WO1988004652A1 - Composes heterocycliques possedant un squelette triketo - Google Patents

Composes heterocycliques possedant un squelette triketo Download PDF

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Publication number
WO1988004652A1
WO1988004652A1 PCT/JP1987/000985 JP8700985W WO8804652A1 WO 1988004652 A1 WO1988004652 A1 WO 1988004652A1 JP 8700985 W JP8700985 W JP 8700985W WO 8804652 A1 WO8804652 A1 WO 8804652A1
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WIPO (PCT)
Prior art keywords
group
atom
lower alkyl
formula
alkyl group
Prior art date
Application number
PCT/JP1987/000985
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English (en)
Japanese (ja)
Inventor
Haruhito Oishi
Akiyoshi Ueda
Tadashi Kawai
Takashi Okabe
Hisao Ishikawa
Hideo Inaba
Atsushi Sato
Original Assignee
Nippon Soda Co., 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 Nippon Soda Co., Ltd. filed Critical Nippon Soda Co., Ltd.
Publication of WO1988004652A1 publication Critical patent/WO1988004652A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/69—Two or more oxygen 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
    • A01N43/02—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
    • 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
    • A01N43/14—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 six-membered rings
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, 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
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, 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
    • 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D307/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
    • C07D307/60—Two oxygen atoms, e.g. succinic anhydride
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • C07D309/38—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms one oxygen atom in position 2 or 4, e.g. pyrones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/42—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
    • C07D311/56—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 without hydrogen atoms in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/74—Benzo[b]pyrans, hydrogenated in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/96—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings spiro-condensed with carbocyclic rings or ring systems
    • 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
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/32—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
    • C07D335/02—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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

