FR2240914A2 - Insecticidal stereoisomeric esters - of 2,2-dimethyl-3-(2,2-di-halovinyl) cyclopropane carboxylic acid which are very toxic to houseflies - Google Patents
Insecticidal stereoisomeric esters - of 2,2-dimethyl-3-(2,2-di-halovinyl) cyclopropane carboxylic acid which are very toxic to housefliesInfo
- Publication number
- FR2240914A2 FR2240914A2 FR7428098A FR7428098A FR2240914A2 FR 2240914 A2 FR2240914 A2 FR 2240914A2 FR 7428098 A FR7428098 A FR 7428098A FR 7428098 A FR7428098 A FR 7428098A FR 2240914 A2 FR2240914 A2 FR 2240914A2
- Authority
- FR
- France
- Prior art keywords
- halovinyl
- houseflies
- insecticidal
- toxic
- dimethyl
- 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
- 241000257226 Muscidae Species 0.000 title 1
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- 230000000749 insecticidal effect Effects 0.000 title 1
- 231100000925 very toxic Toxicity 0.000 title 1
- -1 3-phenoxybenzyl Chemical group 0.000 abstract 2
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000007239 Wittig reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3953973 | 1973-08-15 | ||
| GB4909873 | 1973-10-22 | ||
| GB2631674A GB1448228A (en) | 1973-10-22 | 1974-06-13 | Substituted 2,2-dimethyl cyclopropane carboxylic acid esters processes for their preparation and their use as insecticides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2240914A2 true FR2240914A2 (en) | 1975-03-14 |
| FR2240914B2 FR2240914B2 (fr) | 1982-03-19 |
Family
ID=27258509
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7428098A Granted FR2240914A2 (en) | 1973-08-15 | 1974-08-13 | Insecticidal stereoisomeric esters - of 2,2-dimethyl-3-(2,2-di-halovinyl) cyclopropane carboxylic acid which are very toxic to houseflies |
Country Status (7)
| Country | Link |
|---|---|
| CA (1) | CA1045632A (fr) |
| CH (2) | CH611593A5 (fr) |
| DE (1) | DE2439177C2 (fr) |
| FR (1) | FR2240914A2 (fr) |
| IE (1) | IE41614B1 (fr) |
| IT (1) | IT1048189B (fr) |
| NL (1) | NL178590C (fr) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2354998A1 (fr) * | 1976-06-16 | 1978-01-13 | Ici Ltd | Procede de preparation d'esters a substituant cyano utilises comme insecticide en agriculture et en horticulture |
| US4133826A (en) | 1976-04-23 | 1979-01-09 | Roussel Uclaf | Novel inversion process |
| EP0000229A1 (fr) * | 1977-06-30 | 1979-01-10 | Shell Internationale Researchmaatschappij B.V. | Esters d'acides cyclopropanecarboxyliques, leur procédé de préparation et leur utilisation comme pesticides |
| DE2827627A1 (de) * | 1977-06-27 | 1979-01-11 | Roussel Uclaf | Neue verbindungen mit einem cyclopropanring, verfahren zu deren herstellung und deren verwendung bei der herstellung von cyclopropan-derivaten mit einer dihalovinylkette |
| US4151195A (en) | 1976-04-23 | 1979-04-24 | Roussel Uclaf | Novel racemization process |
| EP0002091A3 (en) * | 1977-11-22 | 1979-06-13 | Shell Internationale Research Maatschappij B.V. | Method of controlling acarid pests by means of cyclopropane carboxylate esters, the use of such esters as an acaricide, and one of said esters as a novel compound |
| EP0002289A1 (fr) * | 1977-09-26 | 1979-06-13 | Shell Internationale Researchmaatschappij B.V. | Procédé de transformation d'un ester stéréoisomère en son diastéréoisomère; (-)-S-alpha-cyano-3-phénoxybenzyle (+)-S-alpha-isopropyle-4-chlorophényl-acétate |
