AR052255A1 - Acetamidas como fungicidas - Google Patents

Acetamidas como fungicidas

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Publication number
AR052255A1
AR052255A1 ARP050104987A ARP050104987A AR052255A1 AR 052255 A1 AR052255 A1 AR 052255A1 AR P050104987 A ARP050104987 A AR P050104987A AR P050104987 A ARP050104987 A AR P050104987A AR 052255 A1 AR052255 A1 AR 052255A1
Authority
AR
Argentina
Prior art keywords
alkyl
halo
optionally substituted
alkoxy
aryl
Prior art date
Application number
ARP050104987A
Other languages
English (en)
Original Assignee
Syngenta Participations Ag
Syngenta Ltd
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, Syngenta Ltd filed Critical Syngenta Participations Ag
Publication of AR052255A1 publication Critical patent/AR052255A1/es

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N39/00Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04Aryloxy-acetic acids; Derivatives thereof
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    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/22Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and doubly-bound oxygen atoms bound to the same carbon skeleton
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    • A01N37/00Biocides, 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
    • A01N37/42Biocides, 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 within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids
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    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/74Biocides, 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
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
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    • A01N43/80Biocides, 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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    • C07C323/60Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
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    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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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    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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
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    • C07D213/04Heterocyclic 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
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    • C07D213/60Heterocyclic 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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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Health & Medical Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Furan Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Proceso, composicion fungicida y método para combatir o controlar hongos fitopatogenos. Reivindicacion 1: Un compuesto de la formula general (1) en done: Ar es arilo, heteroarilo, o un ciclilo parcial o completamente saturado que opcionalmente contiene 1 o 2 heteroátomos seleccionados de modo independiente de N, O o S;: donde el arilo, heteroarilo o ciclilo parcial o completamente saturado está opcionalmente sustituido con 1, 2, 3, 4 o 5 sustituyentes seleccionados de modo independiente de halo, ciano, nitro, azido, alquilo C1-6, halo-alquilo C1-6, cicloalquilo C3-6, cicloalquilo C36-alquilo C1-4, alquenilo C2-6, halo-alquenilo C2-6, alquinilo C2-6, halo-alquinilo C2-6, alcoxi C1-6, halo-alcoxi C1-6, alqueniloxi C2-6, halo- alqueniloxi C2-6, alquiniloxi C2-6, halo- alquiniloxi C2-6, arilo, ariloxi, aril-alquilo C1-6., aril-alcoxi C1-6, heteroarilo, heteroariloxi, heteroaril-alquilo C1-6, heteroaril-alcoxi C1-6, - SF5, -S(O)ualquilo C1-6 donde u es 0, 1 o 2, y el grupo alquilo está opcionalmente sustituido con halo, -OSO2alquilo C1-4 donde el grupo alquilo está opcionalmente substituido con halo, -CONRuRv, CORu, -CO2Ru, -CRu=NRv, -NRuRv, -NRuCORv, -NRuCO2Rv, -SO2NRuRv o - NRuSO2Rw donde Rw es alquilo C1-6 opcionalmente substituido con halogeno y Ru y Rv son de modo independiente H o alquilo C1-6 opcionalmente substituido con halogeno o, en el caso de -CONRuRv o -SO2NRuRv, pueden unirse para formar un anillo de 5 o 6 miembros que contiene un solo átomo de N, un solo átomo de S, átomos de C saturados y opcionalmente un solo átomo de O; donde cualquiera de los grupos o porciones alquilo, cicloalquilo, alquenilo, alquinilo, arilo, o heteroarilo anteriores están opcionalmente sustituidos; R1 es alquilo C1-4, halo-alquilo C1-4 o cicloalquilo C3-4; R2 es H, alquilo C1-8, cicloalquilo C3-4, alquenilo C2-8, ciano-alquilo C1-4, alcoxi C1-4-alquilo C1-4, alcoxiC1-4-alcoxi C1-4alquilo C1-4 o benciloxi-alquilo C1-4, donde el anillo fenilo de la porcion bencilo está opcionalmente sustituido con alcoxi C1-4; R3 es -(CRaRb)p(CRcRd)q(X)r(CReRf)sR4, donde Ra, Rb, Rc, Rd, Re y Rf son independientemente H, alquilo C1-4, halo, ciano, hidroxi, alcoxi