FI87351B - Vinylcyklopropankarboxyl-syraestrar. - Google Patents

Vinylcyklopropankarboxyl-syraestrar. Download PDF

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Publication number
FI87351B
FI87351B FI861606A FI861606A FI87351B FI 87351 B FI87351 B FI 87351B FI 861606 A FI861606 A FI 861606A FI 861606 A FI861606 A FI 861606A FI 87351 B FI87351 B FI 87351B
Authority
FI
Finland
Prior art keywords
formula
spp
trans
vinylcyclopropanecarboxylic acid
active substance
Prior art date
Application number
FI861606A
Other languages
English (en)
Finnish (fi)
Other versions
FI861606A0 (fi
FI861606A (fi
FI87351C (sv
Inventor
Klaus Naumann
Wolfgang Behrenz
Benedikt Becker
Bernhard Homeyer
Rudolf Braden
Wilhelm Stendel
Original Assignee
Bayer 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 Bayer Ag filed Critical Bayer Ag
Publication of FI861606A0 publication Critical patent/FI861606A0/fi
Publication of FI861606A publication Critical patent/FI861606A/fi
Publication of FI87351B publication Critical patent/FI87351B/fi
Application granted granted Critical
Publication of FI87351C publication Critical patent/FI87351C/sv

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/743Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of acids with a three-membered ring and with unsaturation outside the ring
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C321/00Thiols, sulfides, hydropolysulfides or polysulfides
    • C07C321/24Thiols, sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
    • C07C321/28Sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings

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  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Claims (12)

1. Vinylcyklopropankarboxylsyraester, kännetecknad därav, att den har formeln 5 H 3C CH3 X X U Y>=^ ' coo-ch2/Vr
10. F i vilken R är en C1.4-alkyltio-, di(C1.4-alkyl)amino- eller C1.4-alkylsulfinylgrupp och X och Y vardera är halogenatomer eller 15. och Y vardera är metylgrupper.
2. Vinylcyklopropankarboxylsyraester enligt patent-kravet 1 med formeln I, kännetecknad därav, att R är en C^-alkyltiogrupp och 20. och Y vardera är antingen kloratomer eller varde ra metylgrupper.
3. Förfarande för framställning av vinylcyklopro-pankarboxylsyraestrar med formeln
25 H3C CH3 x Ä M ^ C00-CH2-^V-r F F 30. vilken R är en C^-alkyltio-, di(C^-alkyl )amino- eller C1.4-alkylsulfinylgrupp och X och Y vardera är halogenatomer eller X och Y vardera är metylgrupper, 35 kännetecknat därav, att en syra eller dess reaktiva derivat med formeln t 37 87351 H C CH. X \=/ ' coz, / 1 (II) 5 i vilken X och Y är ovan definierade och Z1 är halogen, företrädesvis klor, eller OH, bringas att reagera med en alkohol eller dess reaktiva derivat med formeln F f
10 V/ 22-c„2_<fJ_8 (III) J F 15. vilken R Sr ovan definierad och Z2 är OH, Cl eller Br, eventuellt i närvaro av lösningsmedel, syraacceptorer och/eller fastransferkatalysatorer.
4. Förfarande för framställning av vinylcyklopro-pankarboxylsyraestrar med formeln 20 H3c ,CH3 F f * X W )=A coo-c»rO- R‘ <Ia) 25 γ' t i vilken R1 är en C1.4-alkyltiogrupp och X och Y vardera är halogenatomer eller - X och Y vardera är metylgrupper, k ä n n e - 30 tecknat därav, att en ester med formeln H C CH, V 3 F F 1 Λ3'' COOCHj—^C-F (IIa) 38 87351 i vilken X och Y är ovan definierade, bringas att reagera med en alkalimerkaptid med formeln [R1]^ (lib) 5 i vilken R1 är en C1.4-alkylmerkaptidgrupp och Me* är en aikaiimetallkatjon, i ett organiskt lösningsmesdel eller i ett tväfassystem 10 som omfattar vatten och ett organiskt lösningsmedel.
5. Skadedjursbekämpningsmedel, känneteck-n a t därav, att det innehäller ätminstone en vinylcyklo-propankarboxylsyraester enligt patentkravet 1.
6. Förfarande för bekämpning av skadedjur, k ä n-15 netecknat därav, att en vinylcyklopropankarboxyl- syraester enligt patentkravet 1 tilläts päverka skadedjur och/eller deras levnadsmiljö.
7. Användning av vinylcyklopropankarboxylsyraest-rar enligt patentkravet 1 för bekämpning av skadedjur. 20 8. Förfarande för framställning av skadedjursbe kämpningsmedel, kännetecknat därav, att vi-nylcyklopropankarboxylsyraestrar enligt patentkravet 1 blandas med fyllmedel och/eller ytaktiva ämnen.
9. Vinylcyklopropankarboxylsyraester enligt patent-25 kravet 1, kännetecknad därav, att den har formeln H.C CH. Y F F
30 C1\ H 'N H C1/C-C“ coo-ch2_<^V)_ sch3 F
FI861606A 1985-04-18 1986-04-16 Vinylcyklopropankarboxylsyraestrar FI87351C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3513978 1985-04-18
DE19853513978 DE3513978A1 (de) 1985-04-18 1985-04-18 Vinylcyclopropancarbonsaeureester

