GB1453655A - Process for preparing cyclopropane-carboxylic acid esters and substituted phenylacetic esters - Google Patents
Process for preparing cyclopropane-carboxylic acid esters and substituted phenylacetic estersInfo
- Publication number
- GB1453655A GB1453655A GB3468474A GB3468474A GB1453655A GB 1453655 A GB1453655 A GB 1453655A GB 3468474 A GB3468474 A GB 3468474A GB 3468474 A GB3468474 A GB 3468474A GB 1453655 A GB1453655 A GB 1453655A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- carboxylic acid
- formula
- methyl
- viii
- 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
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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
- A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings
- A01N43/28—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3
- A01N43/30—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings with two hetero atoms in positions 1,3 with two oxygen atoms in positions 1,3, condensed with a carbocyclic ring
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1453655 Cyclopropane carboxylic acid esters and substituted phenyl acetic acid esters SUMI. TOMO CHEMICAL CO Ltd 6 Aug 1974 [6 Aug 1973 23 Aug 1973 28 Aug 1973] 34684/74 Heading C2C Organic acid esters of the following general Formula (I) wherein Z is a radical of the formula or R 1 is a hydrogen atom or a methyl group; when R 1 is a hydrogen atom, R 2 is a methyl group, a vinyl group, a 2,2-dichlorovinyl group, a 1- propenyl group, a 2-methyl-1-propenyl group, a 2-carbomethoxy-1-propenyl group, a 2-methoxymethyl - 1 - propenyl group, a 1,3 - butadienyl group, a 2-methyl-1, 3-butadienyl group or a cyclopentylildenemethyl group and, when R 1 is a methyl group, R 2 is also a methyl group; R 3 is an ethyl group or an isopropyl group; R 4 is a hydrogen atom, a C 1 -C 4 alkyl group, a methoxy group, a halogen atom, or a methylenedioxy group are prepared by reacting a quaternary ammonium salt of the following general Formula (VI) wherein X is a halogen atom; and A is an alkylamine, pyridine or an N-alkylaniline, with a carboxylic acid of the following general formula a reactive derivative of the carboxylic acid of the formula (VIII) or a mixture of the carboxylic acid of the formula (VIII) and a reactive derivative of the carboxylic acid of the formula (VIII). The reactive derivatives of the carboxylic acid of Formula (VIII) are preferably the alkali metal salt, the ammonium salt and the alkyl ammonium salt. The compounds have insecticidal properties. The quaternary ammonium salt of Formula VI may be prepared by reacting a 3-phenoxybenzyl halide of the general Formula VII in which X is halogen with an alkyl amine, pyridine or an N-alkyl aniline, e.g. triethylamine, trimethylamine, triethylaniniline, dimethylaniline or pyridine.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8867473A JPS5111106B2 (en) | 1973-08-06 | 1973-08-06 | |
JP9498073A JPS5212697B2 (en) | 1973-08-23 | 1973-08-23 | |
JP48097063A JPS5228790B2 (en) | 1973-08-28 | 1973-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1453655A true GB1453655A (en) | 1976-10-27 |
Family
ID=27305880
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3468474A Expired GB1453655A (en) | 1973-08-06 | 1974-08-06 | Process for preparing cyclopropane-carboxylic acid esters and substituted phenylacetic esters |
Country Status (10)
Country | Link |
---|---|
AU (1) | AU462570B2 (en) |
BR (1) | BR7406433D0 (en) |
CH (1) | CH593232A5 (en) |
DE (1) | DE2437882C3 (en) |
DK (1) | DK141934B (en) |
FR (1) | FR2295009A1 (en) |
GB (1) | GB1453655A (en) |
IL (1) | IL45417A (en) |
IT (1) | IT1047139B (en) |
NL (1) | NL169996C (en) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL53946A0 (en) * | 1977-03-03 | 1978-04-30 | American Cyanamid Co | Phenoxybenzyl esters of benzodioxole acetic acids |
US4277617A (en) * | 1977-10-27 | 1981-07-07 | Roussel Uclaf | Process for the preparation of esters |
FR2496652A1 (en) * | 1980-12-23 | 1982-06-25 | Roussel Uclaf | NOVEL 3-SUBSTITUTED CYCLOPROPANE CARBOXYLIC ACID DERIVATIVES FROM A VINYL CHAIN, PROCESS FOR THEIR PREPARATION AND THEIR USE AS SCENTED AGENTS |
CA1301642C (en) * | 1987-03-30 | 1992-05-26 | Howard Bernard Dawson | Chemical formulations |
WO2022200364A1 (en) | 2021-03-25 | 2022-09-29 | Syngenta Crop Protection Ag | Insect, acarina and nematode pest control |
EP4337015A1 (en) | 2021-05-14 | 2024-03-20 | Syngenta Crop Protection AG | Insect, acarina and nematode pest control |
BR112023023835A2 (en) | 2021-05-14 | 2024-01-30 | Syngenta Crop Protection Ag | COMPOSITIONS FOR SEED TREATMENT |
WO2022268813A1 (en) | 2021-06-24 | 2022-12-29 | Syngenta Crop Protection Ag | Insect, acarina and nematode pest control |
WO2022268815A1 (en) | 2021-06-24 | 2022-12-29 | Syngenta Crop Protection Ag | Insect, acarina and nematode pest control |
WO2023105064A1 (en) | 2021-12-10 | 2023-06-15 | Syngenta Crop Protection Ag | Insect, acarina and nematode pest control |
WO2023105065A1 (en) | 2021-12-10 | 2023-06-15 | Syngenta Crop Protection Ag | Insect, acarina and nematode pest control |
-
1974
- 1974-08-02 IT IT7452434A patent/IT1047139B/en active
- 1974-08-05 AU AU72030/74A patent/AU462570B2/en not_active Expired
- 1974-08-05 DK DK417174AA patent/DK141934B/en not_active IP Right Cessation
- 1974-08-06 GB GB3468474A patent/GB1453655A/en not_active Expired
- 1974-08-06 BR BR6433/74A patent/BR7406433D0/en unknown
- 1974-08-06 FR FR7427304A patent/FR2295009A1/en active Granted
- 1974-08-06 DE DE2437882A patent/DE2437882C3/en not_active Expired
- 1974-08-06 IL IL45417A patent/IL45417A/en unknown
- 1974-08-06 CH CH1072974A patent/CH593232A5/xx not_active IP Right Cessation
- 1974-08-06 NL NLAANVRAGE7410547,A patent/NL169996C/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE2437882A1 (en) | 1975-04-24 |
NL7410547A (en) | 1975-02-10 |
AU462570B2 (en) | 1975-06-26 |
FR2295009B1 (en) | 1977-10-14 |
NL169996C (en) | 1982-09-16 |
IL45417A (en) | 1978-10-31 |
FR2295009A1 (en) | 1976-07-16 |
DK141934B (en) | 1980-07-21 |
DK417174A (en) | 1975-04-01 |
BR7406433D0 (en) | 1975-05-27 |
CH593232A5 (en) | 1977-11-30 |
DE2437882C3 (en) | 1978-05-11 |
IT1047139B (en) | 1980-09-10 |
DE2437882B2 (en) | 1977-08-25 |
AU7203074A (en) | 1975-06-26 |
IL45417A0 (en) | 1974-11-29 |
DK141934C (en) | 1980-12-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19940805 |