IL67498A - 1-haloalkylthiopyrrole derivatives,their preparation and their use as microbicides,and certain novel pyrrole derivatives as intermediates therefor - Google Patents

1-haloalkylthiopyrrole derivatives,their preparation and their use as microbicides,and certain novel pyrrole derivatives as intermediates therefor

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Publication number
IL67498A
IL67498A IL67498A IL6749882A IL67498A IL 67498 A IL67498 A IL 67498A IL 67498 A IL67498 A IL 67498A IL 6749882 A IL6749882 A IL 6749882A IL 67498 A IL67498 A IL 67498A
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IL
Israel
Prior art keywords
alkyl
halogen
unsubstituted
phenyl
derivatives
Prior art date
Application number
IL67498A
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IL67498A0 (en
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Ciba Geigy
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Publication date
Application filed by Ciba Geigy filed Critical Ciba Geigy
Publication of IL67498A0 publication Critical patent/IL67498A0/en
Publication of IL67498A publication Critical patent/IL67498A/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 ring carbon atoms
    • C07D207/33Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/333Radicals substituted by oxygen or sulfur 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A01N37/24Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides containing at least one oxygen or sulfur atom being directly attached to the same aromatic 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
    • 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
    • A01N43/36Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • 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
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N47/04Biocides, 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 >N—S—C≡(Hal)3 groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/36Oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
    • C07D207/42Nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • C07D207/48Sulfur atoms
    • 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
    • C07D401/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D405/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572Five-membered rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyrrole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Cosmetics (AREA)
  • Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

1. Claims for Contracting States BE, CH, DE, FR, GB, IT, LI, NL Compounds of the general formula I see diagramm : EP0096142,P25,F1 wherein R1 is a fragment [X, Y, Z(phenyl)], [X, Y, Z(biphenyl)], [U, V, W(pyridyl)], [U, V, W(furyl)] or [U, V, W(thienyl)], wherein X, Y and Z are each independently hydrogen, halogen, C1 -C4 alkyl, C1 -C3 haloalkyl, di(C1 -C4 alkyl)amino, nitro, cyano, -COO(C1 -C4 alkyl), -CON(C1 -C4 alkyl)2 or the group -E-R4 , wherein E is -O-, -S-, -SO- or -SO2 -, R4 is C1 -C6 alkyl which is unsubstituted or substituted by C1 -C4 alkoxy, unsubstituted C3 -C5 alkenyl, C3 -C5 alkynyl which is unsubstituted or substituted by halogen or hydroxy, or is [X, Y, Z(phenyl)] or -CH2 -[X, Y, Z-(phenyl)] ; U, V and W are each independently hydrogen, halogen or C1 -C4 alkyl ; R2 is -COO(C1 -C6 alkyl), -CO-(C1 -C6 alkyl), -CO-N(C1 -C6 alkyl)2 , cyano, nitro, -SO2 -(C1 -C6 alkyl), -P(O)-(C1 -C6 alkoxy)2 or -SO2 -N(C1 -C6 alkyl)2 ; and R3 is C1 -C3 haloalkyl. 1. Claims for Contracting State AT A microbicidal composition for controlling or preventing an attack on living plants and/or for preserving perishable storable goods of vegetable or animal origin, which composition contains, as at least one active component, one of the compounds of the general formula I see diagramm : EP0096142,P27,F1 wherein R1 is a fragment [X, Y, Z(phenyl)], [X, Y, Z(biphenyl)], [U, V, W(pyridyl)], [U, V, W(furyl)] or [U, V, W(thienyl)], wherein X, Y and Z are each independently hydrogen, halogen, C1 -C4 alkyl, C1 -C3 haloalkyl, di(C1 -C4 alkyl)amino, nitro, cyano, -COO(C1 -C4 alkyl), -CON(C1 -C4 alkyl)2 or the group -E-R4 , wherein E is -O-, -S-, -SO- or -SO2 -, R4 is unsubstituted C1 -C6 alkyl, C3 -C5 alkenyl which is unsubstituted or substituted by halogen, C3 -C5 alkynyl which is unsubstituted or substituted by halogen or hydroxy, or is [X, Y, Z(phenyl)] or -CH2 -[X, Y, Z(phenyl)] ; U, V and W are each independently hydrogen, halogen or C1 -C4 alkyl ; R2 is -COO(C1 -C6 alkyl), -CO-(C1 -C6 alkyl), -CO-N(C1 -C6 alkyl)2 , cyano, nitro, -SO2 -(C1 -C6 alkyl), -P(O)-(C1 -C6 alkoxy)2 or -SO2 -N(C1 -C6 alkyl)2 ; and R3 is C1 -C3 haloalkyl.
IL67498A 1981-12-18 1982-12-16 1-haloalkylthiopyrrole derivatives,their preparation and their use as microbicides,and certain novel pyrrole derivatives as intermediates therefor IL67498A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH811081 1981-12-18

