HUP0202844A2 - Herbicidal 4-phenyl substituted pirazolinone derivatives, intermediates and preparation thereof - Google Patents

Herbicidal 4-phenyl substituted pirazolinone derivatives, intermediates and preparation thereof

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Publication number
HUP0202844A2
HUP0202844A2 HU0202844A HUP0202844A HUP0202844A2 HU P0202844 A2 HUP0202844 A2 HU P0202844A2 HU 0202844 A HU0202844 A HU 0202844A HU P0202844 A HUP0202844 A HU P0202844A HU P0202844 A2 HUP0202844 A2 HU P0202844A2
Authority
HU
Hungary
Prior art keywords
alkyl
amino
alkylthio
carbonyl
independently
Prior art date
Application number
HU0202844A
Other languages
Hungarian (hu)
Inventor
Thomas Maetzke
André Stoller
Sebastian Wendeborn
Original Assignee
Syngenta Participations 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 Syngenta Participations Ag. filed Critical Syngenta Participations Ag.
Publication of HUP0202844A2 publication Critical patent/HUP0202844A2/en
Publication of HUP0202844A3 publication Critical patent/HUP0202844A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • 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
    • A01N43/90Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A01N47/06Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • 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
    • A01N55/00Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, 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 carboxyl groups bound to the same carbon skeleton
    • C07C323/62Thiols, 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 carboxyl groups 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/612Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
    • C07C69/616Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety polycyclic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/62Halogen-containing esters
    • C07C69/65Halogen-containing esters of unsaturated acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/28Two oxygen or sulfur atoms
    • C07D231/30Two oxygen or sulfur atoms attached in positions 3 and 5
    • C07D231/32Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/081Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic 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)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A találmány tárgyát új, herbicid hatású (I) általános képletűvegyületek képezik, mely képletben R1 és R3 jelentése egymástól függetlenül hidrogénatom, halogénatom, nitro-, ciano-, C4- alkil-, C2-C4-alkenil-, C2-C4-alkinil-, tri(C1-C4-alkil- szilil)-C2-C4-alkinil-, C1-C4-halogén-alkil-, C2-C6-halogén- alkenil-, C3-C6-cikloalkil-, benzil-, C2-C6-alkoxi-alkil-, C2-C6-alkil-tio-alkil-, hidroxi-, merkapto-, C1-C6-alkoxi-, C3-C6-alkenil-oxi-, C3-C6-alkinil-oxi-, C1-C4-alkil- karbonil-, C1-C4-alkoxi-karbonil-, C1-C4-alkil-tio-, C1-C4- alkil-szulfinil-, C1-C4-alkil-szulfonil-, amino-, C1-C4- alkil-amino-, di-(C1-C4-alkil)-amino-, C1-C4-hidroxi-alkil-, formil-, C1-C4-alkil-karbonit-amino- vagy C1-C4-alkil- szulfonil-aminocsoport, R2 jelentése fenil-, naftil- vagy 1 vagy 2 nitrogén-, oxigén- vagy kénatomot tartalmazó 5- vagy 6-tagú aromás gyűrű, ahol a fenilgyűrű, naftilgyűrű és az 5- vagy 6-tagú aromás gyűrű adott esetben szubsztituált; R4 és R5 jelentése egymástól függetlenül hidrogénatom, C1-C12- alkil-, C1-C12-halogénalkil-, C1-C12-hidroxi-alkil-, C3-C8- alkenil-, C3-C8-alkinil-, C1-C10-alkoxi-C1-C8-alkil-, C1-C10- alkil-tio-C1-C8-alkil- vagy adott esetben 1-2 heteroatomot tartalmazó C3-C8-alkil-, C3-C8-cikloalkil-, C3-C8-halogén- cikloalkil-, adott esetben szubsztituált fenilcsoport, vagy