AR046776A1 - Isopentilcarboxanilidas - Google Patents

Isopentilcarboxanilidas

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Publication number
AR046776A1
AR046776A1 ARP040103796A ARP040103796A AR046776A1 AR 046776 A1 AR046776 A1 AR 046776A1 AR P040103796 A ARP040103796 A AR P040103796A AR P040103796 A ARP040103796 A AR P040103796A AR 046776 A1 AR046776 A1 AR 046776A1
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Argentina
Prior art keywords
halogen
alkyl
atoms
alkoxy
hydrogen
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ARP040103796A
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English (en)
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Bayer Cropscience Sa
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Priority claimed from DE10352067A external-priority patent/DE10352067A1/de
Application filed by Bayer Cropscience Sa filed Critical Bayer Cropscience Sa
Publication of AR046776A1 publication Critical patent/AR046776A1/es

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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, 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
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    • A01N43/06—Biocides, 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
    • A01N43/10—Biocides, 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 with sulfur as the ring hetero atom
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    • 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
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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
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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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
    • A01N43/74—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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    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
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    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
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    • C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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    • C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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    • C07C233/66—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
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    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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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    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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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    • C07D333/26—Heterocyclic 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 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
    • C07D333/38—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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  • Chemical & Material Sciences (AREA)
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  • Preparation Of Compounds By Using Micro-Organisms (AREA)
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Abstract

