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AR109695A1 - TRIAZOL DERIVATIVES AS FUNGICIDES AND AS PLANT GROWTH REGULATORS - Google Patents

TRIAZOL DERIVATIVES AS FUNGICIDES AND AS PLANT GROWTH REGULATORS

Info

Publication number
AR109695A1
AR109695A1 ARP170102613A ARP170102613A AR109695A1 AR 109695 A1 AR109695 A1 AR 109695A1 AR P170102613 A ARP170102613 A AR P170102613A AR P170102613 A ARP170102613 A AR P170102613A AR 109695 A1 AR109695 A1 AR 109695A1
Authority
AR
Argentina
Prior art keywords
alkyl
chlorine
represents hydrogen
fluorine
formula
Prior art date
Application number
ARP170102613A
Other languages
Spanish (es)
Inventor
Grtz Andreas Dr
Wachendorff-Neumann Ulrike Dr
Dahmen Peter Dr
Meissner Ruth Dr
Peris Gorka Dr
Philippe Kennel
Stephane Brunet
Wittrock Sven Dr
Sebastien Naud
Pierre Genix
Ricarda Miller
David Bernier
Pierre-Yves Coqueron
Original Assignee
Bayer Cropscience Ag
Bayer Ag
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 Bayer Cropscience Ag, Bayer Ag filed Critical Bayer Cropscience Ag
Publication of AR109695A1 publication Critical patent/AR109695A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
    • C07D253/06—1,2,4-Triazines
    • 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
    • A01N43/64—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/10—Thiols, 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 singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/18—Thiols, 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 singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/20—Thiols, 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 singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Derivados de triazol, intermediarios para preparar estos compuestos, a composiciones que comprenden estos compuestos y a su uso como compuestos biológicamente activos, en especial para controlar los microorganismos nocivos en la protección de cultivos y en la protección de materiales y como reguladores del crecimiento de plantas. Reivindicación 1: Derivado de triazol de la fórmula (1), caracterizado porque X¹ representa halógeno, alquilo C₁₋₈, haloalquilo C₁₋₈, alcoxi C₁₋₈, haloalcoxi C₁₋₈, cicloalquilo C₃₋₇, alquenilo C₂₋₈, alquinilo C₂₋₈, alquenil C₂₋₈-oxi, alquinil C₃₋₈-oxi, haloalquinil C₃₋₈-oxi, alquil C₁₋₈-sulfanilo, haloalquil C₁₋₈-sulfanilo, bencilo, fenilo, heteroarilo de 5 miembros, heteroarilo de 6 miembros, benciloxi, feniloxi, bencilsulfanilo, bencilamino, fenilsulfanilo o fenilamino, en donde el alquenilo C₂₋₈, alquinilo C₂₋₈, cicloalquilo C₃₋₇, bencilo, fenilo, heteroarilo de 5 miembros, heteroarilo de 6 miembros, benciloxi, feniloxi, bencilsulfanilo, bencilamino, fenilsulfanilo y fenilamino pueden estar opcionalmente sustituidos por uno o varios grupos seleccionados de halógeno, alquilo C₁₋₆, haloalquilo C₁₋₈, alcoxi C₁₋₈, haloalcoxi C₁₋₈, cicloalquilo C₃₋₇, alquenilo C₂₋₈, alquinilo C₂₋₈, alquenil C₂₋₈-oxi, alquinil C₃₋₈-oxi, haloalquinil C₃₋₈-oxi, haloalquil C₁₋₈-sulfanilo; X² representa hidrógeno, flúor, cloro o bromo; X³ representa hidrógeno, flúor, cloro o bromo; R¹ representa hidrógeno, alquilo