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AR049832A1 - Piridinas 2-sustituidas, procedimientos para su obtencion y el uso de las mismas para combatir hongos nocivos - Google Patents

Piridinas 2-sustituidas, procedimientos para su obtencion y el uso de las mismas para combatir hongos nocivos

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Publication number
AR049832A1
AR049832A1 ARP050102602A ARP050102602A AR049832A1 AR 049832 A1 AR049832 A1 AR 049832A1 AR P050102602 A ARP050102602 A AR P050102602A AR P050102602 A ARP050102602 A AR P050102602A AR 049832 A1 AR049832 A1 AR 049832A1
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AR
Argentina
Prior art keywords
alkyl
cycloalkyl
cyano
group
alkynyl
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ARP050102602A
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English (en)
Inventor
Joachim Rheinnheimer
Frank Schieweck
Thomas Grote
Carsten Blettner
Markus Gewehr
Wassilios Grammenos
John B Speakman
Maria Scherer
Siegfried Strathmann
Reinhard Stierl
Anja Schwoegler
Udo Huenger
Bernd Mueller
Peter Schaefer
Ulrich Schofi
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Basf Ag
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Publication of AR049832A1 publication Critical patent/AR049832A1/es

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    • 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
    • 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
    • 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
    • A01N43/48—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
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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
    • A01N43/64—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
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    • 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
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    • 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
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    • 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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    • 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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    • 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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    • 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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    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
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  • Zoology (AREA)
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  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)
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Abstract

