SU622387A3 - Insecticide - Google Patents

Insecticide

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Publication number
SU622387A3
SU622387A3 SU762356700A SU2356700A SU622387A3 SU 622387 A3 SU622387 A3 SU 622387A3 SU 762356700 A SU762356700 A SU 762356700A SU 2356700 A SU2356700 A SU 2356700A SU 622387 A3 SU622387 A3 SU 622387A3
Authority
SU
USSR - Soviet Union
Prior art keywords
insecticidal
compound
compounds
dimethyl
drying
Prior art date
Application number
SU762356700A
Other languages
Russian (ru)
Inventor
Майер Вилли (Швейцария)
Драбек Иозеф (Чсср)
Гзель Лауренц (Швейцария)
Каррер Фридрих (Швейцария)
Original Assignee
Циба-Гейги Аг (Фирма)
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Циба-Гейги Аг (Фирма) filed Critical Циба-Гейги Аг (Фирма)
Application granted granted Critical
Publication of SU622387A3 publication Critical patent/SU622387A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/061,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Изобретение относитс  к средствам зашиты растений, конкретно к использованию производных сложных эфиров 2,2-диметил- винилциклопропанкарбоновой кислоты в качестве инсектицида. Известен инсектицид, действующим веществом которого  вл етс  5-бензилфурфурилхризантемат (пирестрин) ИИзвестен также более близкий по химической структуре к предлагаемому инсектицид на онове 5-бензил-1,2,4-оксадиза С (н-Сн 6Н-С ,, СНзЙНз -3-ил-метил-2,2-диметил-3-( 2,2-диметилвинил )-циклопропанкарбоновой кислоты 2j Однако указанные соединени  недостаточно активны. Цель изобретени  - расширение арсенала средств, воздействующих на живой организм . Это достигаетс  использованием производных сложных эфиров 2,2-диметил-З-винилциклопропанкарбоновой кислоты обшей формулы . : ( iHg-ДхЛ CHj-/ и 6,1 г карбоната кали  (10%-ный избыток ) .смешивают со 100 мл метилэтилке тона и кип т т с обратным холодильником в течение 5 ч. Полученную суспензию после этого ис- j пар ют досуха, внос т в 100 мл толуола (1н-to- е ( 1Нз СНз ™ D -. The invention relates to the protection of plants, specifically to the use of 2,2-dimethylvinylcyclopropanecarboxylic acid ester derivatives as an insecticide. An insecticide is known, the active ingredient of which is 5-benzylfurfurylchrysanthemate (pyrestrin) II and also known closer in chemical structure to the proposed insecticide on onov 5-benzyl-1,2,4-oxadysis С (n-СН 6Н-С, СННЙНз -3 -yl-methyl-2,2-dimethyl-3- (2,2-dimethylvinyl) -cyclopropanecarboxylic acid 2j However, these compounds are not sufficiently active. The purpose of the invention is to expand the arsenal of agents acting on a living organism. This is achieved by using ester derivatives 2, 2-dimethyl-3-vinylcyclopropanecarbono This is a generic acid of the formula: (iHg-DhL CHj- / and 6.1 g of potassium carbonate (10% excess). Mix with 100 ml of methyl ethyl acetate and reflux for 5 hours. The resulting suspension is then evaporated to dryness, introduced into 100 ml of toluene (1H-to-e (1H3 CH3 ™ D -.

С1о- -хS1- x

С (:.н-ен:-« н:-соо -Снг- г- / C (: .n-en: - "n: -co-cng-g- /

- ;)/-;) /

(соединение 2, 1,54.25)(compound 2, 1.54.25)

г g

(1 СН-СН-СН too - (iHg Ajj (1 CH-CH-CH too - (iHg Ajj

;;

Claims (1)

