ES484576A1 - Procedimiento para la obtencion de esteres de fenoxibencilo del acido bromoestirilciclopropancarboxilico sustituidos,de efecto insecticida y acaricida - Google Patents
Procedimiento para la obtencion de esteres de fenoxibencilo del acido bromoestirilciclopropancarboxilico sustituidos,de efecto insecticida y acaricidaInfo
- Publication number
- ES484576A1 ES484576A1 ES484576A ES484576A ES484576A1 ES 484576 A1 ES484576 A1 ES 484576A1 ES 484576 A ES484576 A ES 484576A ES 484576 A ES484576 A ES 484576A ES 484576 A1 ES484576 A1 ES 484576A1
- Authority
- ES
- Spain
- Prior art keywords
- esters
- preparation
- benzyl
- formula
- compositions
- 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
- 150000002148 esters Chemical class 0.000 title 2
- 238000000034 method Methods 0.000 title 2
- 239000000203 mixture Substances 0.000 title 2
- SQSUBDQTUFHWNA-UHFFFAOYSA-N (3-phenoxyphenyl)methyl 2-bromo-1-(2-phenylethenyl)cyclopropane-1-carboxylate Chemical class BrC1C(C1)(C(=O)OCC1=CC(=CC=C1)OC1=CC=CC=C1)C=CC1=CC=CC=C1 SQSUBDQTUFHWNA-UHFFFAOYSA-N 0.000 title 1
- 230000000895 acaricidal effect Effects 0.000 title 1
- 230000000749 insecticidal effect Effects 0.000 title 1
- 239000000543 intermediate Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- OCXGTPDKNBIOTF-UHFFFAOYSA-N dibromo(triphenyl)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(Br)(C=1C=CC=CC=1)(Br)C1=CC=CC=C1 OCXGTPDKNBIOTF-UHFFFAOYSA-N 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- HABFCBOZUIPSIE-UHFFFAOYSA-N (3-phenoxyphenyl)methyl 3-(2-bromo-2-phenylethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound C=1C=CC(OC=2C=CC=CC=2)=CC=1COC(=O)C1C(C)(C)C1C=C(Br)C1=CC=CC=C1 HABFCBOZUIPSIE-UHFFFAOYSA-N 0.000 abstract 1
- -1 3-formyl-2,2-dimethyl-cyclopropanecarboxylic acid ester Chemical class 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UQMARDZPRCIGET-UHFFFAOYSA-N [bromo(phenyl)methyl]phosphonic acid Chemical compound OP(O)(=O)C(Br)C1=CC=CC=C1 UQMARDZPRCIGET-UHFFFAOYSA-N 0.000 abstract 1
- YLVXPXINUWURSG-UHFFFAOYSA-N [hydroxy(phenyl)methyl]phosphonic acid Chemical compound OP(=O)(O)C(O)C1=CC=CC=C1 YLVXPXINUWURSG-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4056—Esters of arylalkanephosphonic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1. Procedimiento para la obtención de esteres de ácido bromoestirilciclopropancarboxílicos sustituidos de efecto insecticida y acaricida, de fórmula (I) **(Fórmula 01)** donde R significa hidrogeno, halógeno, alquilo o alcoxi, R1 significa hidrógeno, halógeno, alquilo, alcoxi, alquiltio o junto con R está por metilendioxi, R2 significa hidrógeno, ciano o etinilo, R3, R4 y R5 son iguales o diferentes y significan hidrógeno o halógeno, bajo la condición de que como mínimo uno de los restos R3, R4 o R5 esté por halógeno, caracterizado porque se hacen reaccionar ácidos bromoestirilciclopropancarboxílicos de fórmula II **(Fórmula 02)**, donde R y R1 tienen el significado anteriormente indicado o derivados reactivos de los mismos, con alcoholes fenoxibencílicos sustituidos por fórmula III **(Fórmula 03)**, donde R2, R3, R4 y R5 tienen el significado arriba indicado, o con derivados reactivos de los mismos, en caso dado en presencia de un aceptor de ácido y, en caso dado, empleando uno o varios diluyentes.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782842542 DE2842542A1 (de) | 1978-09-29 | 1978-09-29 | Substituierte bromostyryl-cyclopropancarbonsaeurephenoxybenzylester, verfahren zu ihrer herstellunnd ihre verwendung als insektizide und akarizide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES484576A1 true ES484576A1 (es) | 1980-06-16 |
Family
ID=6050909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES484576A Expired ES484576A1 (es) | 1978-09-29 | 1979-09-28 | Procedimiento para la obtencion de esteres de fenoxibencilo del acido bromoestirilciclopropancarboxilico sustituidos,de efecto insecticida y acaricida |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4279920A (es) |
| EP (1) | EP0009708B1 (es) |
| JP (1) | JPS5549342A (es) |
| AU (1) | AU525915B2 (es) |
| BG (1) | BG30622A3 (es) |
| BR (1) | BR7906170A (es) |
| CA (1) | CA1136637A (es) |
| CS (1) | CS208457B2 (es) |
| DD (1) | DD147906A5 (es) |
| DE (2) | DE2842542A1 (es) |
| DK (1) | DK409579A (es) |
| EG (1) | EG13806A (es) |
| ES (1) | ES484576A1 (es) |
| HU (2) | HU184682B (es) |
| IL (1) | IL58331A (es) |
| NZ (1) | NZ191679A (es) |
