BR9811314A - Benzothiophene derivatives as herbicides - Google Patents

Benzothiophene derivatives as herbicides

Info

Publication number
BR9811314A
BR9811314A BR9811314-3A BR9811314A BR9811314A BR 9811314 A BR9811314 A BR 9811314A BR 9811314 A BR9811314 A BR 9811314A BR 9811314 A BR9811314 A BR 9811314A
Authority
BR
Brazil
Prior art keywords
alkyl
alkenyl
halogen
compounds
herbicides
Prior art date
Application number
BR9811314-3A
Other languages
Portuguese (pt)
Inventor
Hermann Rempfler
Andrew Edmunds
Alain De Mesmaeker
Karl Seckinger
Original Assignee
Novartis 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 Novartis Ag filed Critical Novartis Ag
Publication of BR9811314A publication Critical patent/BR9811314A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • 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
    • A01N43/02—Biocides, 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
    • A01N43/04—Biocides, 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
    • A01N43/06—Biocides, 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 five-membered rings
    • A01N43/12—Biocides, 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 five-membered rings condensed with a carbocyclic ring
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

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

Abstract

Patente de Invenção: <B>"DERIVADOS DE BENZOTIOFENO COMO HERBICIDAS"<D>. Compostos de fórmula I onde R~ 1~ é C~ 1~-C~ 4~ alquila, C~ 1~-C~ 4~ haloalquila, C~ 1~-C~ 4~ alcóxi C~ 1~-C~ 4~ alquila, C~ 1~-C~ 4~ alcoxicarbonila, ciano, ciano C~ 1~-C~ 4~ alquila, hidróxi C~ 1~-C~ 4~ alquila, amino C~ 1~-C~ 4~ alquila, CHO, C~ 1~-C~ 4~ alquil-ON=CH, C~ 2~-C~ 6~ alquenila, C~ 1~-C~ 4~ alcoxicarbonil C~ 2~-C~ 6~ alquenila ou um grupo -CH(OR~ 20~)OR~ 21~; R~ 20~ e R~ 21~ são independentemente um do outro C~ 1~-C~ 4~ alquila; ou R~ 20~ e R~ 21~ juntos são -(CH~ 2~)~ n1~-; n~ 1~ é 2, 3 ou 4; R~ 2~ é hidrogênio ou C~ 1~-C~ 4~ alquila; R~ 3~ e R~ 4~ são independentemente hidrogênio, C~ 1~-C~ 4~ alquila ou halogênio; n é 0, 1 ou 2; R~ 5~ é C~ 1~-C~ 4~ alquila, C~ 1~-C~ 4~ haloalquila, C~ 2~-C~ 6~ alquenila, C~ 2~-C~ 6~ alquinila, C~ 1~-C~ 4~ alcóxi, C~ 1~-C~ 4~ haloalcóxi, C~ 1~-C~ 4~ alquil-S(O)~ n2~, (C~ 1~-C~ 4~ alquil)~ 2~NS(O)~ 2~, C~ 1~-C~ 4~ alquil-S(O)~ 2~O, halogênio, nitro ou ciano; n~ 2~ é 0,1 ou 2; Q é OH, halogênio ou um grupo e R~ 6~ a R~ 14~, W, Y e n~ 6~ são como definidos na reivindicação 1, e sais e estereoisómeros agroquimicamente aceitáveis desses compostos de fórmula I possuem boas propriedades herbicidas seletivas pré- e pós-emergência. Estão descritos a preparação dos compostos e seu uso como ingredientes ativos herbicidas.Invention Patent: <B> "BENZOTIOPHENE DERIVATIVES AS HERBICIDES" <D>. Compounds of formula I where R ~ 1 ~ is C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ haloalkyl, C ~ 1 ~ -C ~ 4 ~ C ~ 1 ~ -C ~ 4 alkoxy ~ alkyl, C ~ 1 ~ -C ~ 4 ~ alkoxycarbonyl, cyano, C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ hydroxy, amino C ~ 1 ~ -C ~ 4 ~ alkyl, CHO, C ~ 1 ~ -C ~ 4 ~ alkyl-ON = CH, C ~ 2 ~ -C ~ 6 ~ alkenyl, C ~ 1 ~ -C ~ 4 ~ alkoxycarbonyl C ~ 2 ~ -C ~ 6 ~ alkenyl or a -CH (OR ~ 20 ~) OR ~ 21 ~ group; R ~ 20 ~ and R ~ 21 ~ are independently of each other C ~ 1 ~ -C ~ 4 ~ alkyl; or R ~ 20 ~ and R ~ 21 ~ together are - (CH ~ 2 ~) ~ n1 ~ -; n ~ 1 ~ is 2, 3 or 4; R ~ 2 ~ is hydrogen or C ~ 1 ~ -C ~ 4 ~ alkyl; R ~ 3 ~ and R ~ 4 ~ are independently hydrogen, C ~ 1 ~ -C ~ 4 ~ alkyl or halogen; n is 0, 1 or 2; R ~ 5 ~ is C ~ 1 ~ -C ~ 4 ~ alkyl, C ~ 1 ~ -C ~ 4 ~ haloalkyl, C ~ 2 ~ -C ~ 6 ~ alkenyl, C ~ 2 ~ -C ~ 6 ~ alkynyl, C ~ 1 ~ -C ~ 4 ~ alkoxy, C ~ 1 ~ -C ~ 4 ~ haloalkoxy, C ~ 1 ~ -C ~ 4 ~ alkyl-S (O) ~ n2 ~, (C ~ 1 ~ -C ~ 4 ~ alkyl) ~ 2 ~ NS (O) ~ 2 ~, C ~ 1 ~ -C ~ 4 ~ alkyl-S (O) ~ 2 ~ O, halogen, nitro or cyano; n ~ 2 ~ is 0.1 or 2; Q is OH, halogen or a group and R ~ 6 ~ to R ~ 14 ~, W, Y and ~ 6 ~ are as defined in claim 1, and agrochemically acceptable salts and stereoisomers of these compounds of formula I have good pre-selective herbicidal properties - and post-emergency. The preparation of the compounds and their use as herbicidal active ingredients are described.