| FR2421875A1 (fr) * | 1978-01-31 | 1979-11-02 | Roussel Uclaf | Alcool benzylique substitue optiquement actif et son procede de preparation |
| EP0007255A1 (fr) * | 1978-06-06 | 1980-01-23 | Roussel-Uclaf | Esters d'acides cyclopropane carboxyliques substitués d'alcool alpha-cyané, leur procédé de préparation, les compositions pesticides les renfermant ainsi que leur application à titre de médicaments à usage vétérinaire |
| EP0022382A1 (fr) * | 1979-06-06 | 1981-01-14 | FMC Corporation | Paire d'énantiomères pyréthroide cristalline insecticide, procédé pour sa préparation, et composition |
| EP0005882B1 (fr) * | 1978-06-02 | 1983-06-08 | Shell Internationale Researchmaatschappij B.V. | Méthode pour combattre les acarides au moyen d'esters cyclopropanecarboxyliques oxyimino substitués, isomères Z de certains de ces esters |
| MD244C2 (ro) * | 1978-01-31 | 1995-12-31 | Roussel Uclaf, Societe Anonyme | Procedeu de obţinere a esterului alcoolului (S)- -cian-3-fenoxibenzilic şi a acidului 1R, cis-2,2-dimetil-3-(2,2'-dibromvinil)-ciclopropan-1-carbonic |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2800922A1 (de) | 1978-01-10 | 1979-07-19 | Bayer Ag | Verfahren zur trennung stereoisomerer vinylcyclopropancarbonsaeuren |
| JPS54163811A (en) * | 1978-05-30 | 1979-12-26 | Wellcome Found | Harmful organism controlling composition |
| FR2455024A1 (fr) * | 1979-04-03 | 1980-11-21 | Roussel Uclaf | Nouveau procede de dedoublement des acides d,l-cis 2,2-dimethyl 3-(2',2'-dihalovinyl) cyclopropane-1-carboxylique |
| HU198373B (en) * | 1986-01-08 | 1989-10-30 | Chinoin Gyogyszer Es Vegyeszet | Artropodicide composition containing trans-cipermetrin isomeres and process for producing the active components |
| CA1301642C (fr) * | 1987-03-30 | 1992-05-26 | Howard Bernard Dawson | Formulations chimiques |
| CN1157358C (zh) * | 2000-01-12 | 2004-07-14 | 住友化学工业株式会社 | 一种合成2,2-二甲基-3-(1-丙烯基)环丙烷羧酸酯的方法 |
| WO2022200364A1 (fr) | 2021-03-25 | 2022-09-29 | Syngenta Crop Protection Ag | Lutte contre les insectes, les acariens et les nématodes |
| JP2024516912A (ja) | 2021-05-14 | 2024-04-17 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | 昆虫、ダニ目及び線虫有害生物の防除 |
| WO2022268815A1 (fr) | 2021-06-24 | 2022-12-29 | Syngenta Crop Protection Ag | Lutte contre les insectes, les acariens et les nématodes nuisibles |
| WO2022268813A1 (fr) | 2021-06-24 | 2022-12-29 | Syngenta Crop Protection Ag | Lutte contre les insectes, les acariens et les nématodes nuisibles |
| WO2023105065A1 (fr) | 2021-12-10 | 2023-06-15 | Syngenta Crop Protection Ag | Lutte contre les insectes, les acariens et les nématodes |
| WO2023105064A1 (fr) | 2021-12-10 | 2023-06-15 | Syngenta Crop Protection Ag | Lutte contre les insectes, les acariens et les nématodes |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5237046B1 (fr) * | 1969-11-14 | 1977-09-20 |
-
1974
- 1974-08-13 DE DE19742439177 patent/DE2439177C2/de not_active Expired
- 1974-08-13 CH CH1465277A patent/CH611593A5/xx not_active IP Right Cessation
- 1974-08-13 IT IT2628474A patent/IT1048189B/it active
- 1974-08-13 FR FR7428098A patent/FR2240914A2/fr active Granted
- 1974-08-13 IE IE169474A patent/IE41614B1/en unknown
- 1974-08-13 CH CH1103774A patent/CH608941A5/xx not_active IP Right Cessation