C1-4 o alcoxicarbonilo C1-4; X es (CO), (CO)O; O(CO); O; S(O)t donde t es 0; 1 o 2, NH o Nalquilo C1-6; p, r y s son 0 o 1; q es 0, 1 o 2; R4 es alquilo C1-6 opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados de modo independiente de halo, ciano, o hidroxi; alcoxi C1-4-alquilo C1- 4, alcoxiC1-4-alcoxi C1-4alquilo C1-4, benciloxi- alquilo C1-4, alqueniloxi C2-6, -S(O)xalquilo C1-6 donde x es 0, 1 o 2, y el grupo alquilo está opcionalmente sustituido con halo, mono- o di-alquilamino C1-6 o trialquilsililo C1-4; o R4 es alquenilo C2-6 opcionalmente sustituido con 1, 2 o 3 sustituyentes seleccionados de modo independiente de halo, ciano, hidroxi, alcoxi C1-6, alquilcarbonilo C1-6, alcoxicarbonilo C1-6 o fenilo opcionalmente sustituido con alcoxi C1-4; o R4 es -CH2- C:::C-R5, donde: R5 es H, alquilo C1-8, cicloalquilo C3-6 o cicloalquiloC3-6-alquilo C1-4, donde el grupo alquilo o cicloalquilo está opcionalmente sustituido con halo, hidroxi, alcoxi C1-6, alcoxi C1-3alcoxiC1-3, ciano, alquilcarboniloxi C1-4, aminocarboniloxi o mono- o di-alquiloC1-4-aminocarboniloxi, tri-alquilsililoxi C1-4, -S(O)galquilo C1-6 donde g es 0, 1 o 2; o R5 es arilo opcionalmente sustituido, aril-alquilo C1-4 opcionalmente sustituido, ariloxi-alquilo C1-4 opcionalmente sustituido, aril-alcoxi C1-4-alquilo C1-4 opcionalmente sustituido, heteroarilo opcionalmente sustituido o heteroaril-alquilo C1-4 opcionalmente sustituido, heteroariloxi- alquilo C1-4 opcionalmente sustituido o heteroaril-alcoxi C1-4alquilo C1-4 opcionalmente sustituido; donde los anillos o porciones arilo y heteroarilo opcionalmente sustituidos de los valores R5 están opcionalmente sustituidos con 1, 2 o 3 sustituyentes seleccionados de modo independiente de halo, ciano, nitro, azido, alquilo C1-6, halo-alquilo C1-6, cicloalquilo C3-6, cicloalquiloC3-6-alquilo C1-4, alquenilo C2-6, halo-alquenilo C2-6, alquinilo C2-6, halo-alquinilo C2-6, alcoxi C1-6, halo-alcoxi C1-6, alqueniloxi C2-6, halo-alqueniloxi C2-6, alquiniloxi C2-6, halo-alquiniloxi C2-6, arilo, ariloxi, aril-alquilo C1-6, aril-alcoxi C1-6, heteroarilo, heteroariloxi, heteroaril-alquilo C1-6, heteroarilalcoxi C1-6, -SF5, -S(O)galquilo C1-4 donde g es 0, 1 o 2, y el alquilo está opcionalmente sustituido con halo, -OSO2alquilo C1-4 donde el grupo alquilo está opcionalmente substituido con halo, -CONRgRh, CORg, -CO2Rg, -CRg=NRh, -NRgRh, -NRgCORh, - NRgCO2Rh, -SO2NRgRh o -NRgSO2Ri donde Ri es alquilo C1-6 opcionalmente substituido con halogeno y Rg y Rh son, de modo independiente, H o alquilo C1-6 opcionalmente substituido con halogeno; o, en el caso de -CONRgRh o -SO2NRgRh, pueden unirse para formar un anillo de 5 o 6 miembros que contiene un solo átomo de N, un solo átomo de S, átomos de C saturados y opcionalmente un solo átomo de O; donde cualquiera de los grupos o porciones alquilo, cicloalquilo, alquenilo, alquinilo, arilo, o heteroarilo anteriores están opcionalmente sustituidos; o R4 es cicloalquilo C3-6, cicloalquenilo C5-6, arilo, heteroarilo, o un ciclilo parcial o completamente saturado que, en forma opcional, contiene uno o dos heteroátomos seleccionados de modo independiente de N, O o S; donde el arilo, heteroarilo o ciclilo parcial o completamente saturado está opcionalmente sustituido con uno, dos o tres sustituyentes seleccionados de modo independiente de halo, ciano, nitro, azido, alquilo C1-6, halo-alquilo C1-6, cicloalquilo C3-6, cicloalquiloC3-6-alquilo C1-4, alquenilo C2-6, halo-alquenilo C2-6, alquinilo C2-6, halo-alquinilo C2-6, alcoxi C1-6, halo-alcoxi C1-6, alqueniloxi C2-6, halo-alqueniloxi C2-6, alquiniloxi C2-6, halo-alquiniloxi C2-6, -SF5, -S(O)xalquiloC1-6, donde x es 0, 1 o 2 y el grupo alquilo está opcionalmente substituido con halo, - OSO2alquilo C1-4 donde el grupo alquilo está opcionalmente sustituido con halo, -CONRxRy, -CON(Orx)Ry, -CORx, -CO2Rx, -CRx=NRy, - NRxRy, -NRxCORy, -NRxCO2Ry, -SO2NRxRy o -NRxSO2Rz donde Rz es alquilo C1-8 opcionalmente substituido con halogeno y Rx y Ry son independientemente H o alquilo C1-6 opcionalmente substituido con halogeno o, R2 y R3 pueden unirse para formar un anillo de 5 o 6 miembros saturado o insaturado, que en forma opcional contiene un átomo O o S, y opcionalmente sustituido con 1, 2, o 3 halo, alquilo C1-4, o mono- o di-alquilaminocarbonilo C1-4, o en forma opcional, que contiene un átomo de N, que está opcionalmente sustituido en el átomo de N con alquilo C1-4 opcionalmente sustituido con halo, alcoxi C1-6 o ciano; o fenilo opcionalmente sustituido con nitro, alquilo C1-4, halo-alquilo C1-4, alquilcarbonilo C1-4 o heteroarilo; o R2 y R3 pueden unirse para formar un biciclo saturado de 6,6 miembros; donde cualquiera de los grupos o las porciones anteriores alquilo, cicloalquilo, alquenilo, alquinilo, arilo o heteroarilo están opcionalmente sustituidos; L es O o S; y n es 0, 1 o 2.
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