SU663265A3 - Insecticide - Google Patents
InsecticideInfo
- Publication number
- SU663265A3 SU663265A3 SU782576047A SU2576047A SU663265A3 SU 663265 A3 SU663265 A3 SU 663265A3 SU 782576047 A SU782576047 A SU 782576047A SU 2576047 A SU2576047 A SU 2576047A SU 663265 A3 SU663265 A3 SU 663265A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- insecticide
- benzyl
- acid
- methyl
- cyclopropanecarboxylic acid
- Prior art date
Links
- 239000002917 insecticide Substances 0.000 title description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- -1 3-phenoxybenzyl Chemical group 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 240000002024 Gossypium herbaceum Species 0.000 description 2
- 235000004341 Gossypium herbaceum Nutrition 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Chemical group 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical class OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- BMVKLXBNXLCCQA-UHFFFAOYSA-N CC1C(C1(CC2=CC(=CC=C2)OC3=CC=C(C=C3)Cl)C(=O)O)(C)C Chemical compound CC1C(C1(CC2=CC(=CC=C2)OC3=CC=C(C=C3)Cl)C(=O)O)(C)C BMVKLXBNXLCCQA-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical group C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229940096119 hydromet Drugs 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 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)
Description
(54) ИНСЕКТИЦИДНОЕ СРЕДСТВО(54) INSECTICIDE MEANS
Изобретение относитс к химическим сре ствам защиты растений, конкретно к инсектицидному средству на основе производных эфиров цнклопропанкарбоновой кислоты. Уже известно, что зфиры циклопропанкарбоно вой кислоты, например 3- (п-хлорфенокси) -бензил-2 ,2,3-триметилциклопропанкарбоксилат 1, 3-феноксибензил (+) чис-хризантемат(фенотрнн) 2, обладают инсектицидным действие.м. X Вг Х-С-СН-СН / Вг/ч СНз СНз где R - водород или цианогрулпа; X - хлор или бром; V - фтор, хлор, метил или т)ифторметил, в количестве 0,1-95 вес.%, а также вспомогательные компоненты из числа жидких или твердых носителей. Формы применени средств обычные; поройпс дл распылени , qзaнyл ты, смачивающиес порошки , растворы. Однако известные соединени обладают недостаточной активностью. Целью изобретени вл етс изыскание новых инсектицидных средств, обладающих усиленной биологической активностью. Указанна цель достнгаетс использозаннем средства, содержащего в качестве активного вещества соединение общей формулы Способ получени соединений формулы 1 осноан на взаимодействии производного циклопроаикарбоновой кислоты с соответствующим образцом , замещенным бензилов ым эфиром в приутствии св зывающего кислоту средства. В примере описано способ получени а-ц.чаО-Л1- (З-трифторметипфенокси) -бензилового -зфиа 3-(2,2 днхлор-12-дибромэтш1)-2,3-ди.метилц№ лопропаккарбоновой кислоты.The invention relates to chemical protection of plants, specifically to an insecticidal agent based on derivatives of cyclopropanecarboxylic acid esters. It is already known that cyclopropanecarboxylic acid esters, for example, 3- (p-chlorophenoxy) -benzyl-2, 2,3-trimethylcyclopropanecarboxylate 1, 3-phenoxybenzyl (+) chrysanthemum (fenotrnn) 2, have an insecticidal effect m. X Вг Х-С-СН-СН / Вг / ч СНз СНз where R is hydrogen or cyanogrup; X is chlorine or bromine; V is fluorine, chlorine, methyl or t) iforomethyl, in an amount of 0.1-95 wt.%, As well as auxiliary components from among liquid or solid carriers. The use of the usual means; spray coatings, qanilas, wettable powders, solutions. However, the known compounds have insufficient activity. The aim of the invention is to find new insecticidal agents with enhanced biological activity. This goal is achieved by using a means containing a compound of the general formula as an active substance. A method for preparing compounds of formula 1 is based on the reaction of a cycloprocaricarboxylic acid derivative with a corresponding sample substituted with benzyl ether in the presence of an acid binding agent. The example describes a process for the preparation of a-c.chA-L1- (3-trifluoromethylphenoxy) -benzyl-zfia 3- (2.2 dl-chloro-12-dibromoethane 1) -2,3-di-methyl methyl lopropicarboxylic acid.