Publications (4)

Publication Number Publication Date
FI861606A0 FI861606A0 (fi) 1986-04-16
FI861606A FI861606A (fi) 1986-10-19
FI87351B true FI87351B (fi) 1992-09-15
FI87351C FI87351C (sv) 1992-12-28

Family

ID=6268442

Family Applications (1)

Application Number Title Priority Date Filing Date
FI861606A FI87351C (sv) 1985-04-18 1986-04-16 Vinylcyklopropankarboxylsyraestrar

Country Status (29)

Country Link
US (1) US4820735A (sv)
EP (1) EP0200943B1 (sv)
JP (2) JPH0768189B2 (sv)
KR (1) KR940010766B1 (sv)
CN (1) CN1013861B (sv)
AR (1) AR242782A1 (sv)
AT (1) ATE39111T1 (sv)
AU (1) AU592082B2 (sv)
BR (1) BR8601715A (sv)
CA (1) CA1280762C (sv)
CS (1) CS258478B2 (sv)
DD (1) DD244490A5 (sv)
DE (2) DE3513978A1 (sv)
DK (1) DK168287B1 (sv)
ES (1) ES8704454A1 (sv)
FI (1) FI87351C (sv)
GR (1) GR861006B (sv)
HU (1) HU203866B (sv)
IE (1) IE58670B1 (sv)
IL (1) IL78500A (sv)
MA (1) MA20666A1 (sv)
NO (1) NO163326C (sv)
NZ (1) NZ215826A (sv)
PH (1) PH22037A (sv)
PL (1) PL148195B1 (sv)
PT (1) PT82352B (sv)
TR (1) TR24983A (sv)
ZA (1) ZA862879B (sv)
ZW (1) ZW6786A1 (sv)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2587589B1 (fr) * 1985-09-23 1990-05-11 Roussel Uclaf Nouvelles compositions pesticides renfermant du (1r cis,e) 2,2-dimethyl 3/2-fluoro 3-oxo 3-methoxy 1-propenyl/cyclopropane carboxylate de pentafluoro phenyl methyl
GB8607920D0 (en) * 1986-04-01 1986-05-08 Cpc International Inc Dry food composition
DE3705224A1 (de) * 1987-02-19 1988-09-01 Bayer Ag (+)1r-trans-2,2-dimethyl-3-(2,2-dichlorvinyl) -cyclopropancarbonsaeure-2,3,5,6- tetrafluorbenzylester
IT1226546B (it) * 1988-07-07 1991-01-24 Mini Ricerca Scient Tecnolog Esteri dell'acido 2,2-dimetil- ciclopropancarbossilico
FR2678609B1 (fr) * 1991-07-04 1994-08-26 Roussel Uclaf Nouveaux esters pyrethrinouides de l'alcool 4-amino 2,3,5,6-tetrafluorophenyl methylique, leur procede de preparation et leur application comme pesticides.
CN102070439B (zh) * 2011-01-13 2013-01-02 浙江大学 (±)-2,2-二甲基-3-乙烯基环丙烷羧酸的制备方法
CN108218696B (zh) * 2016-12-21 2021-03-26 江苏优嘉植物保护有限公司 一种联苯菊酯的生产工艺