СНзСНз ( соединение 3, h j, 1,5082). (1Н Br i ( соединение 4, Г1 1,5635). Формы применени  препаратов Hia основе предлагаемых соединений обычные (порошки , гранул ты, эмульсии). Содержание активного вещества в препарате лежит в интервале 0,1-95%, Биологическа  активность предлагаемых соединений. А. Инсектицидна  эффективность против кормовых  дов. Кустики табака и картофел  опрыскивают 0,04%-ной водной эмульсией эффективного вещества (получают из 10%-него с по собного амул-.гироватьс  концентрата). После высушивани  нанесенного сло  на растени  картофел  и табака сажают гу сеницы Spodopterq 6-iitoraeisB стадии 62238 74 и промывают 30 мл воды. После высушивани  сырого продукта над сульфатом натри , фильтрации и дистилл ции получают сложный эфир 5-бeнэил-i,2,4-oкcaдиaзoJ -3-ил-метил-2,2-диметш1-3-(2,2-дихлорвинил )-циклопропанкарбоновой кислоты форN - О «ь.ли получены след„е соединени : N -0 Cill2 третьего листа и Hetiottiis virescens в стадии третьего листа. Б. Инсектицидное контактное действие. За день перед нанесением бобы инсектицидного состава (Vicid с|Ъо|), высаженные в горшки, были заражены приблизительно 200 тл ми ( Aphl bta faoie ) на растение. Наносили средство с помощью шприца (бульон с концентрацией 1000 ррм, приготовленный из 25%-ного смачивающегос  порошка). Оценку проводили через 24 ч после нанесени . Результаты испытаний приведены в таблице . Таким образом, предлагаемые соединени  обладают высокой инсектицидной активностью . ,-v -N--0 c.CH-CH-cH-coo-cHg- J L ., /у / V / .,/ СН сн сн. Формула изобретени  Инсектицидное средство, содержащее действующее начало на основе производних сложных эфиров 2,2-диметил-З-вин циклопропанкарбоновой кислоты и добавк выбранной из группы: растворитель, дисп Ri е (H-fiH-ен - Co в X ч СНз «iHj где R и - клор, фтор, бром; X и У - аэот и кислород, в количестве .от О,1 до 95%, Источники информации, прин тые во внимание при экспертизе: / Не действует гатор, эмульгатор, отлич ающе - е с   тем, что, с целью усилени  инсектицидного действи , оно содержит в качестве производных сложного эфира 2,2-диме-тил-З-аинилциклопропанкарбоновой кислоты сое :у1нение общей формулы лО1сн.-// Н. Н. Хими  и технолоМельников М., Хими , 1974, ,   пестицидов 213. 47-34358, 2, Патент Японии № , А 01 N 9/24, 1972.СНзСНз (compound 3, h j, 1.5082). (1H Br i (compound 4, G1 1.5635). The application forms of Hia preparations based on the proposed compounds are ordinary (powders, granules, emulsions). The active substance content in the preparation lies in the range of 0.1-95%. The biological activity of the proposed compounds A. Insecticidal efficacy against fodder dusts. The bushes of tobacco and potatoes are sprayed with a 0.04% aqueous emulsion of an effective substance (prepared from a 10% seed concentrate). After drying the applied layer on potato and tobacco plants Spodopterq 6-ii plant guinea pigs toraeisB stage 62238 74 and washed with 30 ml of water. After drying the crude product over sodium sulfate, filtration and distillation, the ester 5-beneyl-i, 2,4-oxydia-J-3-yl-methyl-2,2-dimesh-1-3 is obtained - (2,2-dichlorovinyl) -cyclopropanecarboxylic acid formN - O "or. Obtained the following compounds: N -0 Cill2 of the third sheet and Hetiottiis virescens in the stage of the third sheet. B. Insecticidal contact action. The day before applying the insecticidal beans of the compound (Vicid with | b) |, planted in pots, were infected with approximately 200 aphids (Aphl bta faoie) per plant. Applied means with a syringe (broth with a concentration of 1000 ppm prepared from 25% wettable powder). The evaluation was performed 24 hours after application. The test results are shown in the table. Thus, the compounds according to the invention have a high insecticidal activity. , -v -N - 0 c.CH-CH-cH-coo-cHg-J L., / y / V /., / CH bn bc Invention An insecticidal agent containing an active principle based on derivatives of 2,2-dimethyl-3-wn esters of cyclopropanecarboxylic acid and an additive selected from the group of: solvent, dispers Ri e (H-fiH-en - Co in X h CH3 iHj R and - chlorine, fluorine, bromine; X and Y - aeote and oxygen, in amounts from 0, 1 to 95%. Sources of information taken into account during the examination: / Gator, emulsifier, different from In order to enhance the insecticidal effect, it contains 2,2-dimethyl-3-arylcyclopr opancarboxylic acid soy: u1nenie general formula lo1sn .- // NN Chemistry and tehnoloMelnikov M., Himi, 1974, pesticides 213. 47-34358, 2, Japan Patent No. A, 01 N 9/24, 1972.
SU762356700A 1975-05-13 1976-05-12 Insecticide SU622387A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH615775A CH604516A5 (en) 1975-05-13 1975-05-13 Pyrethroid type insecticides and acaricides

Publications (1)

Publication Number Publication Date
SU622387A3 true SU622387A3 (en) 1978-08-30

Family

ID=4305188

Family Applications (1)

Application Number Title Priority Date Filing Date
SU762356700A SU622387A3 (en) 1975-05-13 1976-05-12 Insecticide

Country Status (3)

Country Link
BE (1) BE841727A (en)
CH (1) CH604516A5 (en)
SU (1) SU622387A3 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4163792A (en) 1975-05-13 1979-08-07 Ciba-Geigy Corporation Insecticidal oxadiazole esters
US4134985A (en) 1977-05-13 1979-01-16 Stauffer Chemical Company 5-cyclopropane carboxylate oxadiazoles as insecticides and acaricides

Also Published As

Publication number Publication date
CH604516A5 (en) 1978-09-15
BE841727A (en) 1976-11-12

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