040104698 A ARP040104698 A AR P040104698A AR P040104698 A ARP040104698 A AR P040104698A AR 046943 A1 AR046943 A1 AR 046943A1
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Argentina
Prior art keywords
alkyl
halogen atoms
group
halogenoalkyl
sulfanyl
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ARP040104698A
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English (en)
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Bayer Cropscience Sa
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Publication of AR046943A1 publication Critical patent/AR046943A1/es

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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
    • A01N43/34—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/24—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
    • C07D213/26—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/24—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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/40—Acylated substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/24—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
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D213/61—Halogen atoms or nitro radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pyridine Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Un procedimiento para preparar este compuesto. Una composicion fungicida que comprende un compuesto de formula general (1). Un método para tratar plantas mediante aplicacion de un compuesto de formula general (1) o una composicion que lo comprende. Reivindicacion 1: Un compuesto de formula general (1), en la que: n es 1, 2 o 3; p es 1, 2, 3 o 4; Ra es un halogenoalquilo (C1-6) que tiene de 1 a 5 átomos de halogeno; cada sustituyente X se elige, independientemente de los otros, para que sea un átomo de hidrogeno, un átomo de halogeno, un alquilo (C1-6) o un halogenoalquilo (C1-6); R1 y R2 se eligen independientemente uno de otro para que sean un átomo de hidrogeno, un átomo de halogeno, un grupo ciano, un grupo hidroxi, un grupo amino, un grupo sulfanilo, un grupo formilo, un grupo formiloxi, un grupo formilamino, un grupo carboxi, un grupo carbamoilo, un grupo N-hidroxicarbamoilo, un grupo carbamato, un grupo (hidroxiimino)alquilo(C1-6), un alquilo (C1-6), un alquenilo (C2-6), un alquinilo (C2-6), un alquil(C1-6)amino, un dialquil(C1-6)amino, un alcoxi (C1-6), un halogenoalquilo (C1-6) que tiene de 1 a 5 átomos de halogeno, un halogenoalcoxi (C1-6) que tiene de 1 a 5 átomos de halogeno, un alquil(C1- 6)sulfanilo, un halogenoalquil(C1-6)sulfanilo que tiene de 1 a 5 átomos de halogeno, un alquenil(C2-6)oxi, un halogenoalquenil(C2-6)oxi que tiene de 1 a 5 átomos de halogeno, un alquinil(C3-6)oxi, un halogenoalquinil(C3-6)oxi que tiene de 1 a 5 átomos de halogeno, un cicloalquilo (C3-6), un halogenocicloalquilo (C3-6) que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carbonilo, un halogenoalquil(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carbamoilo, un dialquil(C1-6)carbamoilo, un N-alquil(C1-6)oxicarbamoilo, un alcoxi(C1-6)carbamoilo, un N-alquil(C1-6)-alcoxi(C1-6)carbamoilo, un alcoxi(C1-6)carbonilo, un halogenoalcoxi(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1- 6)carboniloxi, un halogenoalquil(C1-6)carboniloxi que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carbonilamino, un halogenoalquil(C1-6)carbonilamino que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)aminocarboniloxi, un dialquil(C1- 6)aminocarboniloxi, un alquil(C1-6)oxicarboniloxi, un alquil(C1-6)sulfenilo, un halogenoalquil(C1-6)sulfenilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfinilo, un halogenoalquil(C1-6)sulfinilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfonilo, un halogenoalquil(C1-6)sulfonilo que tiene de 1 a 5 átomos de halogeno, un bencilo, un benciloxi, un bencilsulfanilo, un bencilsulfinilo, un bencilsulfonilo, un bencilamino, un fenoxi, un fenilsulfanilo, un fenilsulfinilo, un fenilsulfonilo, un fenilamino, un fenilcarbonilamino, un