Insecticidal composition and derivatives of n-phenyl-n'-(2,6 - differentail)-urea

 

(57) Abstract:

Usage: agriculture, plant protection against insects. The essence of the invention: derivatives - derivatives of N-phenyl-N-2,6-diferensial-urea of the formula I: where A is CH or nitrogen, l is 0 or 1, (R1)nis hydrogen, fluorine or methyl in position 2, fluorine or chlorine at position 2, the fluorine in position 2 and 3, the fluorine in position 2 and chlorine at position 3, -(R2)m- bromine in position 4, 2-chloro-4-trifluoromethyl or 3-chloro-5-trifluoromethyl and insecticidal composition comprising urea derivatives of the formula I, taken in an amount of 2.5 is 75.0 wt.%, and the target additive and the rest. 2C.p. f-crystals, 5 PL.

The invention relates to chemical means of protection of plants, particularly to derivatives of N-phenyl-N'-(2,6-differenza)-urea, and insecticidal compositions based on them.

Known insecticidal composition based derivatives benzoylacetone [1]

Closer to the claimed compositions is insecticidal composition based on a derivative of N-phenyl-N'-(2,6-differentail)-urea.

However, these insecticidal compositions have high toxicity to aquatic invertebrates animals.

The purpose of izobreteniya N-(4'-bromo-4-biphenyl)-N'-(2,6-differentail)-N - metalmachine (Connection 1).

A solution prepared by dissolving 0.27 g of 2,6-differentialinvariante in 5 ml of dioxane at room temperature, are added to a solution prepared by dissolving 0.2 g of 4'-bromo-4-methylaminomethyl in 5 ml of dioxane, and the resulting mixture was stirred at room temperature for 15 hours

After completion of the reaction, the reaction solution is poured into 100 ml of water and precipitated crystals are collected by filtration and dried under reduced pressure. The thus obtained solid substance suspension in 50 ml of ethyl ether. Undissolved substance is collected by filtration to obtain 0.26 g of N-(4'-bromo-4-biphenylyl)- N'-(2,6-differentail)-N-metalmachine in the form of crystals having so pl. 183-185aboutC.

Similarly receive the compounds of formula (1), are presented in table.1. The connection 20 wt. Kaolin 72 wt. Ligninsulfonate sodium 8 wt.

These components are mixed until smooth with obtaining wettable powder in the ratio, by weight. Connection 1 20 N,N'-dimethylformamide 20 Polyoxyethylenated - phenyl ether 10 Xylene 50

These components are mixed until smooth with obtaining emulsifiable concentrate. P R I m e R 4. Kaolin 78 wt. Ligninsulfonate naturalnych components and compound 1 are mixed in a mass ratio of 4:1 to obtain wettable powder.

P R I m e R 5. Connection 1 to 40 wt. Atsilirovannye polyalkylphenols - Retinalamin 2 wt. Silicon 0.2 wt. Xanthan gum 0.1 wt. The glycol 5 wt. Water and 52.7 wt.

These components are mixed to a homogeneous state and grated into a powder with obtaining a fluid composition.

P R I m e R 6. Connection 1 to 50 wt. Atsilirovannye watered - kilfenora - triethanolamine 2 wt. Silicon 0.2 wt. Water to 47.8 wt.

These components are mixed until smooth and crushed into powder with getting the base fluid, which add polycarboxylic sodium 5 wt.h. anhydrous sodium sulfate is 42.8 wt.h. then the resulting mixture is stirred until homogeneous and then dried to obtain dry fluid composition.

P R I m e R 7. Connection 1 5 wt. Glycerin 20 wt. Powdered milk 3 wt. Fish meal 72 wt.

These components are mixed until smooth with obtaining a paste.

P R I m e R 8. Connection 1 to 2.5 wt. N-Methyl-2-pyrrolidone 2.5 wt. Soybean oil 95,0 wt.

These components are mixed until smooth with obtaining compositions with ultraslim volume.

P R I m e R 9. Connection 1 5 wt. N,N'-Dimethylfuran is smooth with obtaining emulsifiable concentrate.

