SU680615A3 - Insecticide - Google Patents

Insecticide

Info

Publication number
SU680615A3
SU680615A3 SU762402962A SU2402962A SU680615A3 SU 680615 A3 SU680615 A3 SU 680615A3 SU 762402962 A SU762402962 A SU 762402962A SU 2402962 A SU2402962 A SU 2402962A SU 680615 A3 SU680615 A3 SU 680615A3
Authority
SU
USSR - Soviet Union
Prior art keywords
damage
insecticide
formula
compounds
larvae
Prior art date
Application number
SU762402962A
Other languages
Russian (ru)
Inventor
Берингер Эрнст
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 SU680615A3 publication Critical patent/SU680615A3/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, 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
    • A01N43/04Biocides, 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 one hetero atom
    • A01N43/14Biocides, 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 one hetero atom six-membered rings
    • A01N43/16Biocides, 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 one hetero atom six-membered rings with oxygen as the ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/42Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4
    • C07D311/56Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms in positions 2 and 4 without hydrogen atoms in position 3

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)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Description

(54)(54)

ИНСЕКТИЦИДINSECTICIDE

1one

Изобретение относитс  к химическим средствам защиты растений, конкретно к применению производных замещенного кумарина в качестве инсектицида .This invention relates to chemical plant protection products, specifically to the use of derivatives of substituted coumarin as an insecticide.

Известно использование 3-(алкоксифенилкарбамоил )-4-гидроксикумарина в качестве пестицида l. Однако инсектицидные свойства этих соединений недостаточны при низких дозах расхода.The use of 3- (alkoxyphenylcarbamoyl) -4-hydroxycoumarin as a pesticide is known l. However, the insecticidal properties of these compounds are insufficient at low dosage rates.

Цель изобретени  - расширение ассортимента активных инсектицидов на основе производных кумарина.The purpose of the invention is to expand the range of active insecticides based on coumarin derivatives.

Указанна  цель достигаетс  применением производных замещенного кумарина формулыThis goal is achieved by using derivatives of the substituted coumarin of the formula

R - незамещенный или замещенный однократно, двукратно и.пи трехкратно галогеном фенил, 4-китроф..енил, З-трифтс метилфенил .R is phenyl unsubstituted or substituted once, twice with halogen, halogen, 4-cytrophenyl, 3-trifs methylphenyl.

Известно также использование соединений формулы I в качестве бактерицида 23.It is also known the use of compounds of the formula I as a bactericide 23.

Способ получени  производных замещенного кумарина основан на взаимодействии смежных зфиров формулыThe method of obtaining derivatives of substituted coumarin is based on the interaction of adjacent zshir of the formula

ОН S-1 OH S-1

ПP

00

с соответствующим образом замещенным анилином при 100-200°С при нормальном или повышенном давлении в среде инертного растворител , а также на взаимодействии 4-гидроксикумарина с изоцианатом или с азидани при нормальном или повышенном давлении в среде инертного растворител ,with appropriately substituted aniline at 100–200 ° C under normal or elevated pressure in an inert solvent, as well as on the interaction of 4-hydroxycoumarin with isocyanate or azidani at normal or elevated pressure in an inert solvent,

Такими способами получают соединени  формулыCompounds of the formula

RiRi

Со -NHCo-NH

ШSh

в таблице приведены соединени  формулы 1 с различными радикаламиThe table shows compounds of formula 1 with various radicals.

Предлагаемые соединени  перевод т обычными способами, общими при изготовлении препаративных Форм, в готовые к употреблению формы. Формы применени  обычны: растворы, дисперсии , пылевидные препараты, гранул ты и т.д.The proposed compounds are converted by conventional methods, common in the manufacture of preparative Forms, into ready-to-use forms. Forms of application are common: solutions, dispersions, dusts, granules, etc.

Пример 1. Эффективность против Leptinotarsa deceralineata.Example 1. Efficacy against Leptinotarsa deceralineata.

Дл  кустика картофел  высотой 15 см было опрыскано 25 мл смеси ацетона и воды 1:1, содержащей 0,1; 0,5 и 0,01% исследуемого соединени For a potato bush 15 cm high, 25 ml of a 1: 1 mixture of acetone and water containing 0.1; 0.5 and 0.01% of the test compound

После высыхани  покрыти  на каждый кустик картофел  было поселено по 10 личинок вида Leptinotarsa decemlineata (стади  L.). Затем дл  недопущени  возможного отселени  личинок Кс1ждое растение было покрыто пластиковым цилиндром, закрытым медной крышкой, пропускающей газы, iepes 2 дн  определ ют ущерб от повреждени .After drying, 10 larvae of the species Leptinotarsa decemlineata (stage L.) were settled on each bush of potatoes. Then, in order to prevent possible resettlement of X1 larvae, each plant was covered with a plastic cylinder, covered with a copper lid that permits gases, iepes for 2 days to determine damage from damage.

