AR089886A1 - PIRIMIDINE FUNGICIDE COMPOUNDS - Google Patents

PIRIMIDINE FUNGICIDE COMPOUNDS

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Publication number
AR089886A1
AR089886A1 ARP130100330A AR089886A1 AR 089886 A1 AR089886 A1 AR 089886A1 AR P130100330 A ARP130100330 A AR P130100330A AR 089886 A1 AR089886 A1 AR 089886A1
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AR
Argentina
Prior art keywords
alkyl
alkoxy
haloalkoxy
haloalkyl
alkynyl
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Application number
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Spanish (es)
Original Assignee
Basf Se
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Application filed by Basf Se filed Critical Basf Se
Publication of AR089886A1 publication Critical patent/AR089886A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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 linked by a chain containing hetero atoms as chain links

Abstract

Uso y métodos para combatir los hongos fitopatogénicos. Además, las semillas tratadas al menos con un compuesto de este tipo. Más aún los procedimientos para preparar los compuestos de fórmula (1) y los intermediarios como también a los procedimientos para la preparación de estos intermediarios. Reivindicación 1: Compuestos de fórmula (1) en donde: Rᵃ² es halógeno, CN, NO₂, OH, SH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, alcoxi C₁₋₄-alcoxi C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquenilo C₂₋₄, haloalquinilo C₂₋₄, cicloalquilo C₃₋₈, cicloalcoxi C₃₋₈, cicloalquil C₃₋₈-alquilo C₁₋₄, NRARB, C(=O)R, C(=NOR)R o C(=NH)-O-R; Rᵃ⁵, Rᵃ⁶ independientemente uno de otro son hidrógeno, CN, NO₂, OH, SH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, alcoxi C₁₋₄-alcoxi C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, haloalquenilo C₂₋₄, haloalquinilo C₂₋₄, cicloalquilo C₃₋₈, cicloalquiloxi C₃₋₈, cicloalquil C₃₋₈-alquilo C₁₋₄, NRARB, C(=O)R, C(=NOR)R o C(=NH)-O-R; RA, RB independientemente uno de otro son hidrógeno, alquilo C₁₋₄, alquenilo C₂₋₄, alquinilo C₂₋₄, fenilo, bencilo, cicloalquilo C₃₋₈, cicloalquenilo C₃₋₈ o C(=O)-R; R es hidrógeno, OH, NH₂, alquilo C₁₋₄-, haloalquilo C₁₋₄-, alquenilo C₂₋₄-, alquinilo C₂₋₄-, alcoxi C₁₋₄-, haloalcoxi C₁₋₄-, alquilamino C₁₋₄- o di(alquil C₁₋₄-)amino; R es hidrógeno, alquilo C₁₋₄-, haloalquilo C₁₋₄, alquenilo C₂₋₄-, alquinilo C₂₋₄- o alcoxi C₁₋₄-alquilo C₁₋₄; R es hidrógeno o alquilo C₁₋₄; R es hidrógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, haloalcoxi C₁₋₄-alquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, CN, CH₂CN, NRARB o CH₂-O-C(=O)R; n indica el número de sustituyentes Rᵇ en el anillo fenilo y n es 0, 1, 2, 3 ó 4; Rᵇ es halógeno, CN, NO₂, alquilo C₁₋₄-, haloalquilo C₁₋₄-, alcoxi C₁₋₄-, haloalcoxi C₁₋₄-, alquenilo C₂₋₄-, haloalquenilo C₂₋₄-, alquinilo C₂₋₄-, haloalquinilo C₂₋₄-, NRARB, C(=NOR)R o C(=NH)-O-R, siendo posible para n = 2, 3, ó 4 que Rᵇ son idénticos o diferentes; Het es un heteroarilo de 5 ó 6 