C₁₋₈, -Si(R³ᵃ)(R³ᵇ)(R³ᶜ), -P(O)(OH)₂, -CH₂-O-P(O)(OH)₂, -C(O)-alquilo C₁₋₈, -C(O)-cicloalquilo C₃₋₇, -C(O)NH-alquilo C₁₋₈, -C(O)N-di-alquilo C₁₋₈ o -C(O)O-alquilo C₁₋₈, en donde el -C(O)-alquilo C₁₋₈, -C(O)-cicloalquilo C₃₋₇, -C(O)NH-alquilo C₁₋₈, -C(O)N-di-alquilo C₁₋₈ o -C(O)O-alquilo C₁₋₈ puede no estar sustituido o puede estar sustituido por uno o varios grupos seleccionados de halógeno y alcoxi C₁₋₈, en donde R³ᵃ, R³ᵇ, R³ᶜ representan, de modo independiente entre sí, otro fenilo o alquilo C₁₋₈; Q representa un anillo fenilo de la fórmula (2), (3) ó (4), en donde R² representa halógeno, alquilo C₁₋₈, haloalquilo C₁₋₈, pentafluoro-l⁶-sulfanilo, alcoxi C₁₋₈, haloalcoxi C₁₋₈, cicloalquilo C₃₋₇, alquenilo C₂₋₈, alquinilo C₂₋₈, alquil C₁₋₈-sulfanilo o haloalquil C₁₋₈-sulfanilo; y sus sales y N-óxidos, siempre que X¹ no represente fenilo, flúor o cloro en caso de que X² represente hidrógeno, X³ representa hidrógeno, Q representa un anillo fenilo de la fórmula (4) y R² representa flúor, cloro o bromo. Reivindicación 13: Cetona de la fórmula (5) caracterizada porque X¹, X², X³ y Q se definen como en la reivindicación 1; y sus sales y N-óxidos, siempre que X¹ no represente fenilo, flúor o cloro en caso de que X² represente hidrógeno, X³ represente hidrógeno, Q representa un anillo fenilo de la fórmula (4) y R² representa flúor, cloro o bromo, y siempre que X¹ no represente 2,4-diclorofenoxi o CF₃ en caso de que X² represente hidrógeno, X³ representa hidrógeno, Q representa un anillo fenilo de la fórmula (4) y R² representa cloro. Reivindicación 14: Epóxido de la fórmula (6) caracterizado porque X¹, X², X³ y Q se definen como en la reivindicación 1; y sus sales y N-óxidos, siempre que X¹ no represente fenilo, flúor o cloro en caso de que X² represente hidrógeno, X³ representa hidrógeno, Q representa un anillo fenilo de la fórmula (4) y R² representa flúor, cloro o bromo.Triazole derivatives, intermediates to prepare these compounds, to compositions comprising these compounds and their use as biologically active compounds, especially to control harmful microorganisms in crop protection and in the protection of materials and as plant growth regulators. Claim 1: Triazole derivative of the formula (1), characterized in that X¹ represents halogen, C₁₋₈ alkyl, C₁₋₈ haloalkyl, C₁₋₈ alkoxy, C₁₋₈ haloalkoxy, C₃₋₇ cycloalkyl, C₂₋₈ alkenyl, alkynyl C₂₋₈, C₂₋₈-oxy alkenyl, C₃₋₈-oxy alkynyl, C₃₋₈-oxy haloalkynyl, C₁₋₈-sulfanyl alkyl, C₁₋₈-sulfanyl haloalkyl, benzyl, phenyl, 5-membered heteroaryl, heteroaryl 6 members, benzyloxy, phenyloxy, benzylsulfanyl, benzylamino, phenylsulfanyl or phenylamino, wherein Cque alkenyl, C alqu alkynyl, C₃₋₇ cycloalkyl, benzyl, phenyl, 5 membered heteroaryl, 6 membered heteroaryl, benzyloxy, phenyloxy , benzylsulfanyl, benzylamino, phenylsulfanyl and phenylamino may be optionally substituted by one or more groups selected from halogen, C₁₋₆ alkyl, C₁₋₈ haloalkyl, C₁₋₈ alkoxy, C₁₋₈ haloalkoxy, C₃₋₇ cycloalkyl, C₂ alkenyl ₋₈, C₂₋₈ alkynyl, C₂₋₈-oxy alkenyl, C₃₋₈-oxy alkynyl, C₃₋₈-oxy haloalkynyl, C₁₋₈-sulfanyl haloalkyl; X² represents hydrogen, fluorine, chlorine