Definitions

  • the present invention relates to a new compound, a method for producing the compound, and a herbicide which contains the compound as an effective component.
  • the purpose of the present invention is to produce a new complex compound in an industrially advantageous manner, to provide a wide selection range between crops and weeds, and to ensure a high effect. It is to provide herbicides with high safety.
  • This invention is a general formula
  • A represents a group represented by the formula--C-"n- O— ⁇ wherein, r 4 , r 3
  • r 6 and r 7 are each a hydrogen atom, a lower alkyl group, or (substituted by a halogen atom or a lower alkyl group).
  • II represents a benzyl group, and II represents 0 or 1.
  • n-out is 1 bet is r 4 or r 5 is r 6 is a double bond or in Tsu name in to One had a r 7 Yo but it may also form a ⁇ . ⁇
  • B represents a ⁇ nitrogen atom, a dinitro group, a cyano group, (which may be substituted with a halogen atom or a phenyl group); a lower alkyl group; group, a lower ⁇ Le key Le mosquitoes Le ball two group, a lower A Le co key imposes Le ball two group, or the formula - E - r 8 (wherein one E - is
  • a lower alkyl group which may be substituted with an atom or a phenyl group, or a (substituted with a halogen atom or a halogen atom).
  • r 12 represents a hydrogen atom or a lower alkyl group. Or a salt thereof, a method for producing the compound, and a herbicide containing the compound as an active ingredient.
  • the compound of the present invention can be produced by the following method
  • M represents a hydrogen atom or a protecting group for the group represented by XH
  • Q represents a hydrogen atom or a lower alkyl group.
  • the reaction is carried out in a solvent, a base or an acid. In the presence of the solvent, the reaction is carried out at a pressure of ⁇ 10 to a boiling point of the solvent to be used for 30 minutes, and then for 10 hours.
  • the protecting group represented by M includes acetylene groups such as acetylene groups, benzyl groups, methoxymethylene groups, Usual protecting groups such as a 0H group and an SH group can be used such as a transhydryl group.
  • an organic solvent such as benzene, tosoleene, ⁇ F, or phenolic alcohol, or water
  • bases or acids salts such as sodium hydride, potassium carbonate, sodium hydride, decylamine, viridine and the like »P—toluene
  • the raw material compound represented by the general formula CII] in which an acid such as enzulonic acid or sulfuric acid can be used can be produced, for example, according to the following reaction formula. Thus, it is also possible to carry out the method of the invention without isolation.
  • Z represents a halogen atom, a hydroxy group, a lower alkoxy group or 10- (acid anhydride).
  • the reaction is carried out in the presence of a salt group in the presence of
  • the solvent a solvent such as THF, benzene, tonolene, ethylenol, viridine, water, or the like can be used.
  • the base include pyridin, tritienoleamine, sodium hydroxide, and phenolic acid.
  • Dess, hydrogenated sodium, potassium carbonate, small lithium, etc. can be used.
  • the reaction that causes the transfer test to work is also in organic solvents such as Benzene, Toluene, Cloth holme, THF, Etherenol, and Dioxane.
  • organic solvents such as Benzene, Toluene, Cloth holme, THF, Etherenol, and Dioxane.
  • Examples of the transfer test include aluminum chloride, zinc chloride, zinc tetrachloride, tetrasodium tetrachloride, boron trifluoride ethereolone, and the like.
  • Cyanides such as sethocyanhydrin, methansulfonates, concentrated sulfuric acid, and N, N-dimethyl-amino-bizines Can be used. All reaction temperatures are up to the boiling point of the solvent used.
  • reaction is represented by the general formula [1] 'or [1] "in an organic solvent.
  • the reaction is carried out by reacting the compound to be reacted with a corresponding halogenated compound, ester, or the like.
  • the salt of the compound of the present invention reacts the compound represented by [I] 'or [I] "with the corresponding salt in an organic solvent or an aqueous solution.
  • the structure of the obtained salt is i
  • the structure, etc. of the chelate can be considered.
  • the target product can be obtained in good yield by performing the usual post-treatment after the reaction.
  • the structure of the compound of the present invention was determined based on the data from IR, NMR, MASS, etc.
  • the compounds of the present invention represented by the general formula [I] have the following tautomeric forms, but the present invention is based on these tautomeric forms. It is a thing.
  • the dehydrating solvent was depressurized and distilled off using sodium hydrogen sulfate.
  • reaction solution was washed with a pot, the acid layer was carefully acidified with 2N monohydrochloric acid, and the crystals which eluted were filtered out to obtain the intended product 0.8. m. p. 24 0 'C or more.
  • Table 1 shows typical examples of the compounds of the present invention produced in the same manner as in the above Examples.
  • the herbicide of the present invention contains one or more of the compounds represented by the above general formula [I] as an active ingredient, and has a form similar to that of ordinary and pesticides.
  • the active ingredient compound is generally used in the form of a wettable powder, an emulsion, a granule, a water solvent, a free thorn, or the like, which is mixed with an appropriate amount of a carrier and used.
  • solid carriers include tanolek, whey carbon, bentonite, clay, cascade soil, and the like.
  • solid carriers include liquid carriers.
  • the concentration of the active ingredient in the herbicide of the present invention may vary depending on the form of the preparation as described above.
  • the concentration of the active ingredient is 5%.
  • ⁇ 70% preferably 1 ⁇ 30%: 3 ⁇ 70% for milk, preferably 5 ⁇ 20%: 0 ⁇ 0 for granules.
  • Concentrations of 0.1 to 3%, preferably 0.05 to 10% are used.
  • the wettable powder and milky powder thus obtained are diluted to a predetermined concentration with water to prepare a suspension or an emulsion, and the granules are used as they are before germination of the weeds. After germination, the soil is sprayed or mixed.
  • an appropriate amount of 1 g or more of the active ingredient per 10 ares is applied.
  • the present herbicide can also be used in combination with known fungicides, insecticides, herbicides, herbicides, plant growth regulators and the like.
  • the use of a mixture with a herbicide not only reduces the amount of used medicine and saves labor, but also enhances the synergy of the combined medicine. The effect can also be expected. In that case ,
  • Suitable drugs to be used in combination with the herbicide of the present invention include van carb, molynate, MY-93 [S — (2, 2 — Dimethyl benzone) 1 — Carbamate herbicide such as biperidine resin, etc., and thiocarbamate herbicide Acid amide herbicides such as butacronoline, phlecinoleno, mefenacet, etc., chromatoxinole, and binox And other triadine herbicides such as atrazine and cyanadine, chlorsulfuron, and snorreho.
  • Snorre honyl and herbicides such as methyluron and methylenol, and herbicides such as MCP and MCPB.
  • Example 6 wettable powder
  • the compound of the present invention 120 parts White carbon: 20 parts Keiso soil: 52 parts Alkylsulfuric acid Zoda: 8 parts-Mix uniformly, pulverize finely As a result, a wettable powder with an effective component of 20% was obtained.
  • Test example 1 Paddy soil treatment test

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  • 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)

Abstract

Composés représentés par la formule générale (I) (où R1 représente un atome d'hydrogène, un groupe -D-r1 (où -D- représente -CO- ou -SO2- et r1 représente un groupe alkyle inférieur ou un groupe phényle éventuellement substitué), un groupe alkyle inférieur éventuellement substitué, ou un groupe de formule (II) (où Y représente un atome d'oxygène ou de soufre, et r2 et r3 représentent chacun un groupe alkyle inférieur), A représente un groupe vinylène, éthylène ou méthylène éventuellement substitué, B représente un groupe phényle, naphtyle ou hétérocyclique aromatique comportant de 5 à 10 membres, éventuellement substitué et contenant un atome d'oxygène, de soufre ou d'azote, et -X- représente -O-, -S- ou un groupe de formule (III) (où r12 représente un atome d'hydrogène ou un groupe alkyle inférieur). Sont décrits ces composés, leurs sels, leurs procédés de préparation, ainsi que des herbicides les contenant en tant qu'ingrédients actifs.
PCT/JP1987/000985 1986-12-17 1987-12-16 Composes heterocycliques possedant un squelette triketo WO1988004652A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP61/298816 1986-12-17
JP29881686 1986-12-17

