AR089879A1 - PIRIMIDINE FUNGICIDE COMPOUNDS - Google Patents
PIRIMIDINE FUNGICIDE COMPOUNDSInfo
- Publication number
- AR089879A1 AR089879A1 ARP130100323A AR089879A1 AR 089879 A1 AR089879 A1 AR 089879A1 AR P130100323 A ARP130100323 A AR P130100323A AR 089879 A1 AR089879 A1 AR 089879A1
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- alkyl
- alkoxy
- haloalkoxy
- haloalkyl
- alkynyl
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—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
- 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
- C07D401/12—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 linked by a chain containing hetero atoms as chain links
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Compuestos fungicidas de pirimidina, su uso y métodos para combatir los hongos fitopatogénicos. Semillas tratadas al menos con un compuesto de este tipo y procedimientos para preparar los compuestos de fórmula (1) y los intermediarios como también 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 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, cicloalquiloxi C₃₋₈, cicloalquil C₃₋₈-alquilo C₁₋₄, NRARB, C(=O)R, C(=NOR)R o C(=NH)-O-R; siendo posible que uno de ambos, Rᵃ⁵ o Rᵃ⁶, puedan además ser hidrógeno; 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; R¹, R² independientemente uno de otro son hidrógeno, halógeno, OH, CN, 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, cicloalquilo C₃₋₈-, cicloalcoxi C₃₋₈, cicloalquil C₃₋₈-alquilo C₁₋₄, NRARB, C(=O)R, C(=NOR)R, C(=NH)-O-R o bencilo, en donde el resto fenilo de bencilo está no sustituido o transporta 1, 2, 3, 4, ó 5 sustituyentes seleccionados del grupo que consiste en CN, halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, (alcoxi C₁₋₄)carbonilo y di(alquil C₁₋₄)aminocarbonilo, o dos radicales R¹ y R² que están unidos al mismo átomo de carbono forman juntos con dicho átomo de carbono un carbociclo saturado o parcialmente insaturado de 3, 4, 5, 6 ó 7-miembros o un heterociclo saturado o parcialmente insaturado de 3, 4, 5, 6 ó 7-miembros, en donde los átomos del miembro del anillo del heterociclo antes mencionado 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 ciclo antes mencionado está no sustituido o transporta 1, 2, 3 ó 4 sustituyentes seleccionados de halógeno, CN, OH, SH, alquilo C₁₋₄-, alcoxi C₁₋₄ o alquiltio C₁₋₄; y uno o dos grupos CH₂ de los ciclos antes mencionados pueden ser reemplazados por uno o dos grupos C(=O) o C(=S) respectivamente; X es un grupo divalente seleccionado de -C(=O)- y C(=S)-; 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 sean 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-, haloalquilsulfonilo 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.Pyrimidine fungicidal compounds, their use and methods to combat phytopathogenic fungi. Seeds treated with at least one such compound and 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, C₁ haloalkylthio ₋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, C₂₋₄- alkynyl, C₂₋₄- haloalkenyl, C₂₋₄- haloalkynyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkoxy, C₃₋₈ cycloalkyl-C alquilo alkyl, NRARB, C (= O) R, C (= NOR) R or C (= NH) -OR; Rᵃ⁵, Rᵃ⁶ independently of one another are halogen, 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, C₁₋₄ haloalkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfonyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkoxy, C₂₋₄- alkenyl, C₂₋₄ alkynyl, C₂₋₄- haloalkenyl, C₂₋₄- haloalkynyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyloxy, C₃₋₈ cycloalkyl-alkyl, NRARB, C (= O) R, C (= NOR) R or C ( = NH) -OR; being possible that one of both, Rᵃ⁵ or Rᵃ⁶, can also be hydrogen; 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; R¹, R² independently of each other are hydrogen, halogen, OH, CN, 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, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkoxy, C₃₋₈ cycloalkyl-C₁₋₄ alkyl, NRARB, C (= O) R, C (= NOR) R, C (= NH) -OR or benzyl, wherein the benzyl phenyl moiety is unsubstituted or carries 1, 2, 3, 4, or 5 substituents selected from the group that It consists of CN, halogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, (C₁₋₄ alkoxy) carbonyl and di (C₁₋₄ alkyl) aminocarbonyl, or two radicals R¹ and R² which are attached to the same carbon atom together with said carbon atom a saturated or partially unsaturated carbocycle of 3, 4, 5, 6 or 7-members or a saturated heterocycle oo partially unsaturated of 3, 4, 5, 6 or 7-members, wherein the atoms of the heterocycle ring member mentioned above also include carbon atoms 1, 2, 3 or 4 heteroatoms selected from the group of N, O and S, and wherein the above-mentioned cycle is unsubstituted or transports 1, 2, 3 or 4 substituents selected from halogen, CN, OH, SH, C₁₋₄- alkyl, C₁₋₄ alkoxy or C₁₋₄ alkylthio; and one or two CH₂ groups of the aforementioned cycles may be replaced by one or two groups C (= O) or C (= S) respectively; X is a divalent group selected from -C (= O) - and C (= S) -; 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, it being possible for n = 2, 3, or 4 that Rᵇ be 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-, haloalkylsulfonyl 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 het ring member eroaryl 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.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12153756 | 2012-02-03 | ||
| EP12154208 | 2012-02-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR089879A1 true AR089879A1 (en) | 2014-09-24 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP130100323 AR089879A1 (en) | 2012-02-03 | 2013-02-01 | PIRIMIDINE FUNGICIDE COMPOUNDS |
Country Status (2)
| Country | Link |
|---|---|
| AR (1) | AR089879A1 (en) |
| WO (1) | WO2013113719A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2913325B1 (en) * | 2012-10-25 | 2021-04-21 | Shenyang Sinochem Agrochemicals R & D Co., Ltd. | Substituted pyrimidine compound and uses thereof |
| CN106279040B (en) * | 2015-06-08 | 2020-11-10 | 沈阳中化农药化工研发有限公司 | Pyrimidine compound containing oximino and application thereof |
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2013
- 2013-01-30 WO PCT/EP2013/051722 patent/WO2013113719A1/en active Application Filing
- 2013-02-01 AR ARP130100323 patent/AR089879A1/en unknown
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| WO2013113719A1 (en) | 2013-08-08 |
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