grupo 2,6-diclorofenil-carbonilamino o un grupo fenilo; o R1 y R2 pueden formar juntos un ciclopropilo, un ciclobutilo, un ciclopentilo o un ciclohexilo; R3 y R4 se eligen independientemente uno de otro para que sean un átomo de hidrogeno, un átomo de halogeno, un grupo ciano, un grupo hidroxi, un grupo amino, un grupo sulfanilo, un grupo formilo, un grupo carboxi, un grupo carbamoilo, un grupo N-hidroxicarbamoilo, un grupo carbamato, un grupo (hidroxiimino)alquilo(C1-6), un alquilo (C1-6), un alquenilo (C2-6), un alquinilo (C2-6), un alquil(C1-6)amino, un dialquil(C1-6)amino, un alcoxi (C1-6), un halogenoalquilo (C1-6) que tiene de 1 a 5 átomos de halogeno, un halogenoalcoxi (C1- 6) que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfanilo, un halogenoalquil(C1-6)sulfanilo que tiene de 1 a 5 átomos de halogeno, un alquenil(C2-6)oxi, un halogenoalquenil(C2-6)oxi que tiene de 1 a 5 átomos de halogeno, un alquinil(C3- 6)oxi, un halogenoalquinil(C3-6)oxi que tiene de 1 a 5 átomos de halogeno, un cicloalquilo (C3-6), un halogenocicloalquilo (C3-6) que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carbonilo, un halogenoalquil(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un N-alquil(C1-6)oxicarbamoilo, un alcoxi(C1-6)carbamoilo, un N-alquil(C1-6)-alcoxi(C1-6)carbamoilo, un halogenoalcoxi(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carboniloxi, un halogenoalquil(C1- 6)carboniloxi que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carbonilamino, un halogenoalquil(C1-6)carbonilamino que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)aminocarboniloxi, un dialquil(C1-6)aminocarboniloxi, un alquil(C1- 6)oxicarboniloxi, un alquil(C1-6)sulfenilo, un halogenoalquil(C1-6)sulfenilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfinilo, un halogenoalquil(C1-6)sulfinilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfonilo, un halogenoalquil(C1-6)sulfonilo que tiene de 1 a 5 átomos de halogeno, un bencilo, un benciloxi, un bencilsulfanilo, un bencilsulfinilo, un bencilsulfonilo, un bencilamino, un fenoxi, un fenilsulfanilo, un fenilsulfinilo, un fenilsulfonilo, un fenilamino, un fenilcarbonilamino, un grupo 2,6-diclorofenil-carbonilamino o un grupo fenilo; con la condicion de que, cuando tres de los cuatro sustituyentes R1, R2, R3 y R4 son un átomo de hidrogeno, entonces el cuarto sustituyente no es un átomo de hidrogeno; R5 se elige para que sea un átomo de hidrogeno, un grupo ciano, un grupo formilo, un grupo hidroxi, un alquilo (C1-6), un halogenoalquilo (C1-6) que tiene de 1 a 5 átomos de halogeno, un alcoxi (C1-6), un halogenoalcoxi (C1-6) que tiene de 1 a 5 átomos de halogeno, un halogenocicloalquilo (C3-6) que tiene de 1 a 5 átomos de halogeno, un alquenilo (C2-6), un alquinilo (C2-6), un alcoxi (C1-6)-alquilo(C1-6), un cianoalquilo (C1-6), un aminoalquilo (C1-6), un alquil(C1- 6)aminoalquilo(C1-6), un dialquil(C1-6)aminoalquilo(C1-6), un alquil(C1-6)carbonilo, un halogenoalquil(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)oxicarbonilo, un cicloalquilo (C3-7), un halogenocicloalquilo (C3-7) que tiene de 1 a 5 átomos de halogeno, un cicloalquil(C3-7)-alquilo(C1-6), un bencil(C1-6)oxicarbonilo, un alcoxi(C1-6)-alquil(C1-6)carbonilo, un alquil(C1-6)sulfonilo o un halogenoalquil(C1-6)sulfonilo que tiene de 1 a 5 átomos de halogeno, Y es igual o diferente y es un átomo de hidrogeno, un átomo de halogeno, un grupo nitro, un grupo ciano, un grupo hidroxi, un grupo amino, un grupo sulfanilo, un grupo pentafluoro-l6-sulfanilo, un grupo formilo, un grupo formiloxi, un grupo formilamino, un grupo carboxi, un alquilo (C1-8), un halogenoalquilo (C1-8), que tiene de 1 a 5 átomos de halogeno, un alquenilo (C2-8), un alquinilo (C2-8), un alquil(C1-8)amino, un dialquil(C1-8)amino, un alcoxi (C1-8), un halogenoalcoxi (C1-8) que tiene de 1 a 5 átomos de halogeno, un alcoxi(C1-8)-alquenilo(C2-8), un alquil(C1-8)sulfanilo, un halogenoalquil(C1-8)sulfanilo que tiene de 1 a 5 átomos de halogeno, un alcoxi(C1-8)carbonilo, un