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WO1988004652A1 true WO1988004652A1 (fr) 1988-06-30

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WO (1) WO1988004652A1 (fr)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0345635A1 (fr) * 1988-06-07 1989-12-13 BASF Aktiengesellschaft Tétrahydropyrannediones-2,4 herbicides
EP0442077A2 (fr) * 1990-02-14 1991-08-21 Bayer Ag Dérivés d'aryl-3-pyrrolidine-diones-2,4 comme insecticides et herbicides
EP0456063A2 (fr) * 1990-05-10 1991-11-13 Bayer Ag Dérivés de 1-H-3-aryl-pyrrolidine-2,4-dione
EP0483582A1 (fr) * 1990-10-25 1992-05-06 Bayer Ag Thieno[3,2-b]pyranones, procédé pour leur préparation et les intemédiaires obtenus, leur application dans la lutte contre les parasites et comme régulateurs de la croissance des plantes
WO1994001401A1 (fr) * 1992-07-13 1994-01-20 Bayer Aktiengesellschaft Derives herbicides et insecticides substitues de 3-benzoyl-pyrrolidin-2,4-dione
US5686486A (en) * 1993-02-05 1997-11-11 Pharmacia & Upjohn Company 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl b!pyran-2-ones useful to treat retroviral infections
US5723411A (en) * 1995-10-31 1998-03-03 E. I. Du Pont De Nemours And Company Herbicidal pyridazinones
WO2000015632A1 (fr) * 1998-09-11 2000-03-23 Bayer Aktiengesellschaft Derives de thiopyrone et leur utilisation comme pesticides
US6169181B1 (en) 1994-05-06 2001-01-02 Pharmacia & Upjohn Company Compounds useful to treat retroviral infections
WO2002007517A1 (fr) * 2000-07-21 2002-01-31 Sumitomo Chemical Company, Limited Inhibiteurs de la biosynthèse de l'éthylène dans des plantes
JP2005533835A (ja) * 2002-07-09 2005-11-10 ファスゲン，エルエルシー． 新規の化合物、それを含有する医薬組成物、およびその使用方法
WO2007033544A1 (fr) * 2005-09-26 2007-03-29 Sheng Qiang Technique de modification de la molécule d'un bio-produit et application pour la lutte contre les mauvaises herbes
WO2007088876A1 (fr) * 2006-02-02 2007-08-09 Kumiai Chemical Industry Co., Ltd. Derive de pyridone et herbicide
CN102146068A (zh) * 2011-01-20 2011-08-10 南开大学 3-苯甲酰基-4-羟基香豆素衍生物及其类似物与在除草方面的应用
CN105111176A (zh) * 2015-10-16 2015-12-02 南开大学 3-苯氧乙酰基-4-羟基香豆素衍生物与合成方法及应用
CN111559965A (zh) * 2019-02-14 2020-08-21 东莞市东阳光农药研发有限公司 取代的苯甲酰类化合物及其在农业中的应用

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4728745A (en) * 1986-06-09 1988-03-01 Stauffer Chemical Company Substituted 4-benzoyl-3,5-dioxotetrahydropyrans and thiopyrans useful as herbicides
US4741755A (en) * 1986-06-09 1988-05-03 Stauffer Chemical Company Certain 4-oxo-3-benzoylvalerolactones and thiolactones

Non-Patent Citations (12)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Vol. 100, No. 9, 68053h. *
CHEMICAL ABSTRACTS, Vol. 101, No. 25, 229797s. *
CHEMICAL ABSTRACTS, Vol. 101, No. 9, 72625j. *
CHEMICAL ABSTRACTS, Vol. 72, No. 7, 31585k. *
CHEMICAL ABSTRACTS, Vol. 75, No. 11, 76643f. *
CHEMICAL ABSTRACTS, Vol. 84, No. 19, 135468p. *
CHEMICAL ABSTRACTS, Vol. 87, No. 23, 184412m. *
CHEMICAL ABSTRACTS, Vol. 88, No. 21, 151739r. *
CHEMICAL ABSTRACTS, Vol. 88, No. 4, 31616b. *
CHEMICAL ABSTRACTS, Vol. 90, No. 17, 137075f. *
CHEMICAL ABSTRACTS, Vol. 96, No. 15, 122640m. *
CHEMICAL ABSTRACTS, Vol. 98, No. 23, 198100x. *

