RU1799242C - Способ борьбы с насекомыми и клещами - Google Patents

Способ борьбы с насекомыми и клещами

Info

Publication number
RU1799242C
RU1799242C SU884355559A SU4355559A RU1799242C RU 1799242 C RU1799242 C RU 1799242C SU 884355559 A SU884355559 A SU 884355559A SU 4355559 A SU4355559 A SU 4355559A RU 1799242 C RU1799242 C RU 1799242C
Authority
RU
Russia
Prior art keywords
denotes
denote
compounds
carbon atom
phenyl
Prior art date
Application number
SU884355559A
Other languages
English (en)
Inventor
Херберт Шуберт Ханс
Зальбек Герхард
Краузе Ханс-Петер
Людерс Вальтер
Кнауф Вернер
Вальтерсдорфер Анна
Керн Манфред
Original Assignee
Хехст АГ
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 Хехст АГ filed Critical Хехст АГ
Application granted granted Critical
Publication of RU1799242C publication Critical patent/RU1799242C/ru

Links

Classifications

    • 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
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other 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
    • 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
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
    • 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
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • 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
    • C07D213/61—Halogen atoms or nitro radicals
    • 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
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C07D213/643—2-Phenoxypyridines; Derivatives thereof
    • 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
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • 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
    • C07D213/70—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/12—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/14—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having 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
    • C07D237/18—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/38—One sulfur atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
    • C07D241/16—Halogen atoms; Nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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
    • C07D241/18—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D253/00—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/02—Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
    • C07D253/06—1,2,4-Triazines
    • C07D253/065—1,2,4-Triazines having three double bonds between ring members or between ring members and non-ring members
    • C07D253/07—1,2,4-Triazines having 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/08—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/06—Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/08—Heterocyclic 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 linked by a carbon chain containing alicyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/12—Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • 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
    • 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
    • C07D409/08—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 alicyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

Использование: сельское хоз йство, химический способ защиты растений от насекомых и клещей. Сущность изобретени : способ заключаетс  в обработке растений соединениемформулы C2ABCDH C(R2R3)CH2XCH(R4)-R5. где А, В, С, О - азот или СН; RI - этокси, хлор, 2,2,2- трифторэтокси; Ra и R3 - метил или совместно с атомом углерода, к которому они присоединены, циклопропил; Ro - водород; RS - 3-феноксилфенил, который может быть замещен фтором в количестве 0,5-1 кг/га. 1 табл.

