FR2469408A1 - NOVEL 1,2,4-TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDAL AGENTS - Google Patents

NOVEL 1,2,4-TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDAL AGENTS

Info

Publication number
FR2469408A1
FR2469408A1 FR8024029A FR8024029A FR2469408A1 FR 2469408 A1 FR2469408 A1 FR 2469408A1 FR 8024029 A FR8024029 A FR 8024029A FR 8024029 A FR8024029 A FR 8024029A FR 2469408 A1 FR2469408 A1 FR 2469408A1
Authority
FR
France
Prior art keywords
alkylthio
alkyl
nitro
preparation
novel
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
FR8024029A
Other languages
French (fr)
Other versions
FR2469408B1 (en
Inventor
Homer Kenneth Spencer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Publication of FR2469408A1 publication Critical patent/FR2469408A1/en
Application granted granted Critical
Publication of FR2469408B1 publication Critical patent/FR2469408B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/12—Heterocyclic 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms

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)
  • Plural Heterocyclic Compounds (AREA)

Abstract

L'INVENTION A POUR OBJET DE NOUVEAUX DERIVES DU 1,2,4-TRIAZOLE DE FORMULE: (CF DESSIN DANS BOPI) DANS LAQUELLE R REPRESENTE UN GROUPE ALKYLE OU CYCLOALKYLE OU CYCLOALKYL-ALKYLE EVENTUELLEMENT SUBSTITUES, R SIGNIFIE L'HYDROGENE, UN HALOGENE OU UN GROUPE ALCOXY, ALKYLTHIO, NITRO OU ALKYLE EVENTUELLEMENT SUBSTITUE, R REPRESENTE L'HYDROGENE, UN HALOGENE, UN GROUPE ALKYL- THIO, NITRO, CYANO, CARBOXY, ALCOXYCARBONYLE OU ALCOXY OU ALKYLE EVENTUELLEMENT SUBSTITUES OU UN RESTE PHENYLE, PHENOXY OU PHENYLTHIO EVENTUELLEMENT SUBSTITUES ET R SIGNIFIE L'HYDROGENE, UN HALOGENE OU UN GROUPE METHYLE OU ETHYLE, OU BIEN R ET R FORMENT ENSEMBLE UN GROUPE ALKYLENEDIOXY, ET LEUR PREPARATION. CES COMPOSES PEUVENT ETRE UTILISES POUR COMBATTRE LES CHAMPIGNONS PHYTOPATHOGENES SUR LES PLANTES, LES SEMENCES OU DANS LE SOL.THE OBJECT OF THE INVENTION IS NEW DERIVATIVES OF 1,2,4-TRIAZOLE OF FORMULA: (CF DRAWING IN BOPI) IN WHICH R REPRESENTS AN ALKYL OR CYCLOALKYL OR CYCLOALKYL-ALKYL, POSSIBLE SUBSTITUTED, R MEANS HALDROGEN, OR AN ALCOXY, ALKYLTHIO, NITRO OR ALKYL GROUP WHICH IS POSSIBLE SUBSTITUTE, R REPRESENTS HYDROGEN, A HALOGEN, AN ALKYL-THIO, NITRO, CYANO, CARBOXY, ALCOXYCARBONYL OR ALCOYENTIENT EVENT PHASE OR ALKYLTHIO OR ALKYLTHIO, NITRO, CYANO, CARBOXY, OR ALCOYENTIENT RESISTANT PHOXYL OR ALKYLTHIO SUBSTITUTES AND R MEAN HYDROGEN, A HALOGEN, OR A METHYL OR ETHYL GROUP, OR R AND R FORM TOGETHER AN ALKYLENEDIOXY GROUP, AND THEIR PREPARATION. THESE COMPOUNDS MAY BE USED TO COMBAT PHYTOPATHOGENOUS FUNGI ON PLANTS, SEEDS OR IN SOIL.