| OA (1) | OA06349A (es) |
| PH (1) | PH15309A (es) |
| PL (1) | PL120441B1 (es) |
| PT (1) | PT70223A (es) |
| RO (1) | RO78867B (es) |
| SU (1) | SU893121A3 (es) |
| TR (1) | TR20537A (es) |
| ZA (1) | ZA795165B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4376785A (en) * | 1980-06-19 | 1983-03-15 | Sumitomo Chemical Company, Limited | Cyclopropanecarboxylates and a low fish toxic insecticide and/or acaricide containing them |
| US4377532A (en) * | 1981-02-26 | 1983-03-22 | Ciba-Geigy Corporation | 3-Phenoxybenzyl compounds |
| DE3900275A1 (de) * | 1989-01-07 | 1990-07-12 | Basf Ag | Substituierte cyclopropancarbonsaeurepropargylester, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
| US8124036B1 (en) | 2005-10-27 | 2012-02-28 | ADA-ES, Inc. | Additives for mercury oxidation in coal-fired power plants |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
| JPS5813522B2 (ja) * | 1974-10-24 | 1983-03-14 | 住友化学工業株式会社 | 新しいシクロプロパンカルボン酸エステルを含有する殺虫、殺ダニ剤 |
| CH602005A5 (en) * | 1976-02-17 | 1978-07-14 | Ciba Geigy Ag | (3)-Phenoxy-benzyl styryl-cyclopropane carboxylates |
| NL7701321A (nl) * | 1976-02-17 | 1977-08-19 | Ciba Geigy | Werkwijze voor de bereiding van een ester. |
| CA1260486A (en) * | 1976-08-27 | 1989-09-26 | John F. Engel | Insecticidal styryl- and substituted- styrylcyclopropanecarboxylates |
| ZA775160B (en) * | 1976-08-27 | 1978-07-26 | Fmc Corp | Insecticidal styryl- and substituted-styrylcyclopropanecarboxylates |
| DE2730515A1 (de) * | 1977-07-06 | 1979-01-18 | Bayer Ag | Substituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
| DE2739854A1 (de) * | 1977-09-03 | 1979-03-15 | Bayer Ag | Fluorsubstituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide |
-
1978
- 1978-09-29 DE DE19782842542 patent/DE2842542A1/de not_active Ceased
-
1979
- 1979-09-10 US US06/074,045 patent/US4279920A/en not_active Expired - Lifetime
- 1979-09-17 EP EP79103487A patent/EP0009708B1/de not_active Expired
- 1979-09-17 DE DE7979103487T patent/DE2967304D1/de not_active Expired
- 1979-09-21 CS CS796379A patent/CS208457B2/cs unknown
- 1979-09-24 SU SU792817352A patent/SU893121A3/ru active
- 1979-09-25 TR TR20537A patent/TR20537A/xx unknown
- 1979-09-25 BG BG7944932A patent/BG30622A3/xx unknown
- 1979-09-25 PT PT70223A patent/PT70223A/pt unknown
- 1979-09-26 PH PH23070A patent/PH15309A/en unknown
- 1979-09-26 BR BR7906170A patent/BR7906170A/pt unknown
- 1979-09-26 NZ NZ191679A patent/NZ191679A/xx unknown
- 1979-09-26 IL IL58331A patent/IL58331A/xx unknown
- 1979-09-27 PL PL1979218565A patent/PL120441B1/pl unknown
- 1979-09-27 AU AU51260/79A patent/AU525915B2/en not_active Ceased
- 1979-09-27 CA CA000336501A patent/CA1136637A/en not_active Expired
- 1979-09-27 DD DD79215857A patent/DD147906A5/de unknown
- 1979-09-28 ZA ZA00795165A patent/ZA795165B/xx unknown
- 1979-09-28 HU HU79BA3857A patent/HU184682B/hu unknown
- 1979-09-28 HU HU833415A patent/HU188495B/hu not_active IP Right Cessation
- 1979-09-28 OA OA56908A patent/OA06349A/xx unknown
- 1979-09-28 ES ES484576A patent/ES484576A1/es not_active Expired
- 1979-09-28 DK DK409579A patent/DK409579A/da not_active Application Discontinuation
- 1979-09-28 JP JP12427479A patent/JPS5549342A/ja active Granted
- 1979-09-29 EG EG574/79A patent/EG13806A/xx active
- 1979-09-29 RO RO98814A patent/RO78867B/ro unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL120441B1 (en) | 1982-02-27 |
| IL58331A (en) | 1985-06-30 |
| EG13806A (en) | 1982-06-30 |
| DE2842542A1 (de) | 1980-04-17 |
| EP0009708B1 (de) | 1984-11-21 |
| RO78867A (ro) | 1982-07-06 |
| AU525915B2 (en) | 1982-12-09 |
| BG30622A3 (en) | 1981-07-15 |
| RO78867B (ro) | 1983-06-30 |
| NZ191679A (en) | 1981-05-15 |
| OA06349A (fr) | 1981-06-30 |
| CS208457B2 (en) | 1981-09-15 |
| DE2967304D1 (en) | 1985-01-03 |
| DD147906A5 (de) | 1981-04-29 |
| ZA795165B (en) | 1980-10-29 |
| AU5126079A (en) | 1980-04-03 |
| HU188495B (en) | 1986-04-28 |
| CA1136637A (en) | 1982-11-30 |
| EP0009708A1 (de) | 1980-04-16 |
| HU184682B (en) | 1984-09-28 |
| PL218565A1 (es) | 1980-07-01 |
| US4279920A (en) | 1981-07-21 |
| DK409579A (da) | 1980-03-30 |
| BR7906170A (pt) | 1980-05-27 |
| JPS636057B2 (es) | 1988-02-08 |
| IL58331A0 (en) | 1979-12-30 |
| SU893121A3 (ru) | 1981-12-23 |
| TR20537A (tr) | 1981-10-21 |
| JPS5549342A (en) | 1980-04-09 |
| PH15309A (en) | 1982-11-18 |
| PT70223A (en) | 1979-10-01 |
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