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5389602A (en) * 1988-06-07 1995-02-14 Basf Aktiengesellschaft Herbicidal tetrahydropyran-2,4-diones
EP0345635A1 (fr) * 1988-06-07 1989-12-13 BASF Aktiengesellschaft Tétrahydropyrannediones-2,4 herbicides
EP0442077A3 (en) * 1990-02-14 1992-03-11 Bayer Ag 3-aryl-pyrrolidine-2,4-dione derivatives
EP0442077A2 (fr) * 1990-02-14 1991-08-21 Bayer Ag Dérivés d'aryl-3-pyrrolidine-diones-2,4 comme insecticides et herbicides
EP0456063A3 (en) * 1990-05-10 1992-07-08 Bayer Ag 1-h-3-aryl-pyrrolidin-2,4-dion-derivatives
US5258527A (en) * 1990-05-10 1993-11-02 Bayer Aktiengesellschaft Insecticidal, acaricidal and herbicidal 1-H-3-aryl-pyrrolidine-2,4-dione derivatives
EP0456063A2 (fr) * 1990-05-10 1991-11-13 Bayer Ag Dérivés de 1-H-3-aryl-pyrrolidine-2,4-dione
EP0483582A1 (fr) * 1990-10-25 1992-05-06 Bayer Ag Thieno[3,2-b]pyranones, procédé pour leur préparation et les intemédiaires obtenus, leur application dans la lutte contre les parasites et comme régulateurs de la croissance des plantes
US5201936A (en) * 1990-10-25 1993-04-13 Bayer Aktiengesellschaft Substituted thieno[3,2-b]pyran-5,7-diones
WO1994001401A1 (fr) * 1992-07-13 1994-01-20 Bayer Aktiengesellschaft Derives herbicides et insecticides substitues de 3-benzoyl-pyrrolidin-2,4-dione
US5686486A (en) * 1993-02-05 1997-11-11 Pharmacia & Upjohn Company 4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl b!pyran-2-ones useful to treat retroviral infections
US6169181B1 (en) 1994-05-06 2001-01-02 Pharmacia & Upjohn Company Compounds useful to treat retroviral infections
US5723411A (en) * 1995-10-31 1998-03-03 E. I. Du Pont De Nemours And Company Herbicidal pyridazinones
WO2000015632A1 (fr) * 1998-09-11 2000-03-23 Bayer Aktiengesellschaft Derives de thiopyrone et leur utilisation comme pesticides
WO2002007517A1 (fr) * 2000-07-21 2002-01-31 Sumitomo Chemical Company, Limited Inhibiteurs de la biosynthèse de l'éthylène dans des plantes
JP2013189464A (ja) * 2002-07-09 2013-09-26 Fasgen Inc 新規の化合物、それを含有する医薬組成物、およびその使用方法
JP2005533835A (ja) * 2002-07-09 2005-11-10 ファスゲン，エルエルシー． 新規の化合物、それを含有する医薬組成物、およびその使用方法
JP2011037881A (ja) * 2002-07-09 2011-02-24 Fasgen Inc 新規の化合物、それを含有する医薬組成物、およびその使用方法
EP2386551A1 (fr) * 2002-07-09 2011-11-16 Fasgen Inc. Nouveaux composés, compositions pharmaceutiques les contenant et leurs procédés d'utilisation
WO2007033544A1 (fr) * 2005-09-26 2007-03-29 Sheng Qiang Technique de modification de la molécule d'un bio-produit et application pour la lutte contre les mauvaises herbes
JP2009509944A (ja) * 2005-09-26 2009-03-12 南京▲農業▼大学 生物源化合物の分子修飾及び除草への応用方法
CN103922990A (zh) * 2005-09-26 2014-07-16 南京农业大学 一种生物源化合物的分子修饰和用于除草的方法
WO2007088876A1 (fr) * 2006-02-02 2007-08-09 Kumiai Chemical Industry Co., Ltd. Derive de pyridone et herbicide
CN102146068A (zh) * 2011-01-20 2011-08-10 南开大学 3-苯甲酰基-4-羟基香豆素衍生物及其类似物与在除草方面的应用
CN105111176A (zh) * 2015-10-16 2015-12-02 南开大学 3-苯氧乙酰基-4-羟基香豆素衍生物与合成方法及应用
CN111559965A (zh) * 2019-02-14 2020-08-21 东莞市东阳光农药研发有限公司 取代的苯甲酰类化合物及其在农业中的应用
CN111559965B (zh) * 2019-02-14 2022-11-18 东莞市东阳光农药研发有限公司 取代的苯甲酰类化合物及其在农业中的应用

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