miembros, en donde los átomos del miembro del anillo del heteroarilo incluyen además de átomos de carbono 1, 2, 3, ó 4 heteroátomos seleccionados del grupo de N, O y S y en donde el heteroarilo está no sustituido o transporta 1, 2, 3 ó 4 grupos Rᶜ idénticos o diferentes: Rᶜ es halógeno, CN, NO₂, alquilo C₁₋₆-, haloalquilo C₁₋₆-, alcoxi C₁₋₆-, haloalcoxi C₁₋₆-, alquiltio C₁₋₆-, haloalquiltio C₁₋₆-, alquilsulfinilo C₁₋₆-, haloalquilsulfinilo C₁₋₆-, alquilsulfonilo C₁₋₆-, haloalquilsulfinilo C₁₋₆-, alcoxi C₁₋₆-alquilo C₁₋₄-, haloalcoxi C₁₋₆-alquilo C₁₋₄-, alquenilo C₂₋₆-, alquinilo C₂₋₆-, NRARB, C(=O)R, C(=NOR)R, C(=NH)-O-R, cicloalquilo C₃₋₈-, cicloalquilo C₃₋₈-alquilo C₁₋₄, fenilo, fenilalquilo C₁₋₄, fenoxi, fenoxi-alquilo C₁₋₄ o un heteroarilo de 5 ó 6 miembros, en donde los átomos del miembro del anillo del heteroarilo incluyen además de átomos de carbono 1, 2, 3 ó 4 heteroátomos seleccionados del grupo de N, O y S, y en donde los radicales cíclicos antes mencionados están no sustituidos o transportan 1, 2, 3 ó 4 sustituyentes Rᵈ idénticos o diferentes: Rᵈ es halógeno, CN, alquilo C₁₋₄-, haloalquilo C₁₋₄-, alcoxi C₁₋₄- o haloalcoxi C₁₋₄-; o dos radicales Rᶜ que están unidos a los átomos del miembro del anillo adyacente del grupo Het forman junto con dichos átomos del miembro del anillo un carbociclo o heterociclo fusionado de 5, 6, ó 7 miembros saturado, parcialmente insaturado o aromático, donde los átomos del miembro del anillo del heterociclo fusionado incluyen además de los átomos de carbono 1, 2, 3 ó 4 heteroátomos seleccionados del grupo de N, O y S, y en donde el carbociclo o heterociclo fusionado está no sustituido o trasporta 1, 2, 3 ó 4 grupos radicales Rᵉ idénticos o diferentes: Rᵉ es halógeno, CN, alquilo C₁₋₄-, haloalquilo C₁₋₄-, alcoxi C₁₋₄- o haloalcoxi C₁₋₄-; y sus N-óxidos y sus sales aceptables para uso agrícola.Use and methods to combat phytopathogenic fungi. In addition, the seeds treated at least with such a compound. Moreover, the procedures for preparing the compounds of formula (1) and the intermediates as well as the procedures for the preparation of these intermediates. Claim 1: Compounds of formula (1) wherein: Rᵃ² is halogen, CN, NO₂, OH, SH, C alquilo alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkylthio, haloalkylthio C₁₋₄, C₁₋₄ alkylsulfinyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfonyl, C₁₋₄ alkoxyC₁₋₄ alkyl, C₁₋₄ alkoxyC₁₋₄ alkoxy, C₂₋₄ alkenyl, alkynyl C₂₋₄, C₂₋₄ haloalkenyl, C₂₋₄ haloalkynyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkoxy, C₃₋₈ cycloalkyl, NRARB, C (= O) R, C (= NOR) R or C (= NH) -OR; Rᵃ⁵, Rᵃ⁶ independently of one another are hydrogen, CN, NO₂, OH, SH, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkylthio, C₁₋₄ haloalkylthio, C₁ alkylsulfinyl ₋₄, haloalkylsulfinyl C₁₋₄, alkylsulfonyl C₁₋₄, haloalkylsulfonyl C₁₋₄, alkoxy C₁₋₄-alkyl C alquilo, alkoxy C₁₋₄-alkoxy C₁₋₄, alkenyl C₂₋₄, alkynyl C₂₋₄, haloalkenyl C₂ ₋₄, C₂₋₄ haloalkynyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyloxy, C₃₋₈ cycloalkyl-C alquilo alkyl, NRARB, C (= O) R, C (= NOR) R or C (= NH) - OR; RA, RB independently of each other are hydrogen, C₁₋₄ alkyl, C₂₋₄ alkenyl, C₂₋₄ alkynyl, phenyl, benzyl, C₃₋₈ cycloalkyl, C₃₋₈ or C (= O) -R cycloalkenyl; R is hydrogen, OH, NH₂, C₁₋₄- alkyl, C₁₋₄- haloalkyl, C₂₋₄- alkenyl, C₂₋₄- alkynyl, C₁₋₄- alkoxy, C₁₋₄- haloalkoxy, C₁₋₄- alkylamino di (C₁₋₄-) alkyl; R is hydrogen, C₁₋₄- alkyl, C₁₋₄ haloalkyl, C₂₋₄- alkenyl, C₂₋₄- alkynyl or C₁₋₄ alkoxy-C₁₋₄ alkyl; R is hydrogen or C₁₋₄ alkyl; R is hydrogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyl, haloalkenyl C₂₋₄, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, CN, CH₂CN, NRARB or CH₂-OC (= O) R; n indicates the number of substituents Rᵇ in the phenyl ring and n is 0, 1, 2, 3 or 4; Rᵇ is halogen, CN, NO₂, C₁₋₄- alkyl, C₁₋₄- haloalkyl, C₁₋₄- alkoxy, C₁₋₄- haloalkoxy, C₂₋₄- alkenyl, C₂₋₄- haloalkenyl, C₂₋₄- alkynyl, haloalkynyl C₂₋₄-, NRARB, C (= NOR) R or C (= NH) -OR, being possible for n = 2, 3, or 4 that Rᵇ are identical or different; Het is a 5- or 6-membered heteroaryl, wherein the atoms of the heteroaryl ring member include in addition to carbon atoms 1, 2, 3, or 4 heteroatoms selected from the group of N, O and S and where the heteroaryl is unsubstituted or transports 1, 2, 3 or 4 identical or different Rᶜ groups: Rᶜ is halogen, CN, NO₂, C₁₋₆- alkyl, C₁₋₆- haloalkyl, C₁₋₆- alkoxy, C₁₋₆- haloalkoxy, alkylthio C₁₋₆-, haloalkylthio C₁₋₆-, alkylsulfinyl C₁₋₆-, haloalkylsulfinyl C₁₋₆-, alkylsulfonyl C₁₋₆-, haloalkylsulfinyl C₁₋₆-, alkoxy C₁₋₆-alkyl C₁₋₄-, haloalkoxy C₁₋₆ -C₁₋₄- alkyl, C₂₋₆- alkenyl, C₂₋₆- alkynyl, NRARB, C (= O) R, C (= NOR) R, C (= NH) -OR, C₃₋₈- cycloalkyl, cycloalkyl C₃₋₈-C₁₋₄ alkyl, phenyl, C₁₋₄ phenylalkyl, phenoxy, phenoxy-C₁₋₄ alkyl or a 5- or 6-membered heteroaryl, wherein the atoms of the heter ring member oaryl also include carbon atoms 1, 2, 3 or 4 heteroatoms selected from the group of N, O and S, and wherein the aforementioned cyclic radicals are unsubstituted or carry 1, 2, 3 or 4 identical or different Rᵈ substituents : Rᵈ is halogen, CN, C₁₋₄- alkyl, C₁₋₄- haloalkyl, C₁₋₄- alkoxy or C₁₋₄- haloalkoxy; or two radicals Rᶜ which are attached to the atoms of the adjacent ring member of the Het group together with said atoms of the ring member a fused carbocycle or heterocycle of 5, 6, or 7 members saturated, partially unsaturated or aromatic, where the atoms of the fused heterocycle ring member include in addition to carbon atoms 1, 2, 3 or 4 heteroatoms selected from the group of N, O and S, and wherein the fused carbocycle or heterocycle is unsubstituted or transports 1, 2, 3 or 4 identical or different Rᵉ radical groups: Rᵉ is halogen, CN, C₁₋₄- alkyl, C₁₋₄- haloalkyl, C₁₋₄- alkoxy or C₁₋₄- haloalkoxy; and its N-oxides and salts acceptable for agricultural use.

ARP130100330 2012-02-03 2013-02-01 PIRIMIDINE FUNGICIDE COMPOUNDS AR089886A1 (en)

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