Isopentilcarboxanilidas, varios procedimientos para la obtención de estos compuestos y su uso para el control de microorganismos indeseados, así como compuestos intermedios y su obtención. Reivindicación 1: Isopentilcarboxanilidas de la fórmula (1) en la que L significa: fórmulas (2), (3), (4) y (5) estando enlazado con la amina el enlace marcado con *, mientas que está enlazado con la cadena lateral de alquilo el enlace marcado con , R1 significa hidrógeno, alquilo C1-8, alquilsulfinilo C1- 6, alquilsulfonilo C1-6, alcoxi C1-4-alquilo C1-4, cicloalquilo C3-8, halógenoalquilo C1-6, halógenoalquiltio C1-4, halógenoalquilsulfinilo C1-4, halógenoalquilsulfonilo C1-4, halógeno-alcoxi C1-4-alquilo C1-4, halógenocicloalquilo C3-8 con respectivamente, 1 a 9 átomos de flúor, de cloro y/o de bromo; formilo, formil-alquilo C1-3, (alquilo C1-3)carbonil-alquilo C1-3, (alcoxi C1-3)carbonil-alquilo C1-3; halógeno-(alquilo C1-3)carbonil-alquilo C1-3, halógeno-(alcoxi C1-3)carbonil- alquilo C1-3 con, respectivamente 1 a 13 átomos de flúor, de cloro y/o de bromo; (alquilo C1-8)carbonilo, (alcoxi C1-8)carbonilo, (alcoxi C1-4-alquilo C1-4)carbonilo, (cicloalquilo C3-8)carbonilo; (halógenoalquilo C1-6)carbonilo, (halógenoalcoxi C1- 6)carbonilo, (halógeno-alcoxi C1-4-alquilo C1-4)carbonilo, (halógenocicloalquilo C3-8)carbonilo con, respectivamente 1 a 9 átomos de flúor, de cloro y/o de bromo; o -C(=O)C(=O)R4, -CONR5R6 o -CH2NR7R8, R2 significa hidrógeno, flúor, cloro, metilo o triflúormetilo, R3 significa hidrógeno, halógeno, alquilo C1-8, o halógenoalquilo C1-8, R4 significa hidrógeno, alquilo C1-8, alcoxi C1-8, alcoxi C1-4-alquilo C1-4, cicloalquilo C3-8, halógenoalquilo C1-6, halógenoalcoxi C1-6, halógeno-alcoxi C1- 4- alquilo C1-4, halógenocicloalquilo C3-8 con, respectivamente 1 a 9 átomos de flúor, de cloro y/o de bromo; R5 y R6 significan, independientemente entre sí, respectivamente, hidrógeno, alquilo C1-8, alcoxi C1-4-alquilo C1-4, cicloalquilo C3-8; halógenoalquilo C1-8, halógeno-alcoxi C1-4-alquilo C1-4, halógenocicloalquilo C3-8 con, respectivamente 1 a 9 átomos de flúor, de cloro y/o de bromo, R5 y R6 significan, además, junto con el átomo de nitrógeno, con el que están enlazados, un heterociclo con 5 hasta 8 átomos en el anillo, saturado, opcionalmente sustituido una o varias veces, de forma igual o de formas diferentes con halógeno o con alquilo C1-4, pudiendo contener el heterociclo 1 ó 2 heteroátomos más, no contiguos, de la serie formada por oxígeno, azufre ó NR9, R7 y R8 significan, independientemente entre sí, hidrógeno, alquilo C1-8, cicloalquilo C3-8, halógenoalquilo C1-8, halógenocicloalquilo C3-8 con, respectivamente 1 a 9 átomos de flúor, de cloro y/o de bromo, R7 y R8 significan, además, junto con el átomo de nitrógeno, con el que están enlazados, un heterociclo con 5 hasta 8 átomos en el anillo, saturado, opcionalmente sustituido una o varias veces, de forma igual o de formas diferentes con halógeno o con alquilo C1-4, pudiendo contener el heterociclo 1 ó 2 heteroátomos más, no contiguos, de la serie formada por oxígeno, azufre ó NR9, R9 significa hidrógeno alquilo C1-6, A significa el resto de la fórmula (6), en la que R10 significa, hidroxi, formilo, ciano, flúor, cloro, bromo, nitro, alquilo C1-4, alcoxi C1-4, alquiltio C1-4, cicloalquilo C3-6, halógenoalquilo C1-4, halógenoalcoxi C1-4 o halógenoalquiltio C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno, aminocarbonilo o aminocarbonil-alquilo C1-4, R11 significa hidrógeno, halógeno, ciano, alquilo C1-4, alcoxi C1-4, alquiltio C1-4, halógenoalquilo C1-4 o halógenoalquiltio C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno, y R12 significa hidrógeno, alquilo C1- 4, hidroxi-alquilo C1-4, alquenilo C2-6, cicloalquilo C3-6, alquiltio C1-4-alquilo C1-4, alcoxi C1-4-alquilo C1-4, halógenoalquilo C1-4, halógenoalquiltio C1-4-alquilo C1-4, halógenoalcoxi C1-4-alquilo C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno o significa fenilo, con la condición de que R10 no signifique yodo, cuando R11 signifique hidrógeno, y con la condición de que R10 no signifique triflúormetilo o diflúormetilo , cuando R3 y R11 signifiquen hidrógeno y R12 signifique metilo, o A significa el resto de la fórmula (7) en la que R13 y R14 significan, independientemente entre sí, hidrógeno, halógeno, alquilo C1-4 o halógenoalquilo C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno y R15 significa halógeno, ciano o alquilo C1-4, halógenoalquilo C1-4 o halógenoalcoxi con, respectivamente, 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (8), en la que R16 y R17 significan, independientemente entre sí, hidrógeno, halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno y R18 significa hidrógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (9), en la que R19 significa hidrógeno, halógeno, hidroxi, ciano, alquilo C1-6, halógenoalquilo C1-4, halógenoalcoxi C1-4 o halógenoalquiltio C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno; o A significa el resto de la fórmula (10), en la que: R20 significa halógeno, hidroxi, ciano, alquilo C1-4, alcoxi C1-4, alquiltio C1-4, halógenoalquilo C1-4, halógenoalquiltio C1-4 o halógenoalcoxi C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno y R21 significa hidrógeno, halógeno, ciano, alquilo C1-4, alcoxi C1-4, alquiltio C1-4, halógenoalquilo C1-4, halógenoalcoxi C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno, alquilsulfinilo C1-4 o alquilsulfonilo C1-4, o A significa el resto de la fórmula (11) o A significa el resto de la fórmula (12), en la que R22 significa alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (13), en la que R23 significa alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (14), en la que: R24 y R25 significa, independientemente entre sí, hidrógeno, halógeno, amino, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno y R26 significa hidrógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, con la condición de que R24 y R26 no signifiquen, simultáneamente, metilo, cuando R25 signifique hidrógeno, o A significa el resto de la fórmula (15), en la que R27 y R28 significan, independientemente entre sí, hidrógeno, halógeno, amino, nitro, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno y R29 significa halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno o A significa el resto de la fórmula (16), en la que R30 significa hidrógeno, halógeno, amino, alquilamino C1-4, di(alquilo C1-4)amino, ciano, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno y R31 significa halógeno, hidroxi, alquilo C1-4, alcoxi C1-4, cicloalquilo C3-6, halógenoalquilo C1-4 o halógenoalcoxi C1-4 con, respectivamente, 1 hasta 5 átomos de halógeno, con la condición de que R31 no signifique triflúormetilo, diflúormetilo o metilo, cuando R3 signifique hidrógeno y R30 signifique metilo, o A significa el resto de la fórmula (17), en la que R32 significa hidrógeno, halógeno, amino, alquilamino C1-4, di-(alquil C1-4)amino, ciano, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno y R33 significa halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (18), en la que R34 significa hidrógeno o alquilo C1-4 y R35 significa halógeno o alquilo C1-4, o A significa el resto de la fórmula (19), en la que R36 significa hidrógeno, halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (20), en la que R37 significa halógeno, hidroxi, alquilo C1-4, alcoxi C1-4, alquiltio C1-4, halógenoalquilo C1-4, halógenoalquiltio C1-4 o halógenoalcoxi C1- 4 con, respectivamente 1 hasta 5 átomos de halógeno, o A significa el resto de la fórmula (21), en la que R38 significa hidrógeno, ciano, alquilo C1-4, halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno, alcoxi C1-4-alquilo C1- 4, hidroxi-alquilo C1-4, alquilsulfonilo C1-4, di(alquilo C1-4)aminosulfonilo, alquilcarbonilo C1-6 o significa fenilsulfonilo o benzoílo sustituidos, respectivamente, en caso de ser apropiado; R39 significa hidrógeno, halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno; R40 significa hidrógeno, halógeno, ciano, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno; R41 significa hidrógeno, halógeno, alquilo C1-4 o halógenoalquilo C1-4 con 1 hasta 5 átomos de halógeno; con la condición de que R40 no signifique triflúormetilo, o A significa el resto de la fórmula (22), en la que R42 significa alquilo C1-4.
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