BR9811314-3A 1997-08-20 1998-08-18 Benzothiophene derivatives as herbicides BR9811314A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH195097 1997-08-20
PCT/EP1998/005247 WO1999009023A1 (en) 1997-08-20 1998-08-18 Benzothiophene derivates as herbicides

Publications (1)

Publication Number Publication Date
BR9811314A true BR9811314A (en) 2000-08-29

Family

ID=4222392

Family Applications (1)

Application Number Title Priority Date Filing Date
BR9811314-3A BR9811314A (en) 1997-08-20 1998-08-18 Benzothiophene derivatives as herbicides

Country Status (6)

Country Link
EP (1) EP1005467A1 (en)
CN (1) CN1261884A (en)
AU (1) AU732154B2 (en)
BR (1) BR9811314A (en)
CA (1) CA2291101A1 (en)
WO (1) WO1999009023A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6756343B1 (en) 1998-10-06 2004-06-29 Idemitsu Kosan Co., Ltd. Triketone derivatives and herbicide
DE19935218A1 (en) * 1999-07-27 2001-02-01 Aventis Cropscience Gmbh Isoxazolyl-substituted benzoylcyclohexanediones, process for their preparation and their use as herbicides and plant growth regulators
AU7659000A (en) * 1999-09-08 2001-04-10 Aventis Cropscience Uk Limited New herbicidal compositions
AU2001242451A1 (en) * 2000-03-09 2001-09-17 Syngenta Participations Ag Acylated phenyl or pyridine herbicides
AU2001284480A1 (en) * 2000-12-21 2002-07-01 Idemitsu Kosan Co. Ltd. Benzothiophene derivatives and herbicidal compositions containing the same
EP3016949B1 (en) 2013-07-02 2020-05-13 Syngenta Participations AG Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
CN112430228B (en) * 2020-11-25 2021-09-07 四川大学 Chiral 2, 3-dihydrobenzo [ b ] thiophene 1, 1-dioxide, derivative and preparation method
WO2023094304A1 (en) 2021-11-25 2023-06-01 Syngenta Crop Protection Ag Microbiocidal heterobiaryl amide derivatives

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5946272A (en) * 1982-09-09 1984-03-15 Nissan Chem Ind Ltd Pyrazole derivative, its preparation and selective herbicide containing said derivative
DE3862944D1 (en) * 1987-02-09 1991-07-04 Ciba Geigy Ag NEW CYCLOHEXANDIONE.
US5006150A (en) * 1987-06-05 1991-04-09 Sandoz Ltd. Substituted heterocyclohexane-3,5-diones
HU206242B (en) * 1988-04-18 1992-10-28 Sandoz Ag Herbicidal compositions comprising substituted benzoyl bicyclodione derivatives as active ingredient
NZ290789A (en) * 1994-08-01 1997-11-24 Rhone Poulenc Agriculture Herbicide comprising a 4-benzaylisoxazole derivative and a synergistically effective amount of a chloroacetamide herbicide
US5627131A (en) * 1995-01-09 1997-05-06 Zeneca Limited Herbicidal compositions of 4-benzoylisoxazole and antidotes therefor
HU225015B1 (en) * 1995-02-24 2006-05-29 Basf Ag 4-benzoyl-pyrozol derivatives, process for their preparation and their use as herbicides
DE59604174D1 (en) * 1995-02-24 2000-02-17 Basf Ag ISOXAZOLYL BENZOYL DERIVATIVES
EP0846112A1 (en) * 1995-08-25 1998-06-10 E.I. Du Pont De Nemours And Company Bicyclic herbicides

Also Published As

Publication number Publication date
WO1999009023A1 (en) 1999-02-25
EP1005467A1 (en) 2000-06-07
CA2291101A1 (en) 1999-02-25
CN1261884A (en) 2000-08-02
AU9344198A (en) 1999-03-08
AU732154B2 (en) 2001-04-12

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Legal Events

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B08F Application fees: dismissal - article 86 of industrial property law

Free format text: REFERENTE A 5A, 6A, 7A, 8A E 9A ANUIDADES.

B08K Lapse as no evidence of payment of the annual fee has been furnished to inpi (acc. art. 87)

Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 1909 DE 07/08/2007.