AR126599A1 - 4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF - Google Patents

4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF

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Publication number
AR126599A1
AR126599A1 ARP220102014A ARP220102014A AR126599A1 AR 126599 A1 AR126599 A1 AR 126599A1 AR P220102014 A ARP220102014 A AR P220102014A AR P220102014 A ARP220102014 A AR P220102014A AR 126599 A1 AR126599 A1 AR 126599A1
Authority
AR
Argentina
Prior art keywords
formula
compound
polymorphs
stereoisomers
salts
Prior art date
Application number
ARP220102014A
Other languages
Spanish (es)
Inventor
Vishal A Shinde Shailesh Pavashe Prashant Parshuram Mahajan
Siddaramaiah C Autkar Santosh Garg Ruchi Klausener Alexander Gunther Maria R
Original Assignee
Pi Industries 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 Pi Industries Ltd filed Critical Pi Industries Ltd
Publication of AR126599A1 publication Critical patent/AR126599A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D305/00Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/02Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D305/04Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D305/08Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings 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 atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/44Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom three- or four-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00Fungicides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C257/00Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
    • C07C257/10Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
    • C07C257/12Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D305/00Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/02Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D305/04Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D305/06Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D331/00Heterocyclic compounds containing rings of less than five members, having one sulfur atom as the only ring hetero atom
    • C07D331/04Four-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/04Systems containing only non-condensed rings with a four-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

La presente invención desvela compuestos de arilamidina 4-sustituida de fórmula (1), en donde, R¹, R², R³, R⁴, R⁴ᵃ, R⁵, A y D son como se definen en la descripción detallada. La presente invención desvela además métodos para su preparación y el uso de los compuestos de fórmula (1) como agentes de protección de cultivos. Reivindicación 5: Una composición para controlar y/o prevenir microorganismos fitopatógenos, que comprende un compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo, de acuerdo con la reivindicación 1 y uno o más portadores inertes. Reivindicación 8: Una combinación que comprende el compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo de acuerdo con la reivindicación 1 y uno o más compuestos activos compatibles seleccionados de fungicidas, insecticidas, nematicidas, acaricidas, bioplaguicidas, herbicidas, reguladores del crecimiento de las plantas, antibióticos, nutrientes o fertilizantes. Reivindicación 14: Una semilla que comprende un compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo según la reivindicación 1, en donde la cantidad del compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo es de 0,1 g a 1 kg por 100 kg de semilla. Reivindicación 19: Un proceso para preparar un compuesto de fórmula (1) según la reivindicación 1, en donde dicho proceso comprende las etapas de: a. hacer reaccionar un compuesto de fórmula (3) con un compuesto de fórmula (2) en presencia de una base adecuada y un disolvente adecuado para obtener un compuesto de fórmula (1) como se muestra en el esquema a continuación, Esquema [1]; b. hacer reaccionar un compuesto de fórmula (5) con un reactivo de organolitio o un reactivo de metal de magnesio (reactivo de Grignard) para obtener un intermedio (5A) que se hace reaccionar adicionalmente con un compuesto de fórmula (4) en presencia de un disolvente adecuado para obtener un compuesto de fórmula (3) como se muestra en el esquema a continuación, Esquema [2].The present invention discloses 4-substituted arylamidine compounds of formula (1), wherein, R¹, R², R³, R⁴, R⁴ᵃ, R⁵, A and D are as defined in the detailed description. The present invention further discloses methods for the preparation and use of the compounds of formula (1) as crop protection agents. Claim 5: A composition for controlling and/or preventing phytopathogenic microorganisms, comprising a compound of formula (1), stereoisomers, polymorphs or salts thereof, according to claim 1 and one or more inert carriers. Claim 8: A combination comprising the compound of formula (1), stereoisomers, polymorphs or salts thereof according to claim 1 and one or more compatible active compounds selected from fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, regulators of plant growth, antibiotics, nutrients or fertilizers. Claim 14: A seed comprising a compound of formula (1), stereoisomers, polymorphs or salts thereof according to claim 1, wherein the amount of the compound of formula (1), stereoisomers, polymorphs or salts thereof is 0. 1 g to 1 kg per 100 kg of seed. Claim 19: A process for preparing a compound of formula (1) according to claim 1, wherein said process comprises the steps of: a. reacting a compound of formula (3) with a compound of formula (2) in the presence of a suitable base and a suitable solvent to obtain a compound of formula (1) as shown in the scheme below, Scheme [1]; b. reacting a compound of formula (5) with an organolithium reagent or a magnesium metal reagent (Grignard reagent) to obtain an intermediate (5A) which is further reacted with a compound of formula (4) in the presence of a suitable solvent to obtain a compound of formula (3) as shown in the scheme below, Scheme [2].

ARP220102014A 2021-07-29 2022-07-28 4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF AR126599A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IN202111034195 2021-07-29

Publications (1)

Publication Number Publication Date
AR126599A1 true AR126599A1 (en) 2023-10-25

Family

ID=83149025

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP220102014A AR126599A1 (en) 2021-07-29 2022-07-28 4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF

Country Status (3)

Country Link
AR (1) AR126599A1 (en)
TW (1) TW202321209A (en)
WO (1) WO2023007408A1 (en)

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9902592D0 (en) 1999-02-06 1999-03-24 Hoechst Schering Agrevo Gmbh Fungicides
EP1969931A1 (en) * 2007-03-12 2008-09-17 Bayer CropScience Aktiengesellschaft Fluoroalkyl phenylamidines and their use as fungicides
EP2223917A1 (en) 2009-02-02 2010-09-01 Bayer CropScience AG Isothiazolyloxyphenylamidines and their use as fungicides
WO2015028960A1 (en) 2013-08-28 2015-03-05 Piramal Enterprises Limited Substituted heterocyclic derivatives as gpr agonists and uses thereof
EP3371155A1 (en) 2015-11-03 2018-09-12 Basf Se Use of substituted oxadiazoles for combating phytopathogenic fungi
EP3720846A1 (en) * 2017-12-04 2020-10-14 Syngenta Participations AG Microbiocidal phenylamidine derivatives
CN109776509B (en) 2018-01-30 2023-07-07 成都麻沸散医药科技有限公司 N-substituted imidazole formate derivative and application thereof

Also Published As

Publication number Publication date
TW202321209A (en) 2023-06-01
WO2023007408A1 (en) 2023-02-02

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