P R I m e R 10. Connection 1 to 10 wt. Atsilirovannye polyalkylphenols - triethanolamine 2 wt. Ethylene glycol 10 wt. Silicate of magnesium and aluminium 1 wt. Copolymer of acrylic acid and a complex ester of acrylic acid 1 wt. Water 76 wt.

These components are mixed until smooth and crushed into powder with obtaining a fluid composition.

P R I m e R s 11-13 are shown in table.2.

Listed in the table. 2 components are mixed until smooth with obtaining a wettable powder.

P R I m e R s 14-16 are shown in table.3.

Are given in table.3 the components are thoroughly mixed to obtain a wettable powder.

P R I m e R 17. Connection 10 wt.h. Kaolin 75 wt.h. Finely ground powder of silicon dioxide 8 wt.h. Sulfate, polyoxyethylene - alkylsilanes simple ether 5 wt.h. Ligninsulfonate sodium 2 wt.h.

The above components are thoroughly mixed to obtain a wettable powder.

P R I m e R s 18-19 are given in table.4

Listed in the table.4 the components are thoroughly mixed and dispersed to obtain a flowable granules.

P R I m e R s 20-21 are given in table.5.

Listed in the table. 5 componates dried, to get dispersible granules in water.

P R I m e R 22. Insecticidal test against cabbage moth.

Each formulation containing the active ingredient, was dispersible in water to obtain a dispersion with a concentration of active ingredient in 10 h/million Cabbage leaves were immersed in the appropriate dispersion for 10 s and then dried in the air. The wet sheet of filter paper was placed in a Petri plate with a diameter of 9 cm and dried cabbage leaves were placed on a filter paper. Larvae of the cabbage moth (Plutella nylostella) in the second or third stages were released on the leaves, after which the Petri dishes were closed and kept at the lighting in the chamber with a constant temperature of 26aboutC. After 7 days were counting the number of dead and live insects. In the case of using as the active ingredient compounds 1-10 in all compositions of examples 2-21 mortality was 100%

P R I m e R 23. Insecticidal activity against podgryzayuschie scoops.

The tests were carried out in the same manner as in test example 22 except that the larvae podgryzayuschie Cutworm (Spodoptera litura) was used instead of the larvae of the uterus cabbage. The concentration of the active ingredient sostavlaem examples 2-21 mortality was 100% at a concentration of 800 ppm, and at a concentration of 1 h/million

Test larvicide activity against flies bedroom.

Powdered food animals and bran were mixed in a mass ratio of 1:1, and crushed into powder, after which 10 g of this mixture was placed in a Cup of ice cream. Each of the formulations containing the active ingredient was dispersible in water and 10 ml of the resulting dispersion was added to the mixture in the Cup of ice cream and thoroughly mixed to obtain the concentration of the active ingredient 10 h/million In a Cup of ice cream produced 20 larvae of the fly room (Muka domestica) in the second age and the Cup held at the lighting in the chamber with a constant temperature of 26aboutC. On day 10 were counting the number of emerged adults and the mortality was calculated in accordance with the following equation,

Mortality (%) 100

When used as an active ingredient compounds 2-6 in all compositions of examples 2-21 mortality was 100%

P R I m e R 25. Insecticidal test.

With each of the compounds was performed insecticidal test against cabbage moth and podgryzayuschie scoops according to the method of test examples 22 and 23 and defined minimum concentric is a test for acute immobilization against Daphnia Magna Straus.

The acetone solution of each of compounds were dispersible in water to obtain test solutions with different concentrations of the active ingredient. In a glass beaker 430 ml was placed in 260 ml each of the test solutions. In each glass was released on 10 larvae in the first age, born within the previous 24 h and kept them in solution at 231aboutC. for 48 h then investigated the immobilization mask. The test was consistently repeated 2-3 times for each concentration and was determined 50% immobilizers concentration (EC50, h/m).

The test on the residual content in the soil.

Mountain soil (volcanic ash soil) was sifted through a sieve with openings of 5 mm and 20 g per dry weight, this soil was placed in a flask with a capacity of 100 ml and Then into the flask to simulate the conditions of irrigation was added water to the depth of its penetration 1 see On the top of the flask were placed aluminum foil and the flask was left for 1 week in the incubator (in the dark) if 30aboutC.