halogenoalcoxi(C1-8)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-8)carboniloxi, un halogenoalquil(C1-8)carboniloxi que tiene de 1 a 5 átomos de halogeno, un alquil(C1-8)sulfenilo, un halogenoalquil(C1-8)sulfenilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-8)sulfinilo, un halogenoalquil(C1- 8)sulfinilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-8)sulfonilo, un halogenoalquil(C1-8)sulfonilo que tiene de 1 a 5 átomos de halogeno o una alquil(C1-8)sulfonamida; y Rb un átomo de halogeno, un grupo nitro, un grupo ciano, un grupo amino, un grupo sulfanilo, un grupo pentafluoro-l6-sulfanilo, un grupo formilo, un grupo formiloxi, un grupo formilamino, un grupo carboxi, un alquilo (C1-6), un halogenoalquilo (C1-6), que tiene de 1 a 5 átomos de halogeno, un alquenilo (C2-6), un alquinilo (C2-6), un alquil(C1-6)amino, un dialquil(C1-6)amino, un alcoxi (C1-6), un halogenoalcoxi (C1-6) que tiene de 1 a 5 átomos de halogeno, un alcoxi(C1-6)-alquenilo(C2-6), un alquil(C1-6)sulfanilo, un halogenoalquil(C1- 6)sulfanilo que tiene de 1 a 5 átomos de halogeno, un alcoxi(C1-6)carbonilo, un halogenoalcoxi(C1-6)carbonilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)carboniloxi, un halogenoalquil(C1-6)carboniloxi que tiene de 1 a 5 átomos de halogeno, un alquil(C1- 6)sulfenilo, un halogenoalquil(C1-6)sulfenilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfinilo, un halogenoalquil(C1-6)sulfinilo que tiene de 1 a 5 átomos de halogeno, un alquil(C1-6)sulfonilo, un halogenoalquil(C1-6)sulfonilo que tiene de 1 a 5 átomos de halogeno o una alquil(C1-6)sulfonamida; así como sus sales, N-oxidos, complejos metálicos, complejos metaloides e isomeros opticamente activos. Reivindicacion 17: Un procedimiento para la preparacion de un compuesto de formula general (1), como se define en cualquiera de las reivindicaciones 1 a 16, que comprende hacer reaccionar un derivado de 2-piridina de formula general (2) o una de sus sales: en la que X, n, Ra, R1, R2, R3, R4 y R5 son como en cualquiera de las reivindicaciones precedentes; con un derivado de ácido carboxílico de formula general (3), en la que: Y, p y Rb son como se define en cualquiera de las reivindicaciones precedentes; y L2 es un grupo saliente que se elige para que sea un átomo de halogeno, un grupo hidroxilo, -OR6, -OCOR6, siendo R6 un alquilo (C1-6), un haloalquilo (C1-6), un bencilo, 4-metoxibencilo, pentafluorofenilo o un grupo de formula (4), en presencia de un catalizador y, si L2 es un grupo hidroxilo, en presencia de un agente de condensacion.
ARP040104698A 2003-12-19 2004-12-16 Derivados de 2-piridiniletilbenzamida, un procedimiento para su preparacion, composiciones fungicidas que lo contienen y su uso en el control de hongos fitopatogenos AR046943A1 (es)

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US (1) US7560567B2 (es)
EP (1) EP1694648B1 (es)
JP (1) JP4861826B2 (es)
KR (1) KR101161186B1 (es)
CN (1) CN100471839C (es)
AR (1) AR046943A1 (es)
BR (1) BRPI0417104B1 (es)
CR (1) CR8507A (es)
ES (1) ES2547717T3 (es)
MX (1) MXPA06006802A (es)
TW (1) TWI368482B (es)
WO (1) WO2005058828A1 (es)

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TWI435863B (zh) * 2006-03-20 2014-05-01 Nihon Nohyaku Co Ltd Ｎ-２-（雜）芳基乙基甲醯胺衍生物及含該衍生物之蟲害防治劑
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EP2041091A1 (en) * 2006-07-06 2009-04-01 Bayer CropScience SA N-[(pyridin-2-yl) methoxy]benzamide derivatives and related compounds as fungicides
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EP3109234A4 (en) 2014-02-18 2017-07-05 Nissan Chemical Industries, Ltd. Alkynylpyridine-substituted amide compound and noxious organism control agent
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WO2005058828A1 (en) 2005-06-30
BRPI0417104B1 (pt) 2017-08-01
KR101161186B1 (ko) 2012-07-02
US7560567B2 (en) 2009-07-14
US20070099965A1 (en) 2007-05-03
CR8507A (es) 2007-09-14
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BRPI0417104A (pt) 2007-02-06
TW200520688A (en) 2005-07-01
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