Результаты оценивали по п тибаллной системеResults were assessed by a five-year system.

100% повреждение при 0,1 вес.% активного вещества 1 балл100% damage at 0.1 wt.% Active substance 1 point

Следы повреждени  при 0,1 вес.% активного вещества 2 баллаTraces of damage at 0.1 wt.% Active substance 2 points.

Следы повреждени  при 0,05 вес.% активного вещества 3 балла.Traces of damage at 0.05% by weight of active substance 3 points.

Следы повреждени  при 0,01 вес.% активного вещества .5 балловTraces of damage at 0.01 wt.% Active substance .5 points

Соединеииег 1 2 3 4 6 8 10 12 13 АConnection 1 2 3 4 6 8 10 12 13 A

Аценка: 2535552551Rating: 2535552551

Дл  сравнени  использовали 3-{4-метоксифенилкарбамоил )-4-гидроксикумарин (соединение А).3- {4-methoxyphenylcarbamoyl) -4-hydroxycoumarin (compound A) was used for comparison.

Пример 2. Эффективность против Spodoptera littoralis.Example 2. Efficacy against Spodoptera littoralis.

5 Два хлопчатника высотой 15 см были опрысканы 25 мл раствора ацетона и воды 1:1, содержащего 0,1; 0,05 и 0,01% исследуемого соединени .5 Two cotton with a height of 15 cm were sprayed with 25 ml of a 1: 1 solution of acetone and water containing 0.1; 0.05% and 0.01% of the test compound.

0 После высыхани  на кгокдое растение было населено по 5 личинок Spodoptero littoralis (стади  Lj). Каждое растение было покрыто пластиковым цилиндром, закрытым медной0 After drying, the plant was inhabited by 5 Spodoptero littoralis larvae (stage Lj). Each plant was covered with a plastic cylinder covered with copper.

5 крышкой, пропускающей газы. Через5 cap, permeable gases. Through

2 дн  определ лс  умерб от объедани ,2 days determined to die from obedan

Результаты приведены ниже.The results are shown below.

Соединение 123456789 0 10 11 12 13 АConnection 123456789 0 10 11 12 13 A

Оценка; 353555353355 551Evaluation; 353555353355 551

Пример 3. Эффективность против Iiucillia serikata.Example 3. Efficacy against Iiucillia serikata.

К 2 мл питательной среды было добавлено 2 мл водного раствора, содержащего 0,1% TecT-BettiecTBa.. Затем в питательную средУ. было помацено около 30 только что вылупившихс  личинок Lucillia serikata и через 96 ч исбледована инсектицидна  эффективность путем установлени  степени смертности„ При использовании соединений 1, 2,8|,9,10,12 и 13 согласно таблице смертность составила 100 иTo 2 ml of the nutrient medium was added 2 ml of an aqueous solution containing 0.1% TecT-BettiecTBa .. Then to the nutrient medium. about 30 newly hatched Lucillia serikata larvae were germinated and insecticidal efficacy was examined after 96 h by determining the degree of mortality.

SU762402962A 1975-09-29 1976-09-28 Insecticide SU680615A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1258975A CH617569A5 (en) 1975-09-29 1975-09-29 Pesticides containing, as active ingredient, a 3-N-phenyl-carbamoyl-4-hydroxy-1,2-(benzo)pyrone derivative.

Publications (1)

Publication Number Publication Date
SU680615A3 true SU680615A3 (en) 1979-08-15

Family

ID=4384469

Family Applications (2)

Application Number Title Priority Date Filing Date
SU762402962A SU680615A3 (en) 1975-09-29 1976-09-28 Insecticide
SU762405550A SU628818A3 (en) 1975-09-29 1976-09-28 Insecticide agent

Family Applications After (1)

Application Number Title Priority Date Filing Date
SU762405550A SU628818A3 (en) 1975-09-29 1976-09-28 Insecticide agent

Country Status (3)

Country Link
BE (2) BE846655A (en)
CH (1) CH617569A5 (en)
SU (2) SU680615A3 (en)

Also Published As

Publication number Publication date
SU628818A3 (en) 1978-10-15
BE846655A (en) 1977-03-28
CH617569A5 (en) 1980-06-13
BE846656A (en) 1977-03-28

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