GB2015519A - Cyclopropane carboxylic acid esters - Google Patents
Cyclopropane carboxylic acid estersInfo
- Publication number
- GB2015519A GB2015519A GB7906851A GB7906851A GB2015519A GB 2015519 A GB2015519 A GB 2015519A GB 7906851 A GB7906851 A GB 7906851A GB 7906851 A GB7906851 A GB 7906851A GB 2015519 A GB2015519 A GB 2015519A
- Authority
- GB
- United Kingdom
- Prior art keywords
- image
- hydrogen
- group
- atom
- bound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- 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
- C07D307/38—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/40—Unsaturated compounds containing halogen
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Indole Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Novel compounds having insecticidal and acaricidal activity which is retained over long periods of time under outdoor conditions have the general formula: <IMAGE> in which: A represents CF3-C IDENTICAL C-, <IMAGE> in which X represents a hydrogen, fluorine, chlorine or bromine atom, and Y represents a chlorine or bromine atom, and R represents <IMAGE> the group <IMAGE> is bound to the 2 or 3 position, <IMAGE> in which R<1> represents a hydrogen atom, -CN or -C IDENTICAL CH, R<2> represents a 3-phenoxy, 3- benzyl, 4-allyl or 4-propargyl group, R<3> represents a hydrogen atom or an alkyl group and is bound to the 2 or 3 position, R<4> represents a benzyl, benzoyl, phenoxy, allyl or propargyl group and is bound to the 4 or 5 position, Z represents an oxygen or sulphur atom, R<5> and R<6> each independently represent an alkyl group having 1 to 3 carbon atoms or R<5> and R<6> together with the atoms to which they are bonded represent an aromatic, heteroaromatic or aliphatic, saturated or unsaturated orthocondensed ring, R<7> and R<8> independently represent a hydrogen or halogen atom or CH3, and R<9> represents a phenyl, vinyl substituted vinyl or phenoxy group. Novel intermediates of formula I wherein R is hydrogen or C1-C4 alkyl are also described.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2071478A IT1095450B (en) | 1978-02-28 | 1978-02-28 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
| IT20713/78A IT1095449B (en) | 1978-02-28 | 1978-02-28 | NEW PYRETROIDS |
| IT3131078A IT1160403B (en) | 1978-12-27 | 1978-12-27 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
| IT1970379A IT1166603B (en) | 1979-01-30 | 1979-01-30 | 3-Poly:fluoro-propyl cyclopropane-carboxylate ester derivs. - with insecticidal and acaricidal activities |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2015519A true GB2015519A (en) | 1979-09-12 |
| GB2015519B GB2015519B (en) | 1982-12-15 |
Family
ID=27452781
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7906851A Expired GB2015519B (en) | 1978-02-28 | 1979-02-27 | Cyclopropane carboxylic acid esters |
Country Status (28)
| Country | Link |
|---|---|
| JP (1) | JPS54130537A (en) |
| AR (1) | AR241108A1 (en) |
| AU (1) | AU531296B2 (en) |
| BE (1) | BE874515A (en) |
| BG (3) | BG48333A3 (en) |
| BR (1) | BR7901221A (en) |
| CA (1) | CA1237439A (en) |
| CH (1) | CH638485A5 (en) |
| DD (2) | DD148767A5 (en) |
| DE (1) | DE2907609A1 (en) |
| DK (1) | DK161830C (en) |
| ES (1) | ES478426A1 (en) |
| FR (1) | FR2442826A1 (en) |
| GB (1) | GB2015519B (en) |
| GR (1) | GR72544B (en) |
| HU (1) | HU185607B (en) |
| IL (1) | IL56739A0 (en) |
| IN (1) | IN150228B (en) |
| KE (1) | KE3293A (en) |
| LU (1) | LU80981A1 (en) |
| MX (1) | MX5698E (en) |
| NL (1) | NL7901460A (en) |
| NO (2) | NO152582C (en) |
| NZ (1) | NZ189791A (en) |
| PL (1) | PL135350B1 (en) |
| PT (1) | PT69283A (en) |
| RO (1) | RO77772A (en) |
| YU (1) | YU48279A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4683089A (en) * | 1978-10-27 | 1987-07-28 | Imperial Chemical Industries Limited | Cyclopropane carboxylic acid derivatives |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2831193A1 (en) * | 1978-07-15 | 1980-01-24 | Bayer Ag | FLUORALKENYL-SUBSTITUTED CYCLOPROPANCARBONIC ACID ESTERS AND THEIR USE AS INSECTICIDES |
| DE2919820A1 (en) | 1979-05-16 | 1980-11-20 | Bayer Ag | FLUOR-SUBSTITUTED OXYALKENYL-CYCLOPROPANCARBONIC ACID ESTERS, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE AS INSECTICIDES AND ACARICIDES |