or bromine; X³ represents hydrogen, fluorine, chlorine or bromine; R¹ represents hydrogen, C₁₋₈ alkyl, -Si (R³ᵃ) (R³ᵇ) (R³ᶜ), -P (O) (OH) ₂, -CH₂-OP (O) (OH) ₂, -C (O) -alkyl C₁₋₈, -C (O) -C₃₋₇ cycloalkyl, -C (O) NH-C₁₋₈ alkyl, -C (O) N-di-C₁₋₈ alkyl or -C (O) O-C₁ alkyl ₋₈, wherein the -C (O) -C₁₋₈ alkyl, -C (O) -C₃₋₇ cycloalkyl, -C (O) NH-C₁₋₈ alkyl, -C (O) N-di-alkyl C₁₋₈ or -C (O) O-C₁₋₈ alkyl may not be substituted or may be substituted by one or more groups selected from halogen and C₁₋₈ alkoxy, wherein R³ᵃ, R³ᵇ, R³ᶜ independently represent between yes, another phenyl or C₁₋₈ alkyl; Q represents a phenyl ring of the formula (2), (3) or (4), wherein R² represents halogen, C₁₋₈ alkyl, C₁₋₈ haloalkyl, pentafluoro-l⁶-sulfanyl, C₁₋₈ alkoxy, C₁₋ haloalkoxy ₈, C₃₋₇ cycloalkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, C₁₋₈-sulfanyl alkyl or C₁₋₈-sulfanyl haloalkyl; and its salts and N-oxides, provided that X¹ does not represent phenyl, fluorine or chlorine in case X² represents hydrogen, X³ represents hydrogen, Q represents a phenyl ring of the formula (4) and R² represents fluorine, chlorine or bromine. Claim 13: Ketone of the formula (5) characterized in that X¹, X², X³ and Q are defined as in claim 1; and its salts and N-oxides, provided that X¹ does not represent phenyl, fluorine or chlorine in case X² represents hydrogen, X³ represents hydrogen, Q represents a phenyl ring of the formula (4) and R² represents fluorine, chlorine or bromine, and provided that X¹ does not represent 2,4-dichlorophenoxy or CF₃ in case X² represents hydrogen, X³ represents hydrogen, Q represents a phenyl ring of the formula (4) and R² represents chlorine. Claim 14: Epoxide of the formula (6) characterized in that X¹, X², X³ and Q are defined as in claim 1; and its salts and N-oxides, provided that X¹ does not represent phenyl, fluorine or chlorine in case X² represents hydrogen, X³ represents hydrogen, Q represents a phenyl ring of the formula (4) and R² represents fluorine, chlorine or bromine.

ARP170102613A 2016-09-29 2017-09-22 TRIAZOL DERIVATIVES AS FUNGICIDES AND AS PLANT GROWTH REGULATORS AR109695A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP16191266 2016-09-29

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AR109695A1 true AR109695A1 (en) 2019-01-16

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AR (1) AR109695A1 (en)
WO (1) WO2018060076A1 (en)

Family Cites Families (21)

* Cited by examiner, † Cited by third party
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DE3315681A1 (en) 1983-04-29 1984-10-31 Bayer Ag, 5090 Leverkusen METHOD FOR PRODUCING OXIRANES
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JP2723554B2 (en) 1988-10-07 1998-03-09 呉羽化学工業株式会社 Novel acylated triazole derivative, process for producing the same and agricultural / horticultural fungicide containing the derivative as an active ingredient
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BR112017021106A2 (en) * 2015-04-02 2018-07-03 Bayer Cropscience Ag triazole derivatives as pesticides and plant regulators

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