Productos intermedios para la preparacion de las mismas, productos pesticidas que las contienen y procedimientos para combatir hongos nocivos y pestes animales, valiéndose de los compuestos segun la presente. Reivindicacion 1: Piridinas 2- sustituidas de la formula (1), en la que el índice y los sustituyentes tienen los significados siguientes: X1, X2: uno de los miembros de anillo, respectivamente, significa N, el otro significa C-H- o C-halogeno; Y significa un grupo -CH-R1-, -N-R1- , -O- o -S-; R1, R2 significan, independientemente, C1-8-alquilo, C2-8-alquenilo, C2-8-alquinilo, C3-6-cicloalquilo, C3-6-halogenocicloalquilo, pudiendo R1 y R2 a su vez estar parcialmente o completamente halogenados o llevar uno a cuatro grupos Rv; Rv significa ciano, C1-6-alquilo, C3-6-cicloalquilo, C4-6-cicloalquenilo, hidroxi, C1-6-alcoxi, C2-8-alqueniloxi, C2-8-alquiniloxi, C3-6-cicloalquiloxi, C4-6-cicloalqueniloxi, C1-6-alquiltio, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A, N(A')-C(=O)-A, N(A'')-C(=O)-N(A')A, S(=O)m-A, S(=O)m-O-A o S(=O)m-N(A')A o fenilo, pudiendo la parte de fenilo llevar uno a tres radicales seleccionados del grupo: halogeno, C1-6-alquilo, C2-6-alquenilo, C2-6-alquinilo, C3-6-cicloalquilo, C1- 6-halogenoalquilo, C1-6-alcoxi, ciano, nitro, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A; R1 puede significar, adicionalmente, hidrogeno; R1 y R2 también pueden formar junto con el átomo de nitrogeno o de carbono, al que están unidos, un anillo saturado o no saturado de cinco o seis miembros, que puede estar interrumpido por un grupo éter-(-O-), carbonilo-(C=O)-; tio-(-S-), sulfoxilo-(-S[=O]-) o sulfenilo-(-SO2-) u otro grupo amino-(-N(Ra)- adicional, donde Ra significa hidrogeno o C1-6-alquilo, y/o contener uno o varios sustituyentes del grupo: halogeno, C1-6-alquilo, C1-6-halogenoalquilo y oxi-C1-3-alqueniloxi; donde R1, R2 tienen, preferentemente, los significados siguientes: R1, R2 significan, independientemente, C1-6- alquilo, C2-6-alquenilo, C2-6-alquinilo, C3-6-cicloalquilo, C3-6-halogenocicloalquilo, pudiendo los grupos alifáticos de las definiciones de los radicales R1 y R2 a su vez estar parcialmente o completamente halogenados o llevar uno a cuatro grupos Rv; Rv significa ciano, C3-6-cicloalquilo, C4-6-cicloalquenilo, hidroxi, C1-6-alcoxi, C2-8-alqueniloxi, C2-8-alquiniloxi, C3-6-cicloalquiloxi, C4-6-cicloalqueniloxi, C1-6-alquiltio, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A, N(A')- C(=O)-A, N(A'')-C(=O)-N(A')A, S(=O)m-A, S(=O)m-O-A o S(=O)m-N(A')A o fenilo, pudiendo la parte de fenilo llevar uno a tres radicales seleccionados del grupo: halogeno, C1-6-alquilo, C2-6-alquenilo, C2-6-alquinilo, C3-6- cicloalquilo, C1-6- halogenoalquilo, C1-6-alcoxi, ciano, nitro, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A; R1 puede significar, adicionalmente hidrogeno; R1 y R2 también pueden formar junto con el átomo de nitrogeno o de carbono, al que están unidos, un anillo saturado o no saturado de cinco o seis miembros, que puede estar interrumpido por un grupo éter-(-O-), carbonilo-(C=O)-; tio-(-S-), sulfoxilo-(-S[=O]-) o sulfenilo-(-SO2-) u otro grupo amino-(-N(Ra)- adicional, donde Ra significa hidrogeno o C1-6-alquilo, y/o contener uno o varios sustituyentes del grupo: halogeno, C1-6-alquilo, C1-6-halogenoalquilo y oxi-C1-3-alqueniloxi; R3 significa halogeno, ciano, C1-4-alquilo, C2-4-alquenilo, C2-4-alquinilo, C3-6- cicloalquilo, C1-4-alcoxi, C3-4- alqueniloxi, C3-4-alquiniloxi, C1-6-alquiltio, di-(C1-6-alquil)amino o C1-6-alquilamino, pudiendo los radicales alquilo, alquenilo y alquinilo de R3 estar sustituidos por halogeno, ciano, nitro, C1-2-alcoxi o C1-4- alcoxicarbonilo; R4 significa un heterociclo mono o bicíclico, saturado, parcialmente insaturado o aromático de cinco o seis miembros, que contiene uno a cuatro heteroátomos del grupo O, N o S, que a su vez puede estar parcialmente o completamente halogenado o llevar uno a cuatro grupos Ru; Ru significa ciano, C1-8-alquilo, C2-8-alquenilo, C2-8-alquinilo, C1-6-alcoxi, C3-6-cicloalquilo, C2-8-alqueniloxi, C2-8-alquiniloxi, C4-6-cicloalquenilo, C3-6-cicloalquiloxi, C4-6-cicloalqueniloxi, -C(=O)- A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A, N(A')-C(=O)-A, N(A'')-C(=O)-N(A')A, S(=O)m-A, S(=O)m-O-A o S(=O)m-N(A')A, donde m, A, 'A, A'' tienen los significados mencionados debidamente; adicionalmente, R4 puede significar: ciano, C(=Z)ORa, C(=Z)NRzRb, C(=Z)NRa-NRzRb, C(=Z)Ra, CRaRb-Orz, CRaRb-NRzRc; ON(=CRaRb), O-C(=Z)Ra; NRaRb', NRa(C(=Z)Rb), NRa(C(=Z)ORb), NRa(C(=Z)-NRzRb), NRa(N=CRcRb), NRa-NRzRb, NRz-Ra; donde Z representa O, S, NRa, o N-NRzRc; Ra, Rb, Rc representan, independientemente, hidrogeno, C1-6- alquilo, C2-6-alquenilo, C2-6-alquinilo, C3-6-cicloalquilo o C4-6-cicloalquenilo; Rb' tiene los mismos significados que Rb, con excepcion de hidrogeno; Rz tiene los mismos significados que Ra y puede significar adicionalmente -CO-Ra; pudiendo los grupos alifáticos o alicíclicos de las definiciones de los radicales Ra, Rb, Rc o Rz a su vez estar parcialmente o completamente halogenados o llevar uno a cuatro grupos Rw; Rw significa halogeno, ciano, C1-8- alquilo, C2-10-alquenilo, C2-10- alquinilo, C1-6-alcoxi, C2-10-alqueniloxi, C2-10-alquiniloxi, C3-6-cicloalquilo, C3-6-cicloalquenilo, C3-6-cicloalcoxi, C3-6-cicloalqueniloxi, y pudiendo Ra, Rb, Rc o Rz formar junto con los átomos a los que están ligados un heterociclo saturado, parcialmente insaturado o aromático de cinco a seis miembros, que contiene uno a cuatro heteroátomos del grupo O, N o S; ôEl anillo Bö representa hetarilo de cinco o seis miembros, que contiene 1 a 3 heteroátomos seleccionados del grupo O, N o S o fenilo; n es un numero entero de 1 a 5; L significa halogeno, ciano, cianato (OCN), C1-8-alquilo, C2-8-alquenilo, C2-8-alquinilo, C1-6-alcoxi, C2-8-alqueniloxi, C2-8-alquiniloxi, C3-6-cicloalquilo, C4-6- cicloalquenilo, C3-6-cicloalquiloxi, C4-6- cicloalqueniloxi, nitro, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, -C(=S)-N(A')A, C(A')(=N-OA), N(A')A, N(A')-C(=O)-A, N(A'')-C(=O)-N(A')A, S(=O)m-A, S(=O)m-O-A o S(=O)m-N(A')A; m es 0, 1 o 2; A, A', A'' significan, independientemente, hidrogeno, C1-6- alquilo, C2-6-alquenilo, C2-6-alquinilo, C3-8-cicloalquilo, C3-8-cicloalquenilo, fenilo, pudiendo los radicales orgánicos estar parcialmente o completamente halogenados o sustituidos por nitro, cianato, ciano o C1-4-alcoxi; o A y A' representan junto con los átomos a los que están unidos un heterociclo saturado, parcialmente insaturado o aromático de cinco a seis miembros, que contiene uno a cuatro heteroátomos del grupo O, N o S; pudiendo los grupos alifáticos de las definiciones de los radicales L a su vez estar parcialmente o completamente halogenados o llevar uno a cuatro grupos RL: RL significa ciano, C1-6-alcoxi, C3-6-cicloalquilo, C2-8-alqueniloxi, C2-8-alquiniloxi, C4-6- cicloalquenilo, C3-6-cicloalquiloxi, C4-6- cicloalqueniloxi, -C(=O)-A, -C(=O)-O-A, -C(=O)-N(A')A, C(A')(=N-OA), N(A')A, N(A')-C(=O)-A, N(A'')-C(=O)-N(A')A, S(=O)m-A, S(=O)m-O-A o S(=O)m-N(A')A. Reivindicacion 11: Compuestos de las formulas (2), donde Ln tiene además de los significados indicados en la reivindicacion 2, los significados: C1-6-alquiltio o C1-6-alquilsulfenilo.
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