R4 és R5 egymástól függetlenül egy 5- vagy 6-tagú gyűrű, vagy R4 és R5 együttesen azokkal az atomokkal, amelyekhez kötődnek, egy 5-8-tagú gyűrűt képeznek, amely 1 vagy 2 oxigénatomot, kénatomot vagy NR6 csoportot tartalmazhat; G jelentése hidrogénatom, -C(X1)-R30, -C(X2)-X3-R31, -C(X4)- N(R32)-R33, -SO2-R34, egy alkáli-, alkáliföldfém-, szulfónium- vagy ammóniumkation, -P(X5)(R35)-R36 vagy - CH2X6C(X7)-R37, -CH2X8C(X9)-X10-R38, -CH2X11C(X12)-N(R39)-R40 vagy -CH2X13SO2-R41 , ahol X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12 és X13 jelentése egymástól függetlenül oxigén- vagy kénatom és R30, R31, R32, R33, R34, R35, R36, R37, R38, R39, R40 és R41 jelentése egymástól függetlenül hidrogénatom, C1-C12-alkilcsoport vagy halogénatommal, formil-, ciano-, nitro-, tri-(C1-C6-alkil)-szilil-, hidroxi-, C1-C6-alkoxi-, C1-C6-alkoxi-karbonil-, amino-, C1-C6-alkil- amino-, di-(C1-C6-alkil)-amino-, merkapto-, C1-C6-alkil-tio-, C1-C6-alkil-karbonil-, C1-C6-alkil-karbonil-tio-, C1-C6- alkil-karbonil-amino-, C1-C6-alkoxi-karbonil-amino-, C1-C6- alkil-amino-karbonil-amino-, C1-C6-alkil-tio-karbonil-oxi-, C1-C6-alkil-tio-karbonil-amino-, C1-C6-alkoxi-tio-karbonil-, amino-tio-karbonil-, C1-C6-alkil-tio-karbonit-oxThe subject of the invention are new, herbicidally active compounds of general formula (I), in which R1 and R3 are independently hydrogen atom, halogen atom, nitro-, cyano-, C4-alkyl-, C2-C4-alkenyl-, C2-C4-alkynyl- , tri(C1-C4-alkylsilyl)-C2-C4-alkynyl-, C1-C4-haloalkyl-, C2-C6-halo-alkenyl-, C3-C6-cycloalkyl-, benzyl-, C2-C6 -Alkoxy-alkyl-, C2-C6-Alkyl-thio-alkyl-, Hydroxy-, Mercapto-, C1-C6-Alkoxy-, C3-C6-Alkenyloxy-, C3-C6-Alkynyloxy-, C1- C4-alkyl-carbonyl-, C1-C4-alkoxycarbonyl-, C1-C4-alkylthio-, C1-C4- alkylsulfinyl-, C1-C4-alkylsulfonyl-, amino-, C1-C4- alkylamino-, di-(C1-C4-alkyl)amino-, C1-C4-hydroxyalkyl-, formyl-, C1-C4-alkylcarbonitamino- or C1-C4-alkylsulfonylamino , R2 is a 5- or 6-membered aromatic ring containing phenyl, naphthyl or 1 or 2 nitrogen, oxygen or sulfur atoms, where the phenyl ring, naphthyl ring and the 5- or 6-membered aromatic ring are optionally substituted; R4 and R5 independently represent a hydrogen atom, C1-C12-alkyl-, C1-C12-haloalkyl-, C1-C12-hydroxyalkyl-, C3-C8-alkenyl-, C3-C8-alkynyl-, C1-C10-alkoxy -C1-C8-alkyl-, C1-C10-alkylthio-C1-C8-alkyl- or optionally containing 1-2 heteroatoms C3-C8-alkyl-, C3-C8-cycloalkyl-, C3-C8-halo- cycloalkyl, optionally substituted phenyl group, or R4 and R5 independently form a 5- or 6-membered ring, or R4 and R5 together with the atoms to which they are attached form a 5-8-membered ring, which contains 1 or 2 oxygen atoms, may contain a sulfur atom or NR6 group; G is hydrogen, -C(X1)-R30, -C(X2)-X3-R31, -C(X4)-N(R32)-R33, -SO2-R34, an alkali, alkaline earth metal, sulfonium or ammonium cation, -P(X5)(R35)-R36 or -CH2X6C(X7)-R37, -CH2X8C(X9)-X10-R38, -CH2X11C(X12)-N(R39)-R40 or -CH2X13SO2-R41, where X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12 and X13 are independently oxygen or sulfur and R30, R31, R32, R33, R34, R35, R36, R37, R38 , R39, R40 and R41 are independently a hydrogen atom, a C1-C12-alkyl group or a halogen atom, formyl-, cyano-, nitro-, tri-(C1-C6-alkyl)silyl-, hydroxy-, C1-C6-alkoxy- , C1-C6-Alkoxycarbonyl-, Amino-, C1-C6-Alkylamino-, Di-(C1-C6-Alkyl)amino-, Mercapto-, C1-C6-Alkylthio-, C1-C6 -alkylcarbonyl-, C1-C6-alkylcarbonyl-thio-, C1-C6- alkylcarbonyl-amino-, C1-C6-alkylcarbonyl-amino-, C1-C6- alkylamino-carbonyl-amino -, C1-C6-alkylthio-carbonyl-oxy-, C1-C6-alkylthio-carbonyl-amino-, C1-C6-alkylthio-carbonyl-, amino-thio-carbonyl-, C1-C6- alkyl thiocarbonite-ox