FR8024029A 1979-11-13 1980-11-12 NOVEL 1,2,4-TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDAL AGENTS Granted FR2469408A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US9379979A 1979-11-13 1979-11-13
US16861380A 1980-07-14 1980-07-14

Publications (2)

Publication Number Publication Date
FR2469408A1 true FR2469408A1 (en) 1981-05-22
FR2469408B1 FR2469408B1 (en) 1983-06-24

Family

ID=26787917

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8024029A Granted FR2469408A1 (en) 1979-11-13 1980-11-12 NOVEL 1,2,4-TRIAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDAL AGENTS

Country Status (25)

Country Link
AT (1) AT378368B (en)
AU (1) AU545756B2 (en)
BR (1) BR8007385A (en)
CA (1) CA1171866A (en)
CH (1) CH647513A5 (en)
CS (1) CS235510B2 (en)
DE (1) DE3042302A1 (en)
DK (1) DK158041C (en)
DZ (1) DZ253A1 (en)
EG (1) EG14737A (en)
ES (1) ES496714A0 (en)
FR (1) FR2469408A1 (en)
GB (1) GB2064520B (en)
GR (1) GR71877B (en)
HU (1) HU185917B (en)
IE (1) IE51003B1 (en)
IL (1) IL61453A (en)
IT (1) IT1184252B (en)
KE (1) KE3668A (en)
MY (2) MY8600442A (en)
NL (1) NL185207C (en)
PH (1) PH17803A (en)
PL (1) PL126776B1 (en)
PT (1) PT72047B (en)
YU (1) YU289180A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2542000A1 (en) * 1983-03-04 1984-09-07 Sandoz Sa NOVEL ETHANOL DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDES
FR2567515A1 (en) * 1984-07-13 1986-01-17 Sandoz Sa NOVEL AZOLIC COMPOUND, ITS PREPARATION AND ITS USE AS ANTIFUNGAL AND FUNGICIDE
WO1995008543A1 (en) * 1993-09-23 1995-03-30 Richter Gedeon Vegyészeti Gyár Rt. Novel substituted propane-2-ol derivatives
WO2014095672A1 (en) 2012-12-19 2014-06-26 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
WO2014095548A1 (en) 2012-12-19 2014-06-26 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides

Families Citing this family (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4927839A (en) * 1979-03-07 1990-05-22 Imperial Chemical Industries Plc Method of preventing fungal attack on wood, hides, leather or paint films using a triazole
EP0131684B1 (en) * 1980-08-18 1992-03-11 Imperial Chemical Industries Plc Use of triazolylethanol derivatives and their compositions as non-agricultural fungicides
DE3175673D1 (en) * 1980-11-19 1987-01-15 Ici Plc Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them
US4533659A (en) * 1982-06-09 1985-08-06 Ciba-Geigy Corporation Microbicidal 2-(1H-1,2,4-triazolylmethyl-1'-yl)-2-siloxy-2-phenyl-acetates
US4517194A (en) * 1982-06-25 1985-05-14 Ciba-Geigy Corporation Azolylmandelic acid derivatives and use thereof for controlling microorganisms
DE3337937A1 (en) * 1982-10-28 1984-05-03 Sandoz-Patent-GmbH, 7850 Lörrach NEW AZOLE DERIVATIVES
EP0235714B1 (en) * 1982-11-10 1990-08-29 Imperial Chemical Industries Plc Process for the preparation of compounds with a double carbon to carbon bond by dehydration of the corresponding alcohol
PH19709A (en) * 1982-11-23 1986-06-16 Ciba Geigy Ag Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives
AT395363B (en) * 1983-03-04 1992-12-10 Sandoz Ag Process for controlling phytopathogenic fungi
DE3484968D1 (en) * 1983-05-19 1991-10-02 Ciba Geigy Ag METHOD FOR PRODUCING 1-TRIAZOLYL ETHYL ETHER DERIVATIVES, AND NEW 1-TRIAZOLYL PHENOXYPHENYL ETHYL ETHER DERIVATIVES CONTAINING MICROBICIDAL AGENTS AS ACTIVE SUBSTANCES AND THE USE THEREOF.
NL8402548A (en) * 1983-09-01 1985-04-01 Sandoz Ag NEW AZOLE CONNECTIONS.
GB8603951D0 (en) * 1986-02-18 1986-03-26 Ici Plc Heterocyclic compounds
GB8617780D0 (en) * 1986-07-21 1986-08-28 Sandoz Ltd Fungicides
FR2609368B1 (en) * 1987-01-14 1990-04-13 Sandoz Sa Produits USE OF DERIVATIVES OF 1, 2, 4-TRIAZOLE TO COMBAT DISEASES OF SIZE WOUNDS OF PERENNIAL PLANTS
DE3800094C2 (en) * 1987-01-14 1998-05-14 Ciba Geigy Ag Process and hydrophobic preparation for combating cut parasites in plants
DE3860278D1 (en) * 1987-01-21 1990-08-09 Ciba Geigy Ag MICROBICIDAL AGENT.
BE1001499A5 (en) * 1988-07-14 1989-11-14 Sandoz Sa Combating pruning wound disease in plants - comprises application of of a 2-chloro-phenyl-1-triazolyl-alkan-2-ol
DE3909862A1 (en) * 1989-03-25 1990-09-27 Basf Ag AZOLYLETHYLCYCLOPROPANE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTANT
GB9307924D0 (en) * 1993-04-16 1993-06-02 Zeneca Ltd Chrial synthesis
EP1606999A1 (en) * 2004-06-18 2005-12-21 Bayer CropScience AG Seed treatment agent for soy
WO2010149758A1 (en) 2009-06-25 2010-12-29 Basf Se Antifungal 1, 2, 4-triazolyl derivatives
CN103596934B (en) 2011-05-31 2015-08-19 株式会社吴羽 Triazole compound and utilization thereof
US20160029630A1 (en) 2012-11-27 2016-02-04 Basf Se Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides
CN105008336A (en) 2012-11-27 2015-10-28 巴斯夫欧洲公司 Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides
BR112015014753B8 (en) * 2012-12-20 2020-03-03 Basf Agro Bv compositions, use of a composition, method for combating phytopathogenic fungi and use of the components
CN104968651A (en) 2013-01-09 2015-10-07 巴斯夫农业公司 Process for the preparation of substituted oxiranes and triazoles
PL3019013T3 (en) * 2013-07-08 2021-10-25 BASF Agro B.V. Compositions comprising a triazole compound and a biopesticide
EP3083540B1 (en) 2013-12-18 2019-11-20 BASF Agro B.V. Process for the preparation of substituted phenoxyphenyl ketones
AR100743A1 (en) * 2014-06-06 2016-10-26 Basf Se COMPOUNDS OF [1,2,4] SUBSTITUTED TRIAZOL
EP2952507A1 (en) * 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole compounds
EP3269245B1 (en) 2014-06-25 2023-08-16 BASF Agro B.V. Pesticidal compositions
DK3166932T3 (en) 2014-07-08 2018-10-01 Basf Agro Bv PROCEDURE FOR PREPARING SUBSTITUTED OXIRANES AND TRIAZOLES
UA120628C2 (en) 2014-11-07 2020-01-10 Басф Се Pesticidal mixtures
CN104814029B (en) * 2015-03-12 2017-10-17 南京林业大学 Water ballast type is combined organic wood and its preparation method and application
DK3294700T3 (en) 2015-05-08 2020-04-14 Basf Agro Bv PROCEDURE FOR PREPARING LIMONEN-4 OL
AU2016259666B2 (en) 2015-05-08 2020-04-30 BASF Agro B.V. A process for the preparation of terpinolene epoxide
US11241012B2 (en) 2016-03-16 2022-02-08 Basf Se Use of tetrazolinones for combating resistant phytopathogenic fungi on soybean
WO2017157920A1 (en) 2016-03-16 2017-09-21 Basf Se Use of tetrazolinones for combating resistant phytopathogenic fungi on fruits
EP3429357A1 (en) 2016-03-16 2019-01-23 Basf Se Use of tetrazolinones for combating resistant phytopathogenic fungi on cereals
ES2833202T3 (en) 2016-06-15 2021-06-14 Basf Agro Bv Procedure for the epoxidation of a tetra-substituted alkene
KR20190017926A (en) 2016-06-15 2019-02-20 바스프 아그로 비.브이. Epoxidation of tetrasubstituted alkenes
ES2891352T3 (en) 2017-06-14 2022-01-27 Basf Agro Bv Process for the preparation of substituted phenoxyphenyl alcohols
CN107602547A (en) * 2017-09-28 2018-01-19 南开大学 Heterocycle triazole derivative and its production and use
EP3670491A1 (en) 2018-12-18 2020-06-24 BASF Agro B.V. Process for the preparation of 4-nitro-2-trifluoromethyl-acetophenone
EP3670487A1 (en) 2018-12-18 2020-06-24 BASF Agro B.V. Process for the preparation of substituted phenoxyphenyl ketones
EP3670492A1 (en) 2018-12-18 2020-06-24 BASF Agro B.V. Process for the preparation of 4-nitro-2-(trifluoromethyl)-1-(1-nitroethyl)-benzene
EP3696165A1 (en) 2019-02-14 2020-08-19 BASF Agro B.V. Process for the preparation of 4-halophenoxy-2-trifluoromethyl benzonitrile
EP3696164A1 (en) 2019-02-14 2020-08-19 BASF Agro B.V. Process for the preparation of 4-nitro-2-(trifluoromethyl)-benzonitrile
EP3696159A1 (en) 2019-02-14 2020-08-19 BASF Agro B.V. Process for the preparation of substituted phenoxyphenyl ketones