Description

Изобретение относитс  к химическим способам защиты растений.
Известно использование в качестве активного вещества способа производного 1- (3-феноксифенил)-4 фенил-4-метилпентана.
Однако известный способ обладает недостаточной зкарицидной активностью.
Целью изобретени   вл етс  повышение инсехтоакарициднрй активности.
Указанна  цель достигаетс  использованием соединени  формулы (I)
А-В
R,
1
K1 C-D 1
R3
сн.
-х-сн .
R
5
где А, В, С. D - азот или СН; RI - зтокси, хлор, 2,2,2-трифторэтокси; Hz и Ra - метил или совместно с атомом углерода цепи образуют циклопропил: R4 - водород; RS - 3- Феноксифенил, который может быть замещен фтором в количестве 0,5-1 кг/га.
Изобретение иллюстрируетс  следующими примерами, в которых в качестве действующего вещества использовали соединени  формулы (I), указанные в таблице .
Соединени  формулы (I) получают известными методами. Представлен способ получени  соединени  6 из таблицы.
Способ получени  2-(6-хлор-пирид-3- ил}-2-метил-пропил-(3-феноксибензил)-эфи- ра.
1,9 г (10,2 ммол )2-(-6-хлор-пирид-3-ил)2-метил-пропанола раствор ют в 15 мл толуола , добавл ют 2.7 г (10,3 ммол )
3-фенокси-бензилбромида и разбавл ют раствором 0,6 г (1,8 ммол ) тетра-н-бутилам- мониум-гидроген-сульфата в 5 г 50% натриевой щелочи. В течение 2 с при 70-80°С перемешивают, затем смешивают со
XI
ю ю ю
Ј to
СлЭ
смесью из 2 мл метанола и 2 мл концентрированного водного аммиака и, наконец, раздел ют между водой и толуолом. Органическа  фракци  промываетс  раствором хлорида аммони , растворитель выпариваетс  и сырой продукт очищаетс  в колонке с силикагелем. Так получают 2,4 г (62,9% от теоретического) слабо-голубого масл нистого вещества. Дистиллируют в трубке с шариками при 0,03 мбар и 230-240°С (температура аппарата), ho 1,5812. Остальные соединени  получают аналогичным образом.
Соединени  из таблицы были использованы в следующих биологических примерах .
П р и м е р 1. Посев бобовых (Vlcia faba), сильно пораженный бобовой лиственной тлей, опрыскивают водными разбавленными эмульсионными концентратами при норме расхода 1 кг/га до стадии образовани  капель. По истечении 3 дней гибель достигала 100% в случае использовани  соединений 1-6, 8-13. При указанной дозе известное соединение А/1-(3-феноксифе- нил)-4-фенил-4-метилпентан/ было эффективно только на. 65%.
П р и ме р 2. Сильно пораженные белой мукой (Trialeurodes Vaporarium) бобовые растени  (Phaseokis vulgaris) опрыскивали водными разбавленными эмульсионными концентратами при дозе 1 кг/га до начинающихс  капель. После помещени  растений в теплицу через 14 дней микроскопического контрол  последовал результат почти 100% гибели в. случае использовани  соединений 1-3, 5-8, 10. 1.1. Соединение А эффективно при указанной дозе только на 43%.
ПримерЗ. Проведение опыта: аналогично примеру 2. Подопытное насекомое: Tetranychus urticae (бобовый пауковый клещ).
Испытуемое растение: Phascolus vulgaris (кустистые бобы).
Норма расхода: 0,5 кг/га активного вещества в составе дл  опрыскивани . При этой дозе соединени  10,11 через 8 дней показали 100% активность. В то врем  как соединение .А не про вл ло никакого действи .
При м е р 4. Бобовые растени  (Phaseolus vulgaris), сильно пораженные цитрусовой жирной тлей, опрыскивали водным разбавленным эмульсионным концентратом при дозе 1 кг/га до стадии образовани  капель. После пребывани  в теплице в течение 7 дней при 20-25°С сделали контроль. Установили 100% смертность дл  соединений 1-7, 9, 10. Соединение А про вило 35%-ное действие.
П р и м е р 5. Хлопковые клещи (Oncopeltus faslstus) обрабатывали разбавленным водным эмульсионным концентратом при дозе 1 кг/га соединени ми 1-6, 8,
Ю, 11, 13 из примера. В конце опыта клещи были помещены в сосуды, покрытые воздухонепроницаемыми накидками; температура комнатна . По истечении 5 дней после обработки была установлена 100% гибель в
каждом отдельном случае. Соединение А при указанной дозе показало 20% эффективность .
Приме р 6. Лепестки бобов (Phaseolus vulgaris) обрабатывали водной эмульсией
соединени  формулы (I) при дозе 1 кг/га (отнесенна  на активное вещество) и поставили к одновременно обработанным личинками мексиканского бобового насекомого (Epllachna varlvestts) в наблюдательные
клетки, Оценка после 48 ч показала 100% уничтожение подопытных насекомых. Одц- наково активными оказались соединени  соответственно примерам 1-3,5, 6,8,10,11. Соединение А оказалось активным всего на
67%.
П р и м е р 7. На внутренней стороне крышки и дна чашки Петри равномерно внесли соединени  формулы (1) при дозе 0,5 кг/га вещества и оставили открытыми
до полного улетучивани  растворител . После этого поместили по 10 комнатных мух (Musca domestica) в чашку Петри, чашки закрыли крышками, после 3 ч была об- наруженэ 100% гибель. Активными
оказались соединени  1-8, 10, 12, 13. Соединение А эффективно при указанной дозе на 45%.

Claims (1)

  1. Формула изобретени  Способ борьбы с насекомыми и клещами после обработки растений активнодейст- вующим веществом, отличающийс  тем, что, с целью усилени  инсектоакари- цидного действи , в качестве активнодейст- вующего вещества используют соединени  общей формулы
    А--В
    R,
    | «
    nJ-ОУ-С-СН
    Ni 1
    ЧС-D ГХ-CH-R,
    55
    где А, В, С, D - азот или СН;
    RI - этокси, хлор, 2,2,2-трифторэтокси;
    R2 и Рз метил или совместно с углероRS - 3-феноксифен
    дом, к которому они присоединены, образу- быть замещен фтором,
    в количестве 0,5-1 кг/га
    ет циклбпил: R4 - водород;
    RS - 3-феноксифенил, который может
    быть замещен фтором,
    в количестве 0,5-1 кг/га.
SU884355559A 1987-04-15 1988-04-14 Способ борьбы с насекомыми и клещами RU1799242C (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19873712752 DE3712752A1 (de) 1987-04-15 1987-04-15 Heterocyclische neophananaloga, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel

Publications (1)

Publication Number Publication Date
RU1799242C true RU1799242C (ru) 1993-02-28

Family

ID=6325668

Family Applications (1)

Application Number Title Priority Date Filing Date
SU884355559A RU1799242C (ru) 1987-04-15 1988-04-14 Способ борьбы с насекомыми и клещами

Country Status (24)

Country Link
US (1) US4966902A (ru)
EP (1) EP0288810B1 (ru)
JP (1) JPS63290865A (ru)
KR (1) KR880012550A (ru)
CN (2) CN1027448C (ru)
AT (1) ATE82964T1 (ru)
AU (1) AU614742B2 (ru)
BR (1) BR8801785A (ru)
CA (1) CA1334198C (ru)
DD (1) DD273968A5 (ru)
DE (2) DE3712752A1 (ru)
DK (1) DK204988A (ru)
ES (1) ES2053604T3 (ru)
GR (1) GR3006875T3 (ru)
HU (1) HU202837B (ru)
IL (1) IL86079A (ru)
MA (1) MA21249A1 (ru)
MY (1) MY103360A (ru)
NZ (1) NZ224233A (ru)
PH (1) PH25946A (ru)
PT (1) PT87246B (ru)
RU (1) RU1799242C (ru)
TR (1) TR23440A (ru)
ZA (1) ZA882587B (ru)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3810379A1 (de) * 1988-03-26 1989-10-12 Hoechst Ag Azaneophyl- und silazaneophylsulfide, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als schaedlingsbekaempfungsmittel
DE3907784A1 (de) * 1989-03-10 1990-09-13 Hoechst Ag Heteroaryl-aryl-buten- und -butanderivate, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als schaedlingsbekaempfungsmittel
DE4005155A1 (de) * 1990-02-17 1991-08-22 Hoechst Ag Konzentrierte waessrige emulsionen von neophanen und azaneophanen zur anwendung im pflanzenschutz
DE4005153A1 (de) * 1990-02-17 1991-08-22 Hoechst Ag Hochkonzentrierte emulgierbare konzentrate von neophanen und azaneophanen zur anwendung im pflanzenschutz
DE4005154A1 (de) * 1990-02-17 1991-08-22 Hoechst Ag Wasserdispergierbare granulate von neophanen und azaneophanen zur anwendung im pflanzenschutz
WO2013064462A1 (de) 2011-10-31 2013-05-10 Bayer Intellectual Property Gmbh Substituierte 4-cyan-3-phenyl-4-(pyridin-3-yl)butanoate, verfahren zu deren herstellung und deren verwendung als herbizide und pflanzenwachstumsregulatoren
AR089249A1 (es) 2011-12-19 2014-08-06 Bayer Ip Gmbh 4-ciano-3-fenil-4-(piridin-3-il)butanoatos sustituidos, procedimientos para su preparacion y su uso como herbicidas y como reguladores del crecimiento de plantas

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3188315A (en) * 1960-05-18 1965-06-08 Schering Corp Novel compounds for lowering blood cholesterol levels
JPS52125170A (en) * 1976-04-12 1977-10-20 Yoshitomi Pharmaceut Ind Ltd Pyridine derivatives
US4397864A (en) * 1980-05-02 1983-08-09 Mitsuitoatsu Chemicals Inc. 2-Arylpropyl ether or thioether derivatives and insecticidal and acaricidal agents containing said derivatives
JPS57116243A (en) * 1981-01-12 1982-07-20 Yokogawa Hokushin Electric Corp Measuring element for degree of thermal conduction
US4562213A (en) * 1982-05-12 1985-12-31 Sumitomo Chemical Company, Limited Certain phenoxy-benzyloxy ether derivatives and an insecticidal and/or acaricidal composition containing the same and methods of use
JPS58201737A (ja) * 1982-05-18 1983-11-24 Mitsui Toatsu Chem Inc 新規芳香族アルカン誘導体、その製造法およびそれを有効成分とする殺虫、殺ダニ剤
GR79426B (ru) * 1982-11-16 1984-10-22 Lilly Co Eli
JPS59199673A (ja) * 1983-04-25 1984-11-12 Sumitomo Chem Co Ltd 含窒素複素環化合物、その製造法およびそれを有効成分とする有害生物防除剤
US4664698A (en) * 1984-09-21 1987-05-12 Sumitomo Chemical Company, Limited Ether compound, and an insecticidal and acaricidal composition containing it as an active ingredient
DE3810379A1 (de) * 1988-03-26 1989-10-12 Hoechst Ag Azaneophyl- und silazaneophylsulfide, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung als schaedlingsbekaempfungsmittel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Патент DE №3317908. кл. С 07 С 43/29,1983. *