- 1974-08-13 CA CA206,882A patent/CA1045632A/fr not_active Expired
- 1974-08-13 NL NL7410838A patent/NL178590C/xx active Search and Examination
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4133826A (en) | 1976-04-23 | 1979-01-09 | Roussel Uclaf | Novel inversion process |
| US4151195A (en) | 1976-04-23 | 1979-04-24 | Roussel Uclaf | Novel racemization process |
| FR2354998A1 (fr) * | 1976-06-16 | 1978-01-13 | Ici Ltd | Procede de preparation d'esters a substituant cyano utilises comme insecticide en agriculture et en horticulture |
| DE2827627A1 (de) * | 1977-06-27 | 1979-01-11 | Roussel Uclaf | Neue verbindungen mit einem cyclopropanring, verfahren zu deren herstellung und deren verwendung bei der herstellung von cyclopropan-derivaten mit einer dihalovinylkette |
| EP0000229A1 (fr) * | 1977-06-30 | 1979-01-10 | Shell Internationale Researchmaatschappij B.V. | Esters d'acides cyclopropanecarboxyliques, leur procédé de préparation et leur utilisation comme pesticides |
| EP0002289A1 (fr) * | 1977-09-26 | 1979-06-13 | Shell Internationale Researchmaatschappij B.V. | Procédé de transformation d'un ester stéréoisomère en son diastéréoisomère; (-)-S-alpha-cyano-3-phénoxybenzyle (+)-S-alpha-isopropyle-4-chlorophényl-acétate |
| EP0002091A3 (en) * | 1977-11-22 | 1979-06-13 | Shell Internationale Research Maatschappij B.V. | Method of controlling acarid pests by means of cyclopropane carboxylate esters, the use of such esters as an acaricide, and one of said esters as a novel compound |
| FR2421875A1 (fr) * | 1978-01-31 | 1979-11-02 | Roussel Uclaf | Alcool benzylique substitue optiquement actif et son procede de preparation |
| MD244C2 (ro) * | 1978-01-31 | 1995-12-31 | Roussel Uclaf, Societe Anonyme | Procedeu de obţinere a esterului alcoolului (S)- -cian-3-fenoxibenzilic şi a acidului 1R, cis-2,2-dimetil-3-(2,2'-dibromvinil)-ciclopropan-1-carbonic |
| EP0005882B1 (fr) * | 1978-06-02 | 1983-06-08 | Shell Internationale Researchmaatschappij B.V. | Méthode pour combattre les acarides au moyen d'esters cyclopropanecarboxyliques oxyimino substitués, isomères Z de certains de ces esters |
| EP0007255A1 (fr) * | 1978-06-06 | 1980-01-23 | Roussel-Uclaf | Esters d'acides cyclopropane carboxyliques substitués d'alcool alpha-cyané, leur procédé de préparation, les compositions pesticides les renfermant ainsi que leur application à titre de médicaments à usage vétérinaire |
| EP0022382A1 (fr) * | 1979-06-06 | 1981-01-14 | FMC Corporation | Paire d'énantiomères pyréthroide cristalline insecticide, procédé pour sa préparation, et composition |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2240914B2 (fr) | 1982-03-19 |
| AU7224974A (en) | 1976-02-12 |
| IE41614B1 (en) | 1980-02-13 |
| NL7410838A (nl) | 1975-02-18 |
| DE2439177C2 (de) | 1984-02-02 |
| CA1045632A (fr) | 1979-01-02 |
| IE41614L (en) | 1975-02-15 |
| CH611593A5 (en) | 1979-06-15 |
| IT1048189B (it) | 1980-11-20 |
| DE2439177A1 (de) | 1975-02-27 |
| NL178590C (nl) | 1986-04-16 |
| CH608941A5 (en) | 1979-02-15 |
| NL178590B (nl) | 1985-11-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CL | Concession to grant licenses | ||
| DR | Decision of the appeal court due to an appeal at law against decisions of the director of the inpi, except decision of lapse | ||
| TP | Transmission of property |