HU0202844A 1999-09-07 2000-09-05 Herbicidal 4-phenyl substituted pirazolinone derivatives, intermediates and preparation thereof HUP0202844A3 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH164499 1999-09-07
PCT/EP2000/008657 WO2001017973A2 (en) 1999-09-07 2000-09-05 Novel herbicides

Publications (2)

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HUP0202844A2 true HUP0202844A2 (en) 2002-12-28
HUP0202844A3 HUP0202844A3 (en) 2003-01-28

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HU0202844A HUP0202844A3 (en) 1999-09-07 2000-09-05 Herbicidal 4-phenyl substituted pirazolinone derivatives, intermediates and preparation thereof

Country Status (7)

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EP (1) EP1230245A2 (en)
CN (1) CN1377358A (en)
AU (1) AU7514600A (en)
CA (1) CA2382432A1 (en)
HU (1) HUP0202844A3 (en)
PL (1) PL356456A1 (en)
WO (1) WO2001017973A2 (en)

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AR037853A1 (en) * 2001-12-18 2004-12-09 Syngenta Participations Ag PROCESS FOR THE PREPARATION OF DERIVATIVES OF [1,4,5] -OXADIAZEPINAS, AND EMPLOYMENT OF THOSE DERIVATIVES IN THE PREPARATION OF A HERBICIDE OF THE TYPE OF TETRAHYDROPIRAZOLODIONA
EP1468000A1 (en) * 2002-01-22 2004-10-20 Syngenta Participations AG Phenyl substituted heterocyclic compounds useful as herbicides
DE10311300A1 (en) 2003-03-14 2004-09-23 Bayer Cropscience Ag New 2-alkoxy-4-halo-6-alkylphenyl-substituted (hetero)cyclic ketoenols, useful as total or selective herbicides and pesticides, e.g. insecticides, acaricides and nematocides for plant protection
DE10326386A1 (en) * 2003-06-12 2004-12-30 Bayer Cropscience Ag N-heterocyclyl-phenyl-substituted cyclic ketoenols
DE10331675A1 (en) 2003-07-14 2005-02-10 Bayer Cropscience Ag Hetaryl-substituted pyrazolidinedione derivatives
DE10337497A1 (en) * 2003-08-14 2005-03-10 Bayer Cropscience Ag 4-biphenyl-pyrazolidine-3,5-dione derivatives
DE10337496A1 (en) 2003-08-14 2005-04-14 Bayer Cropscience Ag 4-biphenyl-4-substituted-pyrazolidine-3,5-dione
DE102004014620A1 (en) 2004-03-25 2005-10-06 Bayer Cropscience Ag 2,4,6-phenyl-substituted cyclic ketoenols
DE102004035133A1 (en) 2004-07-20 2006-02-16 Bayer Cropscience Ag Selective insecticides based on substituted cyclic ketoenols and safeners
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DE602005014280D1 (en) * 2004-10-27 2009-06-10 Syngenta Participations Ag PROCESS FOR THE PREPARATION OF Ä1,4,5Ü-OXADIAZEPINE DERIVATIVES
DE102005059469A1 (en) 2005-12-13 2007-06-14 Bayer Cropscience Ag Insecticidal compositions having improved activity
DE102006007882A1 (en) 2006-02-21 2007-08-30 Bayer Cropscience Ag New cyclic keto enol derivatives useful for controlling animal pests and/or unwanted plant growth
NZ577571A (en) 2006-12-14 2012-03-30 Syngenta Participations Ag 4-phenyl-pyrane-3,5-diones, 4-phenyl-thiopyrane-3,5-diones and cyclohexanetriones as novel herbicides
GB0710223D0 (en) 2007-05-29 2007-07-11 Syngenta Ltd Novel Herbicides
GB0712653D0 (en) 2007-06-28 2007-08-08 Syngenta Ltd Novel herbicides
GB0715454D0 (en) 2007-08-08 2007-09-19 Syngenta Ltd Novel herbicides
GB0715576D0 (en) 2007-08-09 2007-09-19 Syngenta Ltd Novel herbicides
ECSP088961A (en) 2007-12-13 2009-07-31 Syngenta Participations Ag NEW HERBICIDES
GB0812310D0 (en) 2008-07-03 2008-08-13 Syngenta Ltd Novel herbicides
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GB0901834D0 (en) 2009-02-04 2009-03-11 Syngenta Ltd Novel herbicides
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JP5842594B2 (en) 2010-12-27 2016-01-13 住友化学株式会社 Pyridazinone compounds, herbicides containing them, and harmful arthropod control agents
AR087008A1 (en) 2011-06-22 2014-02-05 Syngenta Participations Ag DERIVATIVES OF N-OXI-PIRAZOLO-TRIAZEPINA-DIONA
AU2013211636B2 (en) 2012-01-26 2016-09-29 Bayer Intellectual Property Gmbh Phenyl-substituted ketoenols for controlling fish parasites
CN111386274B (en) 2017-12-05 2023-07-21 先正达参股股份有限公司 Chemical process for the synthesis of herbicide pyrazolidinedione compounds

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MXPA01012485A (en) * 1999-06-16 2002-06-04 Syngenta Participations Ag Substituted arylmalonic acid dinitriles as intermediates for the prepartion of herbicides.

Also Published As

Publication number Publication date
HUP0202844A3 (en) 2003-01-28
WO2001017973A2 (en) 2001-03-15
CN1377358A (en) 2002-10-30
WO2001017973A3 (en) 2001-05-10
AU7514600A (en) 2001-04-10
CA2382432A1 (en) 2001-03-15
PL356456A1 (en) 2004-06-28
EP1230245A2 (en) 2002-08-14

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