Пример. Получение а-циано-.ч-(3-тр фторметнпфенокс 0-бепз Ьювого эфира 3-(2,2- ихлор- if 2-Д115ромэт л)-2,3-диметилцнклопропанкарбоновой кислоты.Example. Preparation of a-cyano-.ch- (3-tr fluoromethphenoox 0-base A new 3- (2,2-chloro-ester if 2-D115 hydromet l) -2,3-dimethyl-cyclopropanecarboxylic acid.
14,5 г о щ ано-А -(З-тр фтЬрметнлфеноксн)-бензйловый эфир 3-(2,2-дихлорвга1Ш1;2,2-даметипциклопропанкарбоновон кислоты раствор ют в 100 мл четыреххлористого углерода. При 20ЗОС к этому раствору прикапывают 4,77 г брома. Реакщ{о ную емесь перемешива-ют в течение 2 ч. После отгонки четыреххлористого углерода получают продукт с рефракцией nlj l,5823 (смесь изомеров). Аналогично получают остальные соединени .14.5 grams of oil ano-A - (3-tr ftfrmetnlfenoksn) -benzyl ester of 3- (2,2-dichlorvga1; 1, 2,2-dimetypcyclopropanecarboxylic acid is dissolved in 100 ml of carbon tetrachloride. At 20 ° C, 4 is added dropwise to this solution 4, 77 g of bromine. The reaction mixture is stirred for 2 hours. After carbon tetrachloride is distilled off, a product with refraction of nljl, 5823 (mixture of isomers) is obtained. Similarly, the remaining compounds are obtained.
Пример 2. И {сектицнш1ое действие в качестве кишечного да.Example 2. And {secticus action as intestinal yes.
Растени хлопчатника были опрысканы эмульсией эффективного вещества 0,057о-ной (получена из 1(У7о-но1-о способного эмульгироватьс концентрата).Cotton plants were sprayed with an effective 0.057 emulsion emulsion (obtained from 1 (U7o-no1-o emulsifiable concentrate).
После высыхани нанесенного сло на растени хлопчатника помешали личинки LS Spodopteru littoralis и Heliotiis virescens. Опьгг проводили при 24°С и 60% относительной влажности воздуха.After drying of the applied layer on cotton plants, the LS Spodopteru littoralis and Heliotiis virescens larvae interfered. Opg was carried out at 24 ° C and 60% relative humidity.
Результаты опыта приведены в таблице.The results of the experiment are shown in the table.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH169077A CH625396A5 (en) | 1977-02-11 | 1977-02-11 | Pesticides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU663265A3 true SU663265A3 (en) | 1979-05-15 |
Family
ID=4216325
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782576047A SU663265A3 (en) | 1977-02-11 | 1978-02-08 | Insecticide |
| SU782578501A SU679108A3 (en) | 1977-02-11 | 1978-02-10 | Insecticide |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782578501A SU679108A3 (en) | 1977-02-11 | 1978-02-10 | Insecticide |
Country Status (4)
| Country | Link |
|---|---|
| AT (3) | AT353556B (en) |
| CH (1) | CH625396A5 (en) |
| SU (2) | SU663265A3 (en) |
| ZA (3) | ZA78824B (en) |
-
1977
- 1977-02-11 CH CH169077A patent/CH625396A5/en not_active IP Right Cessation
-
1978
- 1978-02-08 SU SU782576047A patent/SU663265A3/en active
- 1978-02-10 ZA ZA00780824A patent/ZA78824B/en unknown
- 1978-02-10 ZA ZA00780825A patent/ZA78825B/en unknown
- 1978-02-10 AT AT96878A patent/AT353556B/en not_active IP Right Cessation
- 1978-02-10 AT AT96678A patent/AT353059B/en not_active IP Right Cessation
- 1978-02-10 SU SU782578501A patent/SU679108A3/en active
- 1978-02-10 ZA ZA00780826A patent/ZA78826B/en unknown
- 1978-02-10 AT AT96978A patent/AT354189B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SU679108A3 (en) | 1979-08-05 |
| ZA78824B (en) | 1979-01-31 |
| ZA78826B (en) | 1979-01-31 |
| AT353556B (en) | 1979-11-26 |
| AT353059B (en) | 1979-10-25 |
| ATA96978A (en) | 1979-05-15 |
| ZA78825B (en) | 1979-01-31 |
| ATA96878A (en) | 1979-04-15 |
| AT354189B (en) | 1979-12-27 |
| CH625396A5 (en) | 1981-09-30 |
| ATA96678A (en) | 1979-03-15 |
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