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2324010C3 (en) * 1973-05-12 1981-10-08 Bayer Ag, 5090 Leverkusen 1-Substituted 2-triazolyl-2-phenoxyethanol compounds, process for their preparation and their use for combating fungi
IE44186B1 (en) * 1975-12-03 1981-09-09 Ici Ltd 1,2,4-triazolyl alkanols and their use as pesticides
IE45765B1 (en) * 1976-08-19 1982-11-17 Ici Ltd Triazoles and imidazoles useful as plant fungicides and growth regulating agents
DE2738725A1 (en) * 1977-08-27 1979-03-08 Basf Ag AZOLYL ALCOHOLS
DE2743767A1 (en) * 1977-09-29 1979-04-12 Bayer Ag DIASTEREOMERS TRIAZOLYL-0, N-ACETALS, METHOD FOR THEIR MANUFACTURING AND THEIR USE AS FUNGICIDES

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2542000A1 (en) * 1983-03-04 1984-09-07 Sandoz Sa NOVEL ETHANOL DERIVATIVES, THEIR PREPARATION AND THEIR USE AS FUNGICIDES
FR2567515A1 (en) * 1984-07-13 1986-01-17 Sandoz Sa NOVEL AZOLIC COMPOUND, ITS PREPARATION AND ITS USE AS ANTIFUNGAL AND FUNGICIDE
WO1995008543A1 (en) * 1993-09-23 1995-03-30 Richter Gedeon Vegyészeti Gyár Rt. Novel substituted propane-2-ol derivatives
WO2014095672A1 (en) 2012-12-19 2014-06-26 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
WO2014095548A1 (en) 2012-12-19 2014-06-26 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP3173406A1 (en) 2012-12-19 2017-05-31 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP3181558A1 (en) 2012-12-19 2017-06-21 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides

Also Published As

Publication number Publication date
YU289180A (en) 1983-09-30
DE3042302C2 (en) 1989-09-21
CS235510B2 (en) 1985-05-15
MY8600442A (en) 1986-12-31
PL126776B1 (en) 1983-08-31
FR2469408B1 (en) 1983-06-24
ES8204428A1 (en) 1982-05-01
IL61453A (en) 1988-04-29
PT72047A (en) 1980-12-01
GB2064520B (en) 1984-07-04
PL227788A1 (en) 1981-11-13
BR8007385A (en) 1981-05-26
IT1184252B (en) 1987-10-22
ATA553580A (en) 1984-12-15
EG14737A (en) 1985-03-31
AU545756B2 (en) 1985-08-01
NL185207B (en) 1989-09-18
AT378368B (en) 1985-07-25
CH647513A5 (en) 1985-01-31
DE3042302A1 (en) 1981-08-27
DK158041C (en) 1990-08-13
DK483680A (en) 1981-05-14
PH17803A (en) 1984-12-13
GR71877B (en) 1983-08-02
KE3668A (en) 1986-10-31
GB2064520A (en) 1981-06-17
CA1171866A (en) 1984-07-31
PT72047B (en) 1982-01-28
DZ253A1 (en) 2004-09-13
IT8050119A0 (en) 1980-11-10
MY8700561A (en) 1987-12-31
NL185207C (en) 1990-02-16
IE51003B1 (en) 1986-09-03
NL8006170A (en) 1981-06-01
IE802353L (en) 1981-05-13
ES496714A0 (en) 1982-05-01
HU185917B (en) 1985-04-28
DK158041B (en) 1990-03-19
IL61453A0 (en) 1980-12-31
AU6426380A (en) 1981-05-21

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