Also Published As

Publication number Publication date
GR3006875T3 (ru) 1993-06-30
PT87246B (pt) 1992-08-31
EP0288810B1 (de) 1992-12-02
CN1027448C (zh) 1995-01-18
DE3876276D1 (de) 1993-01-14
PH25946A (en) 1992-01-13
DK204988A (da) 1988-10-16
EP0288810A1 (de) 1988-11-02
PT87246A (pt) 1988-05-01
BR8801785A (pt) 1988-11-16
ZA882587B (en) 1988-10-06
AU614742B2 (en) 1991-09-12
IL86079A (en) 1993-01-31
CN88102112A (zh) 1988-10-26
JPS63290865A (ja) 1988-11-28
KR880012550A (ko) 1988-11-28
CN1091425A (zh) 1994-08-31
ATE82964T1 (de) 1992-12-15
MY103360A (en) 1993-06-30
AU1462588A (en) 1988-10-20
MA21249A1 (fr) 1988-12-31
ES2053604T3 (es) 1994-08-01
CA1334198C (en) 1995-01-31
DD273968A5 (de) 1989-12-06
IL86079A0 (en) 1988-09-30
US4966902A (en) 1990-10-30
HUT49330A (en) 1989-09-28
NZ224233A (en) 1990-11-27
DK204988D0 (da) 1988-04-14
TR23440A (tr) 1989-12-29
HU202837B (en) 1991-04-29
DE3712752A1 (de) 1988-11-03

Similar Documents

Publication Publication Date Title
KR930007992B1 (ko) 치환된 실릴기를 갖는 신규 에테르 화합물의 제조방법
KR920003628B1 (ko) 티아디아자비시클로노난 유도체의 제조방법
JPH0393785A (ja) ３‐アリール‐ピロリジン‐２，４‐ジオン誘導体類
JPH05201949A (ja) １種より多い殺虫活性成分を含む結晶性混合物並びにその製造方法
RU1799242C (ru) Способ борьбы с насекомыми и клещами
JP3137455B2 (ja) Ｎ−アルカノイルアミノメチルおよびｎ−アロイルアミノメチルピロール殺昆虫および殺ダニ剤
GB2043643A (en) Phosphorus containing pyrimidine compounds
US3332943A (en) Carbamoylthio derivatives
JPS5945649B2 (ja) 新規有機ホスホロチオレ−トおよびホスホロジチオレ−ト含有殺虫組成物ならびに殺虫方法
PL95242B1 (ru)
IL45780A (en) Urea thiolphosphonates their preparation and their use in pest control
DK142082B (da) Insecticidt acaricidt og nematodicidt virksomme tert.butyl-substituerede pyrazolyl-(thiono) (thiol)-phossphor (phosphon)-syreestere eller-e-steramider til anvendelse ved plantebeskyttelse og andre tekniske formaal
KR20000035479A (ko) 2-(치환 티오)티아졸로-[4,5-비]피리딘 화합물의 살충 및구충용도
NO811720L (no) Fremgangsmaate for bekjempelse av insekter, midd og nematoder
US4469688A (en) Pesticidal cyano enol phosphates
IE44595B1 (en) Pesticidal organic phosphorus compounds, processes for theior preparation and compositions containing them
JPH01153671A (ja) 新規チオイミデート及びアミジン殺虫剤
EP0065287B1 (en) N-containing heterocyclic ring-substituted o-arylphosphate derivatives, preparation thereof, and insecticides containing said derivatives
US4582825A (en) 2-(substituted phenyl)-3-chloro-2-butene thio phosphates as insecticides
US3920671A (en) Certain phosphorus acid esters
DK167188B1 (da) Substituerede heterobicyclooctaner, pesticide praeparater indeholdende saadanne forbindelser, ikke terapeutiske fremgangsmaader til bekaempelse af arthropoder eller orm eller angreb af skadelige organismer samt fremgangsmaade til fremstilling af forbindelserne
US3891728A (en) O-alkyl-S-alkyl-O-substituted phenyl-thiophosphoric acid esters
EP0037851A2 (en) Carboxylates, a process for their production, an insecticidal and/or acaricidal composition and the use of the compounds as insecticides and/or acaricides
EP0068823B1 (en) Novel phosphoro (di or tri) thioate derivatives, pesticidal compositions containing them and the use of the novel derivatives for combating pests
CA1037049A (en) Succinic acid oximidophosphoric esters