Publications (2)

Publication Number Publication Date
IL67498A0 IL67498A0 (en) 1983-05-15
IL67498A true IL67498A (en) 1986-08-31

Family

ID=4335323

Family Applications (1)

Application Number Title Priority Date Filing Date
IL67498A IL67498A (en) 1981-12-18 1982-12-16 1-haloalkylthiopyrrole derivatives,their preparation and their use as microbicides,and certain novel pyrrole derivatives as intermediates therefor

Country Status (12)

Country Link
EP (1) EP0096142B1 (en)
JP (1) JPS58116462A (en)
AT (1) ATE40114T1 (en)
AU (1) AU560531B2 (en)
CA (1) CA1197248A (en)
DE (1) DE3279368D1 (en)
ES (1) ES518339A0 (en)
GR (1) GR78420B (en)
IE (1) IE54311B1 (en)
IL (1) IL67498A (en)
PT (1) PT75998B (en)
ZA (1) ZA829269B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0111452A1 (en) * 1982-12-10 1984-06-20 Ciba-Geigy Ag Use of pyrroles as biocides for the protection of materials
EP0174910B1 (en) * 1984-09-12 1990-04-04 Ciba-Geigy Ag Process for the preparation of 4-phenyl-pyrrole derivatives
EP0182737A3 (en) * 1984-10-16 1986-10-08 Ciba-Geigy Ag 3-phenyl-pyrrole derivatives, process for their preparation and their use as pesticides
US5234943A (en) * 1989-04-13 1993-08-10 Bayer Aktiengesellschaft Fungicidal 3-(2-chloro-3-trifluoromethylphenyl)-4-cyanopyrrole
DE4128132A1 (en) * 1991-08-24 1993-02-25 Bayer Ag 3- (2-CHLOR-3-TRIFLUORMETHYLPHENYL) -4-CYANOPYRROL, THEIR PRODUCTION AND USE AND NEW INTERMEDIATE PRODUCTS
EP0404721A3 (en) * 1989-06-20 1991-12-27 Ciba-Geigy Ag Microbicides
US5492925A (en) * 1993-08-31 1996-02-20 American Cyanamid Company Thienyl-and furylpyrrole insecticidal and acaricidal agents

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA689434A (en) * 1964-06-23 Unterstenhofer Gunter Process for the production of derivatives of fluoro-dichloro-methane sulphenic acid
US2888462A (en) * 1957-11-07 1959-05-26 Lilly Co Eli Trichloromethylmercaptopyrazoles
NL277492A (en) * 1960-11-03
DE2614935C3 (en) * 1976-04-07 1980-02-21 Schuelke & Mayr Gmbh, 2000 Norderstedt N-Trichloromethylthio-alkenylsuccinic acid imides and fungicidal agents
DE2636076C3 (en) * 1976-08-11 1980-10-09 Schuelke & Mayr Gmbh, 2000 Norderstedt Substituted N-trichloromethylthio-succinic acid imides
IL56243A (en) * 1978-01-31 1982-07-30 Nippon Soda Co Phenylpyrrole derivatives,their production and their use as fungicides
JPS5511524A (en) * 1978-07-10 1980-01-26 Nippon Soda Co Ltd Cyanopyrrole derivative, its preparation and agricultural and horticultural fungicide
CA1135705A (en) * 1978-07-20 1982-11-16 Jens-Uwe Bliesener N-arylsulfonylpyrroles, their preparation, and therapeutic agents containing these compounds
DE2843644A1 (en) * 1978-10-06 1980-04-24 Basf Ag 4-NITRO-2-TRICHLORMETHYLPHENYLSULFENAMIDE

Also Published As

Publication number Publication date
IL67498A0 (en) 1983-05-15
GR78420B (en) 1984-09-27
ES8401938A1 (en) 1984-01-16
EP0096142A2 (en) 1983-12-21
IE823001L (en) 1983-06-18
CA1197248A (en) 1985-11-26
EP0096142A3 (en) 1984-02-22
IE54311B1 (en) 1989-08-16
PT75998B (en) 1985-12-03
ES518339A0 (en) 1984-01-16
AU9162782A (en) 1983-06-23
AU560531B2 (en) 1987-04-09
EP0096142B1 (en) 1989-01-18
ZA829269B (en) 1983-10-26
JPS58116462A (en) 1983-07-11
PT75998A (en) 1983-01-01
DE3279368D1 (en) 1989-02-23
ATE40114T1 (en) 1989-02-15

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