ES462242A1 - Allethrolone esters - Google Patents
Allethrolone estersInfo
- Publication number
- ES462242A1 ES462242A1 ES462242A ES462242A ES462242A1 ES 462242 A1 ES462242 A1 ES 462242A1 ES 462242 A ES462242 A ES 462242A ES 462242 A ES462242 A ES 462242A ES 462242 A1 ES462242 A1 ES 462242A1
- Authority
- ES
- Spain
- Prior art keywords
- allethrolone
- esters
- insecticidal
- antipode
- sulphonate
- 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.)
- Expired
Links
- KZYVOZABVXLALY-UHFFFAOYSA-N 4-hydroxy-3-methyl-2-prop-2-enylcyclopent-2-en-1-one Chemical class CC1=C(CC=C)C(=O)CC1O KZYVOZABVXLALY-UHFFFAOYSA-N 0.000 title abstract 3
- 150000002148 esters Chemical class 0.000 abstract 2
- 230000000749 insecticidal effect Effects 0.000 abstract 2
- KZYVOZABVXLALY-QMMMGPOBSA-N (4s)-4-hydroxy-3-methyl-2-prop-2-enylcyclopent-2-en-1-one Chemical compound CC1=C(CC=C)C(=O)C[C@@H]1O KZYVOZABVXLALY-QMMMGPOBSA-N 0.000 abstract 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- 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
Landscapes
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
An optically active (R)- or (S)-allethrolone X-sulphonate is reacted with a salt of 2,2-dimethyl-3-(2'-R1-2'-R2-vinyl)cyclopropanecarboxylic acid, in an organic solvent. X above represents a C1-C3 alkyl or a phenyl optionally substituted at the para position by a methyl or a fluorine, chlorine or bromine atom and R1 and R2 are defined in Claim 1. Esters of formula: < IMAGE > are obtained in which the allethrolone has the antipode configuration, (S) or (R), of that of the sulfonate used. The process makes it possible to reuse (R)-allethrolone produced by resolution of racemic allethrolone. The esters (I) have an insecticidal action they can be used, especially, in the form of an insecticidal composition.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7627288A FR2364199A1 (en) | 1976-09-10 | 1976-09-10 | PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE CARBOXYLIC CYCLOPROPANE ACID ESTERS OF ALLETHROLONE FROM ANTIPODAL CONFIGURATION ALLETHROLONE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES462242A1 true ES462242A1 (en) | 1978-06-01 |
Family
ID=9177574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES462242A Expired ES462242A1 (en) | 1976-09-10 | 1977-09-09 | Allethrolone esters |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS5334756A (en) |
| AU (1) | AU512196B2 (en) |
| BE (1) | BE858555A (en) |
| BR (1) | BR7706029A (en) |
| CH (1) | CH626320A5 (en) |
| DE (1) | DE2740701C2 (en) |
| DK (1) | DK158655C (en) |
| EG (1) | EG13016A (en) |
| ES (1) | ES462242A1 (en) |
| FR (1) | FR2364199A1 (en) |
| GB (1) | GB1583600A (en) |
| GR (1) | GR71905B (en) |
| HU (1) | HU177736B (en) |
| IE (1) | IE45486B1 (en) |
| IL (1) | IL52785A (en) |
| IT (1) | IT1091136B (en) |
| LU (1) | LU78102A1 (en) |
| NL (1) | NL188690C (en) |
| PH (1) | PH21134A (en) |
| PT (1) | PT67015B (en) |
| SE (1) | SE437152B (en) |
| SU (2) | SU1178310A3 (en) |
| ZA (1) | ZA775153B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2247140A5 (en) * | 1973-10-06 | 1975-05-02 | Bosch Gmbh Robert | |
| JPS6328731U (en) * | 1986-08-08 | 1988-02-25 | ||
