ES474337A1 - Procedimiento para preparar 3-(2,2-dihaloetenil)-2,2-dime- tilciclopropanocarboxilatos de (1,1-bifenil)-3-ilmetilo - Google Patents
Procedimiento para preparar 3-(2,2-dihaloetenil)-2,2-dime- tilciclopropanocarboxilatos de (1,1-bifenil)-3-ilmetiloInfo
- Publication number
- ES474337A1 ES474337A1 ES474337A ES474337A ES474337A1 ES 474337 A1 ES474337 A1 ES 474337A1 ES 474337 A ES474337 A ES 474337A ES 474337 A ES474337 A ES 474337A ES 474337 A1 ES474337 A1 ES 474337A1
- Authority
- ES
- Spain
- Prior art keywords
- dimethylcyclopropanecarboxylates
- dihaloethenyl
- ylmethyl
- biphenyl
- methods
- 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
- 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
Procedimiento para preparar 3-(2,2-dihaloetenil)-2,2-dimetilciclopropanocarboxilatos de (1,1''-bifenil)-3-ilmetilo, cracterizado por esterificar el correspondiente ácido 3-(2,2- dihaloetenil)-2,2-dimetilciclopropanocarboxílico , o sal reactiva o derivado de haluro de acilo del mismo, con (1,1''-bifenil)-3-ilmetanol añadiendo gota a gota con agitación, bajo una atmósfera seca, un equivalente de cloruro de 3-(2,2-dihaloetenil)-2,2- dimetilciclopropanocarbonilo, disuelto en un disolvente aprótico, a una mezcla enfriada de un equivalente de (1,1''-bifenil)-3-ilmetanol y 1-2 equivalentes de una base de amina en un disolvente aprótico , agitando la mezcla resultante a temperatura ambiente durante 12-24 horas o durante 1-6 horas a una temperatura elevada, extrayendo la mezcla con agua, separando las fases acuosa y orgánica y aislando el producto a partir de la fase orgánica, o con un 3-halometilbifenilo añadiendo una mezcla de un equivalente del 3-halometilbifenilo y una cantidad catalítica de un catalizador de transferencia de fase en un disolvente aprótico a una mezcla seca fría de un equivalente de una base de metal alcalino y un equivalente de ácido 3- (2,2-dihaloetenil)-2,2-dimetilciclopropanocarboxílico en un disolvente aprótico, calentando la mezcla resultante a reflujo durante 4-12 horas, extrayendo la mezcla con agua, separando las fases acuosa y orgánica, y aislando el producto de la fase orgánica.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/844,099 US4130657A (en) | 1977-10-20 | 1977-10-20 | [1,1'-Biphenyl]-3-ylmethyl 3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates |
Publications (1)
Publication Number | Publication Date |
---|---|
ES474337A1 true ES474337A1 (es) | 1979-11-16 |
Family
ID=25291817
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES474337A Expired ES474337A1 (es) | 1977-10-20 | 1978-10-19 | Procedimiento para preparar 3-(2,2-dihaloetenil)-2,2-dime- tilciclopropanocarboxilatos de (1,1-bifenil)-3-ilmetilo |
Country Status (19)
Country | Link |
---|---|
US (1) | US4130657A (es) |
EP (1) | EP0001712B1 (es) |
JP (1) | JPS6042779B2 (es) |
AR (1) | AR219556A1 (es) |
AU (1) | AU517112B2 (es) |
BR (1) | BR7806909A (es) |
CA (1) | CA1123453A (es) |
DD (2) | DD139254A5 (es) |
DE (1) | DE2860627D1 (es) |
DK (1) | DK466478A (es) |
ES (1) | ES474337A1 (es) |
GR (1) | GR64971B (es) |
GT (1) | GT197854704A (es) |
HU (1) | HU182648B (es) |
IE (1) | IE47661B1 (es) |
IL (1) | IL55640A (es) |
IT (1) | IT1099977B (es) |
TR (1) | TR20314A (es) |
ZA (1) | ZA785932B (es) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4238505A (en) * | 1978-01-20 | 1980-12-09 | Fmc Corporation | Insecticidal biphenylmethyl perhaloalkylvinylcyclopropanecarboxylates |
DE2832213A1 (de) * | 1978-07-21 | 1980-01-31 | Bayer Ag | Stilbenderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
US4329518A (en) * | 1979-09-18 | 1982-05-11 | Fmc Corporation | Insecticidal [1,1'-biphenyl]-3-ylmethyl esters |
US4668792A (en) * | 1978-12-04 | 1987-05-26 | Fmc Corporation | Intermediates to insecticidal [1,1'-biphenyl]-3-ylmethyl esters |
US4214004A (en) * | 1978-12-04 | 1980-07-22 | Fmc Corporation | Insecticidal cyclopropanecarboxylates from substituted [1,1'-biphenyl]-3-ylmethyl compounds |
US4341796A (en) * | 1979-06-25 | 1982-07-27 | Fmc Corporation | Control of acarids with biphenylmethyl perhaloalkylvinylcyclopropanecarboxylates |