In a flask with a pipette was added 0.5 ml of 200 h/million acetone dispersion of each of the compounds (100 ug) (up to a concentration of 5 ppm). The flask was closed and carefully strahija the Goy and the flask is incubated in the chamber for growing (30aboutC, humidity 60% continuous lighting fluorescent lamp brightness 9000 suites). 20 days 20 g of this soil were analyzed and measured the number of remaining connections.

The results of the tests I, II, III are presented in table.6.

Thus, the claimed composition has high insecticidal activity and little toxicity to aquatic invertebrates animals.

1. Insecticidal composition comprising an active ingredient derived N-phenyl-N'-(2,6-differentail)-urea and the target additive, characterized in that, in order to reduce toxicity to aquatic invertebrates animals, it contains as a derivative of N-phenyl-N'-(2,6-differentail)-urea compound of General formula

< / BR>
where a CH group or nitrogen;

l=0 or 1;

(R1)nhydrogen, fluorine or methyl in position 2, fluorine or chlorine at position 3, the fluorine in position 2 and 3, the fluorine in position 2 and chlorine at position 3;

(R2)mbromine in position 4, 2-chloro-4-trifluoromethyl or 3-chloro-5-trifluoromethyl,

in the following ratio of ingredients, wt.

The active ingredient of 2.5 75,0

The target additive and the Rest

2. Derivatives of N-phenyl-N'-(2 n hydrogen, fluorine or methyl in position 2, fluorine or chlorine at position 3, the fluorine in position 2 and 3, the fluorine in position 2 and chlorine in position 3.

(R2)mbromine in position 4, 2-chloro-4-trifluoromethyl or 3-chloro-5-trifluoromethyl.

Priority signs:

03.10.86 when And nitrogen, (R2)m3-chloro-5-trifluoromethyl; l=1; R1)nchlorine in position 3.

11.03.87 when And nitrogen, CH-group; R2)m- 3-chloro-5-trifluoromethyl; l=1; R1)nall values except chlorine at position 3, or a CH group; R2)m2-chloro-4-trifluoromethyl; l=1, (R1)nall values.

05.06.87, when a CH-group; l=0; R1)nall values.

 

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The invention relates to chemical means of plant protection specifically to the herbicide agent on the basis of sulfonylurea derivatives and method of weed control using herbicide tools

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes a synergistic composition of herbicides comprising components (A) and (B) wherein (A) represents herbicide taken among the group of the formula (I):

wherein R1 means (C1-C4)-alkyl; R2 means (C1-C4)-alkyl; R3 means hydrogen atom; X and Y mean (C1-C4)-alkoxy-group; (B) represents one or two herbicides taken among the group of compounds or their acceptable forms: alachlor, metolachlor, acetochlor, dimetenamide, atrazine, cyanasin, metribusin, fluthiamide, nicosulfuron, rimsulfuron, primisulfuron, pendimetalin, sulcotrion, dicamba, mesotrion, isoxachlortol, metosulam, anilofos, fenoxaprop-ethyl, setoxydim, diclofop-methyl, MCPA, bromoxynil, pyridat, clopyralid, iodosulfuron-methyl, ethoxysulfuron, amidosulfuron, gluphosinat-amminium, isopropylammonium-glyphosate, imasetapir wherein components (A) and (B) are taken in the effective doses. Also, invention describes a method for control of weeds by using above indicated herbicide composition. Invention provides the development of the synergistic herbicide composition eliciting high activity.

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6 cl, 26 tbl, 3 ex

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SUBSTANCE: invention provides substituted methyl-N-amidooxamoyl-N-phenyl-D,L-alaninates having general formula I:

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SUBSTANCE: invention describes substituted 1-(pyridinyl-3)-2-phenoxyethanols-1 of the general formula (I):

wherein R1 means alkyl, cycloalkyl, substituted or unsubstituted phenyl; R2 and R3 mean hydrogen or halogen atom, These compounds are prepared by interaction of oxiranes of the formula (II) with phenols of the formula (III) in the presence of a base at 100-150oC. Also, invention describes a fungicide composition based on compounds said. Invention provides preparing compounds that are effective against harmful fungi.