| EP0022608B1 (en) * | 1979-07-13 | 1983-07-06 | Imperial Chemical Industries Plc | Process for the preparation of cyclopropane carboxylic acid esters |
| IT1131883B (en) * | 1980-07-02 | 1986-06-25 | Montedison Spa | INTERMAEDI PROCESS FOR STEREOSELECTIVE SYNTHESIS OF CYCLOPROPANCARBOXYLATES FOR PYRETROIDS |
| NZ221534A (en) * | 1986-08-27 | 1990-10-26 | Montedison Spa | Derivatives of 2,2-dimethyl-cyclopropane carboxylic acid; insecticides and acaricides |
| DE3900275A1 (en) * | 1989-01-07 | 1990-07-12 | Basf Ag | SUBSTITUTED CYCLOPROPANCARBONIC ACID PROPARGYL ESTERS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING Pests |
| FR2687152A1 (en) * | 1992-02-07 | 1993-08-13 | Roussel Uclaf | NOVEL PYRETHRINOUID ESTERS DERIVED FROM FURANIC OR THIOPHENIC ALCOHOL, PROCESS FOR THEIR PREPARATION AND THEIR USE AS PESTICIDES |
| US6072074A (en) * | 1998-05-08 | 2000-06-06 | Sumitomo Chemical Company Limited | Process for producing 3-propynyl-2-2-dimethylcycloprophane-carboxylic acid and its lower akyl esters |
| JP2022535815A (en) * | 2019-06-04 | 2022-08-10 | スリーエム イノベイティブ プロパティズ カンパニー | Multifunctional fluorinated compounds, fluorinated polymers made therefrom, and related methods |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5283720A (en) * | 1976-01-01 | 1977-07-12 | Kuraray Co Ltd | Substituted cyclopropanecarboxylic acid derivatives, and insecticides and acaricides containing a-substituted cyclopropanecarboxylic acid deri vatives |
| US4130655A (en) * | 1976-07-12 | 1978-12-19 | Ciba-Geigy Corporation | Pesticidal 2,2-dimethyl-3-isobutyl-cyclopropionates |
| DE2638356A1 (en) * | 1976-08-26 | 1978-03-02 | Bayer Ag | METHOD FOR PRODUCING VINYL-SUBSTITUTED CYCLOPROPANCARBONIC ACID ESTERS |
| US4183948A (en) * | 1977-01-24 | 1980-01-15 | Imperial Chemical Industries Limited | Halogenated esters |
| GB2008572B (en) * | 1977-11-28 | 1982-01-27 | Ici Ltd | Manufacture of esters |
| IN150399B (en) * | 1978-01-20 | 1982-09-25 | Fmc Corp |
-
1979
- 1979-02-06 BG BG044135A patent/BG48333A3/en unknown
- 1979-02-06 BG BG044136A patent/BG48921A3/en unknown
- 1979-02-23 DK DK080379A patent/DK161830C/en not_active IP Right Cessation
- 1979-02-23 NO NO790621A patent/NO152582C/en unknown
- 1979-02-23 NL NL7901460A patent/NL7901460A/en not_active Application Discontinuation
- 1979-02-23 BR BR7901221A patent/BR7901221A/en unknown
- 1979-02-26 BG BG042659A patent/BG48931A3/en unknown
- 1979-02-26 IL IL56739A patent/IL56739A0/en not_active IP Right Cessation
- 1979-02-26 IN IN173/CAL/79A patent/IN150228B/en unknown
- 1979-02-26 PT PT69283A patent/PT69283A/en unknown
- 1979-02-26 GR GR58472A patent/GR72544B/el unknown
- 1979-02-27 CA CA000322525A patent/CA1237439A/en not_active Expired
- 1979-02-27 GB GB7906851A patent/GB2015519B/en not_active Expired
- 1979-02-27 DD DD79218658A patent/DD148767A5/en not_active IP Right Cessation
- 1979-02-27 PL PL1979213760A patent/PL135350B1/en unknown
- 1979-02-27 FR FR7904952A patent/FR2442826A1/en active Granted
- 1979-02-27 AU AU44631/79A patent/AU531296B2/en not_active Expired
- 1979-02-27 ES ES478426A patent/ES478426A1/en not_active Expired
- 1979-02-27 CH CH194279A patent/CH638485A5/en not_active IP Right Cessation
- 1979-02-27 HU HU79MO1039A patent/HU185607B/en unknown
- 1979-02-27 DD DD79211259A patent/DD142281A5/en not_active IP Right Cessation
- 1979-02-27 DE DE19792907609 patent/DE2907609A1/en active Granted
- 1979-02-27 YU YU00482/79A patent/YU48279A/en unknown
- 1979-02-28 RO RO79101065A patent/RO77772A/en unknown
- 1979-02-28 MX MX797764U patent/MX5698E/en unknown
- 1979-02-28 BE BE0/193748A patent/BE874515A/en not_active IP Right Cessation
- 1979-02-28 NZ NZ189791A patent/NZ189791A/en unknown
- 1979-02-28 JP JP2204779A patent/JPS54130537A/en active Granted
- 1979-02-28 LU LU80981A patent/LU80981A1/en unknown
- 1979-02-28 AR AR275649A patent/AR241108A1/en active
- 1979-08-21 NO NO792716A patent/NO153098C/en unknown
-
1983
- 1983-06-08 KE KE3293A patent/KE3293A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4683089A (en) * | 1978-10-27 | 1987-07-28 | Imperial Chemical Industries Limited | Cyclopropane carboxylic acid derivatives |
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19950227 |