US4402973A (en) * | 1980-10-02 | 1983-09-06 | Fmc Corporation | Insecticidal (1,1'-biphenyl)-3-ylmethyl esters |
US4426524A (en) | 1980-09-02 | 1984-01-17 | Fmc Corporation | Heterocyclic substituted benzyl alcohol, insecticidal ester derivatives, and intermediates |
US4339457A (en) * | 1980-10-20 | 1982-07-13 | Fmc Corporation | 3-(Pyrrol-1-yl)phenylmethyl esters and intermediates |
US4433182A (en) * | 1981-04-30 | 1984-02-21 | Fmc Corporation | Insecticidal 2,2'-bridged[1,1'-biphenyl]-3-ylmethyl esters |
US4536591A (en) * | 1981-05-21 | 1985-08-20 | Fmc Corporation | Insecticidal [1,1'-biphenyl]-3-ylmethyl esters |
US4493844A (en) * | 1982-08-19 | 1985-01-15 | Fmc Corporation | Insecticidal 2,2'-bridged(1,1'-biphenyl)-3-ylmethyl carboxamides |
DK113384A (da) * | 1983-03-11 | 1984-09-12 | Fmc Corp | Difluorethenylcyclopropancarboxylater, insecticide og acaricide midler og fremgangsmaade til bekaempelse af insekter og acarider |
US4552892A (en) * | 1983-03-11 | 1985-11-12 | Fmc Corporation | Acaricidal difluoroethenylcyclopropanecarboxylates |
CA1284665C (en) * | 1984-07-26 | 1991-06-04 | Eric George Delmar | Process for hydroxymethylation |
US4740637A (en) * | 1984-07-26 | 1988-04-26 | Fmc Corporation | Process for hydroxymethylation |
JPS6219790U (es) * | 1985-07-22 | 1987-02-05 | ||
US20040175480A1 (en) * | 2003-03-03 | 2004-09-09 | Kraft Foods Holdings, Inc. | Hop beta acid compositions for use in food products |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2010244A1 (es) * | 1968-06-06 | 1970-02-13 | Sumitomo Chemical Co | |
US3850977A (en) * | 1968-06-06 | 1974-11-26 | Sumitomo Chemical Co | 3-substituted-benzyl cyclopropane-carboxylates |
US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
FR2290415A1 (fr) * | 1974-11-06 | 1976-06-04 | Aries Robert | Analogues chlores des esters chrysanthemiques |
-
1977
- 1977-10-20 US US05/844,099 patent/US4130657A/en not_active Expired - Lifetime
-
1978
- 1978-09-25 IE IE1915/78A patent/IE47661B1/en unknown
- 1978-09-26 CA CA312,084A patent/CA1123453A/en not_active Expired
- 1978-09-26 IL IL55640A patent/IL55640A/xx unknown
- 1978-10-02 GR GR57347A patent/GR64971B/el unknown
- 1978-10-12 AU AU40667/78A patent/AU517112B2/en not_active Expired
- 1978-10-17 JP JP53126959A patent/JPS6042779B2/ja not_active Expired
- 1978-10-18 GT GT197854704A patent/GT197854704A/es unknown
- 1978-10-18 IT IT28864/78A patent/IT1099977B/it active
- 1978-10-19 ES ES474337A patent/ES474337A1/es not_active Expired
- 1978-10-19 BR BR7806909A patent/BR7806909A/pt unknown
- 1978-10-19 DD DD78208556A patent/DD139254A5/xx unknown
- 1978-10-19 DK DK466478A patent/DK466478A/da not_active Application Discontinuation
- 1978-10-19 HU HU78FE1029A patent/HU182648B/hu unknown
- 1978-10-19 TR TR20314A patent/TR20314A/xx unknown
- 1978-10-19 EP EP78300521A patent/EP0001712B1/en not_active Expired
- 1978-10-19 DD DD78215281A patent/DD145694A5/de unknown
- 1978-10-19 DE DE7878300521T patent/DE2860627D1/de not_active Expired
- 1978-10-20 ZA ZA785932A patent/ZA785932B/xx unknown
- 1978-10-20 AR AR274168A patent/AR219556A1/es active
Also Published As
Publication number | Publication date |
---|---|
EP0001712A2 (en) | 1979-05-02 |
IE47661B1 (en) | 1984-05-16 |
IL55640A (en) | 1981-10-30 |
AU4066778A (en) | 1980-04-17 |
US4130657A (en) | 1978-12-19 |
DK466478A (da) | 1979-04-21 |
GR64971B (en) | 1980-06-11 |
AR219556A1 (es) | 1980-08-29 |
IT7828864A0 (it) | 1978-10-18 |
EP0001712B1 (en) | 1981-04-15 |
JPS5463054A (en) | 1979-05-21 |
IE781915L (en) | 1979-04-20 |
AU517112B2 (en) | 1981-07-09 |
GT197854704A (es) | 1980-04-10 |
CA1123453A (en) | 1982-05-11 |
IT1099977B (it) | 1985-09-28 |
BR7806909A (pt) | 1979-07-03 |
ZA785932B (en) | 1980-05-28 |
JPS6042779B2 (ja) | 1985-09-25 |
DE2860627D1 (en) | 1981-05-07 |
EP0001712A3 (en) | 1979-05-16 |
DD145694A5 (de) | 1981-01-07 |
DD139254A5 (de) | 1979-12-19 |
TR20314A (tr) | 1981-01-22 |
IL55640A0 (en) | 1978-12-17 |
HU182648B (en) | 1984-02-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 20000601 |