| JPS6443126U (en) * | 1987-09-10 | 1989-03-15 | ||
| JP5892105B2 (en) | 2013-04-12 | 2016-03-23 | 株式会社デンソー | A / F sensor element and manufacturing method thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EG14503A (en) * | 1973-04-21 | 1983-12-31 | Sumitomo Chemical Co | Novel insecticidal composition |
| JPS533384B2 (en) * | 1974-01-25 | 1978-02-06 |
-
1976
- 1976-09-10 FR FR7627288A patent/FR2364199A1/en active Granted
-
1977
- 1977-08-01 SE SE7708768A patent/SE437152B/en not_active IP Right Cessation
- 1977-08-22 IL IL52785A patent/IL52785A/en unknown
- 1977-08-25 ZA ZA00775153A patent/ZA775153B/en unknown
- 1977-08-26 PH PH20168A patent/PH21134A/en unknown
- 1977-09-07 EG EG515/77A patent/EG13016A/en active
- 1977-09-08 PT PT67015A patent/PT67015B/en unknown
- 1977-09-08 GR GR54321A patent/GR71905B/el unknown
- 1977-09-08 HU HU77RO940A patent/HU177736B/en not_active IP Right Cessation
- 1977-09-09 BR BR7706029A patent/BR7706029A/en unknown
- 1977-09-09 LU LU78102A patent/LU78102A1/xx unknown
- 1977-09-09 CH CH1107077A patent/CH626320A5/en not_active IP Right Cessation
- 1977-09-09 DK DK401677A patent/DK158655C/en not_active IP Right Cessation
- 1977-09-09 BE BE180787A patent/BE858555A/en not_active IP Right Cessation
- 1977-09-09 IT IT50957/77A patent/IT1091136B/en active
- 1977-09-09 IE IE1869/77A patent/IE45486B1/en unknown
- 1977-09-09 JP JP10800477A patent/JPS5334756A/en active Granted
- 1977-09-09 NL NLAANVRAGE7709966,A patent/NL188690C/en not_active IP Right Cessation
- 1977-09-09 GB GB37781/77A patent/GB1583600A/en not_active Expired
- 1977-09-09 ES ES462242A patent/ES462242A1/en not_active Expired
- 1977-09-09 AU AU28694/77A patent/AU512196B2/en not_active Expired
- 1977-09-09 DE DE2740701A patent/DE2740701C2/en not_active Expired
-
1978
- 1978-06-30 SU SU782631494A patent/SU1178310A3/en active
-
1987
- 1987-10-27 SU SU874203530A patent/SU1713436A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| AU512196B2 (en) | 1980-09-25 |
| GB1583600A (en) | 1981-01-28 |
| FR2364199A1 (en) | 1978-04-07 |
| IE45486L (en) | 1978-03-10 |
| ZA775153B (en) | 1978-09-27 |
| DK158655B (en) | 1990-07-02 |
| DK158655C (en) | 1991-01-14 |
| NL188690C (en) | 1992-09-01 |
| LU78102A1 (en) | 1978-06-01 |
| IE45486B1 (en) | 1982-09-08 |
| PT67015B (en) | 1979-09-12 |
| EG13016A (en) | 1980-07-31 |
| AU2869477A (en) | 1979-03-15 |
| DK401677A (en) | 1978-03-11 |
| IT1091136B (en) | 1985-06-26 |
| NL188690B (en) | 1992-04-01 |
| SE437152B (en) | 1985-02-11 |
| SU1178310A3 (en) | 1985-09-07 |
| GR71905B (en) | 1983-08-11 |
| PT67015A (en) | 1977-10-01 |
| FR2364199B1 (en) | 1979-10-12 |
| IL52785A (en) | 1982-11-30 |
| DE2740701A1 (en) | 1978-03-16 |
| BR7706029A (en) | 1978-06-06 |
| DE2740701C2 (en) | 1987-03-26 |
| IL52785A0 (en) | 1977-10-31 |
| PH21134A (en) | 1987-07-27 |
| SU1713436A3 (en) | 1992-02-15 |
| SE7708768L (en) | 1978-03-11 |
| JPS5334756A (en) | 1978-03-31 |
| CH626320A5 (en) | 1981-11-13 |
| JPS6238345B2 (en) | 1987-08-17 |
| HU177736B (en) | 1981-12-28 |
| NL7709966A (en) | 1978-03-14 |
| BE858555A (en) | 1978-03-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19990201 |