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4 cl, 1 tbl, 7 ex

FIELD: plant protection.

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EFFECT: increased stability of preparation an negative temperatures and upon long-time storage.

2 cl, 2 tbl, 9 ex

FIELD: plant protection.

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EFFECT: increased herbicidal activity and reliability of working characteristics.

2 cl, 3 tbl, 14 ex

FIELD: agriculture, in particular herbicide compositions.

SUBSTANCE: invention relates to weed controlling method for tolerant grain crops using (A) road spectrum herbicides selected from group (A1) glufosinate (salt) and related compounds; (A2) glyphosate (salt) and related compounds; and (B) one or more herbicides selected from group containing (B1) herbicides selectively effecting in grain crops especially against monocotyledonous weeds effecting on folia and/or soil (residual benefit); or (B2) herbicides selectively effecting in grain crops against monocotyledonous or dicot weeds effecting especially on folia; or (B3) herbicides selectively effecting in grain crops against monocotyledonous or dicot weeds effecting on folia or soil; or (B4) herbicides selectively effecting in grain crops against monocotyledonous or dicot weeds effecting on folia; wherein components (A) and (B) are used in synergic ration. Also are described herbicide compositions containing (A1) ) glufosinate (salt) and related compounds and herbicide from group (B); as well as herbicide compositions containing(A2) glyphosate (salt) and related compounds and herbicide from group (B); wherein components (A) and (B) are used in synergically effective ration.

EFFECT: effective controlling of weeds in grain crops.

6 cl, 70 tbl, 3 ex

FIELD: organic chemistry, agriculture, herbicide composition.

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EFFECT: effective composition and method for weed controlling.

5 cl, 11 tbl, 7 ex

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EFFECT: compounds and fungicide composition with improved effectiveness.

3 cl, 2 tbl, 4 ex

FIELD: agriculture.

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EFFECT: higher efficiency of application.

12 ex, 2 tbl

FIELD: organic chemistry, chemical technology, fungicides.

SUBSTANCE: invention describes derivative of benzoylpyridine of the formula (I) or its salt:

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EFFECT: improved method for preparing, valuable properties of compounds.

17 cl, 36 tbl, 4 ex

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EFFECT: improved method for control, valuable fungicide properties of mixtures.

8 cl, 6 tbl, 3 ex

FIELD: organic chemistry, agriculture.

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EFFECT: composition with improved herbicidal action.

12 cl, 23 ex, 23 tbl

FIELD: organic chemistry, insecticides.

SUBSTANCE: invention describes insecticide composition comprising the active amount of one pyridine compound of the formula (I)

or its salt wherein Y represents halogenalkyl group comprising from 1 to 2 carbon atoms and halogen atoms from 1 to 5; m = 0; Q represents compound of the formula:

wherein X represents oxygen atom; R1 and R2 represent independently hydrogen atom, alkyl group comprising from 1 to 6 carbon atoms and substituted with cyan-group, and one insecticide taken among carbofuran, carbosulfan, cipermethrin, bifentrin, acetamiprid, chlorfauazuron, fluphenoxuron, piriproxiphen, spinosad, emamectine benzoate, avermectin, buprophezin and fipronil taken in the weight ratio of compound of the formula (I) and other insecticide = from 1:2 to 100:1. The composition provides stable and strong effect and eradicates insects.

EFFECT: strong insecticide effect of composition.

4 cl, 11 tbl, 5 ex

FIELD: agriculture, fungicides.

SUBSTANCE: claimed method includes treatment of contaminated cultural plants or cultivation area thereof with effective amount of composition, containing A) N-sulfonylvaline amide of formula I 1, wherein R1 represents hydrogen or haloprenyl; and R1 represents C1-C4-alkyl, in combination with B) methalaxyl, or fluozinam, or mancoceb, or chlorithalonyl, or strobyluzine, or pyraclostrobine, or acibenzolar-S-methyl, or dimethoform, or fludioxonyl, or cimoxanyl, or imazalyl in synergistically effective amounts. Fungicide composition containing effective combination of A and B in synergistically effective amounts in combination with agriculturally acceptable carrier and optionally with surfactant.