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2819788A1 (de) * 1978-05-05 1979-11-08 Bayer Ag Benzylester mit fluorsubstituierten aether- und/oder thioaethergruppen und ihre verwendung als insektizide
DE2831193A1 (de) * 1978-07-15 1980-01-24 Bayer Ag Fluoralkenylsubstituierte cyclopropancarbonsaeureester und ihre verwendung als insektizide
BR8008346A (pt) * 1979-12-21 1981-07-07 Ici Ltd Compostos e composicoes inseticidas a base dos mesmos,bem como processo de sua obtencao
DE3065914D1 (en) * 1979-12-21 1984-01-19 Ici Plc Substituted benzyl esters of cyclopropane carboxylic acids and their preparation, compositions containing them and methods of combating insect pests therewith, and substituted benzyl alcohols
US4370346A (en) * 1979-12-21 1983-01-25 Imperial Chemical Industries Plc Halogenated esters
DE3170890D1 (en) * 1980-12-17 1985-07-11 Ici Plc Fluorobenzyl cyclopropane carboxylates, their preparation, compositions comprising them and their use as insecticides
EP0060617A1 (en) * 1981-03-18 1982-09-22 Imperial Chemical Industries Plc Fluorobenzyl cyclopropane carboxylates, their preparation, compositions and use as insecticides

Also Published As

Publication number Publication date
JPS61243049A (ja) 1986-10-29
DE3661357D1 (de) 1989-01-12
CA1280762C (en) 1991-02-26
TR24983A (tr) 1992-08-17
PT82352A (en) 1986-05-01
FI861606A0 (fi) 1986-04-16
ZW6786A1 (en) 1986-06-25
NO861365L (no) 1986-10-20
ES554092A0 (es) 1987-04-01
PH22037A (en) 1988-05-13
US4820735A (en) 1989-04-11
IE861017L (en) 1986-10-18
JPH0649001A (ja) 1994-02-22
GR861006B (en) 1986-08-12
AU592082B2 (en) 1990-01-04
KR860008117A (ko) 1986-11-12
JPH0749415B2 (ja) 1995-05-31
DK168287B1 (da) 1994-03-07
CS258478B2 (en) 1988-08-16
DE3513978A1 (de) 1986-10-30
IL78500A0 (en) 1986-08-31
EP0200943A1 (de) 1986-11-12
MA20666A1 (fr) 1986-12-31
AR242782A1 (es) 1993-05-31
DK176086D0 (da) 1986-04-17
PL148195B1 (en) 1989-09-30
IE58670B1 (en) 1993-11-03
CN86102323A (zh) 1986-12-03
FI861606A (fi) 1986-10-19
FI87351C (sv) 1992-12-28
DD244490A5 (de) 1987-04-08
NZ215826A (en) 1989-03-29
NO163326C (no) 1990-05-09
IL78500A (en) 1991-06-10
DK176086A (da) 1986-10-19
EP0200943B1 (de) 1988-12-07
HU203866B (en) 1991-10-28
ATE39111T1 (de) 1988-12-15
AU5634186A (en) 1986-10-23
ZA862879B (en) 1986-12-30
CN1013861B (zh) 1991-09-11
BR8601715A (pt) 1986-12-16
NO163326B (no) 1990-01-29
PT82352B (pt) 1988-10-14
JPH0768189B2 (ja) 1995-07-26
ES8704454A1 (es) 1987-04-01
KR940010766B1 (ko) 1994-11-11
HUT41963A (en) 1987-06-29
CS275886A2 (en) 1987-05-14

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Owner name: BAYER AKTIENGESELLSCHAFT