EFFECT: composition of increased fungicidal action due to synergic effect.

8 cl, 12 ex

FIELD: agriculture, fungicides.

SUBSTANCE: claimed method includes treatment of contaminated cultural plants or cultivation area thereof with effective amount of composition, containing A) N-sulfonylvaline amide of formula I 1, wherein R1 represents hydrogen or haloprenyl; and R1 represents C1-C4-alkyl, in combination with B) methalaxyl, or fluozinam, or mancoceb, or chlorithalonyl, or strobyluzine, or pyraclostrobine, or acibenzolar-S-methyl, or dimethoform, or fludioxonyl, or cimoxanyl, or imazalyl in synergistically effective amounts. Fungicide composition containing effective combination of A and B in synergistically effective amounts in combination with agriculturally acceptable carrier and optionally with surfactant.

EFFECT: composition of increased fungicidal action due to synergic effect.

8 cl, 12 ex

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention describes a synergetic composition with the effective content of components (A) and (B) wherein (A) means herbicide chosen from the group of compounds of the formula (I): wherein R1, R2, R, X, Y and Z have values given in the invention claim or their salts; (B) means one or some herbicides among the following groups: (B1) selective herbicides with activity in some dicotyledonous cultures against monocotyledonous and dicotyledonous weeds; (B2) selective herbicides with activity in some dicotyledonous cultures against dicotyledonous weeds; (B3) selective herbicides with activity in some dicotyledonous cultures with preferable effect against monocotyledonous weeds. Also, invention describes a method for control against weeds using the proposed composition. Using the combination of proposed herbicides results to the synergetic effect.

EFFECT: valuable herbicide properties of composition.

3 cl, 7 tbl, 2 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to incecticidal/acaricidal agent of synergetic action having general formula I wherein W, Y and Z are independently hydrogen or C1-C4-alkyl; A and B together with carbon atom to which they are bonded form C3-C6-cycloalkyl monosubstituted with C1-C4-alkoxyl; G is carbon or -COOR, wherein R is C1-C4-flkyl and compound selected from group containing chloropyriphos, oxydimenton methyl, acephat, methiocarb, thiocarb, pyrimicarb in synergic ratio.

EFFECT: agent of high efficiency to control pests and mites.

2 cl, 8 tbl, 7 ex

FIELD: agriculture.

SUBSTANCE: claimed fungicide composition contains iprodione and vegetable-origin oil having increased drying ability and iodine number of above 90. Weight ratio of oil/iprodione is from 0.15 to 1.6. Treatment method includes application of effective and non-phytotoxic amount of composition onto plant overground parts.

EFFECT: composition of decreased phytotoxicity.

8 cl

FIELD: agriculture, organic chemistry.

SUBSTANCE: invention relates to agent for controlling of plant pathogen fungi containing compound of general formula I as active ingredient, wherein X represents =N-; E represents NO2 or CN; R representsthiazolulmethyl or pyridylmethyl substituted with halogen; A represents hydrogen; Z represents C1-C4-alkylamino group; or A and Z together with atoms bonded thereon form thiazolidine, imidazolidine, hexahydro-1,3,5-triazine, N2- and N5-substituted with two C1-C4-alkyl in alkyl group, 6-membered saturated heterocycle fragment including additionally oxygen and N-(C1-C4)alkyl heterogroup; and fungicide compound selected from group containing cyproconazole, triadimenol, methalaxide, azoxistrobin, kresoximmethyl, etc., in weight ratio compound of formula I/fungicidal agent of 1:(0.1-10). Also disclosed is insecticide agent containing compound of formula I and compound selected from group containing cyproconazole, azoxistrobin, kresoximmethyl, biterthanol, tiram, methalaxide, etc. in ratio of 1:(0.1-10).

EFFECT: enhanced assortment of agents for controlling of plant pathogen fungi and agents for insect controlling.

4 cl, 15 tbl, 15 ex

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