Herbicide agent based on the n-aryl-triazolinone and n - arylsulfonamides-triazolinone

 

(57) Abstract:

Describes herbicide composition comprising a) one N-aryl-triazoline General formula

where Q1is oxygen, R1- C1-5alkyl, R2- C1-5alkyl, R3- halogen, R4is cyano, thiocarbamoyl, R5- alkylsulfonamides and b) one N-arylsulfonamides-triazoline General formula

where Q2and Q3mean each oxygen, R6- alkyl, R7- alkoxyl, R8- alkoxycarbonyl, alkoxy, substituted with halogen, R9- hydrogen, at a weight ratio of the compounds of formula (I) and compounds of formula (II) is 1:0.1 to 10. The resulting composition can be used for selective control of weeds in various crops of useful plants. 2 C.p. f-crystals, 22 PL.

The invention relates to new sinergeticheskim herbicide mixtures which include the well-known N-aryl-triazolinone, on the one hand, and the well-known N-arylsulfonamides-triazolinone, on the other hand, and with particularly good success can be used for selective control of weeds.

As active substances with herbicide action is 57, DE 3636318, laid a European patent application EP 220952, EP 370332, EP 597360, EP 609734 laid patent application US US 4702763, US 4806145, US 4818275, US 4906284, US 4909831, US 5035740, US 5041155, international application WO 8501637, WO 8504307, WO 8602642, WO 8604481, WO 8700730, WO 8703782, WO 8809617, WO 9002120, WO 9530661).

N-arylsulfonamides-triazolinone are as active substances with herbicide action is also the subject of a number of patent applications (see laid a European patent application EP 341489, EP 422469, EP 425948, EP 431291, EP 507171, EP 534266, international application WO 9611188, WO 9627590, WO 9627591, WO 9703056).

Now unexpectedly been found that the number of known active substances from the group of N-aryl-triazolinones in a joint application with known have a weed-killing effect of the compounds from the group of N-arylsulfonamides-triazolinones show Energeticheskiy effect in respect of activity in the fight against weeds and as combined preparations can particularly advantageously be used for selective control of weeds in crops of useful plants, such as, for example, the culture of wheat.

The object of the invention is a herbicide tool which contains herbicide mixture comprising

- alkyl with 1-5 carbon atoms, unsubstituted,

R2- alkyl with 1-5 carbon atoms, unsubstituted with halogen,

R3- halogen,

R4is cyano, thiocarbamoyl, and

R5- alkylsulfonamides (“active start group 1”) and

b) one N-arylsulfonamides-triazoline General formula (II)

where2and Q3mean each oxygen

R6- alkyl, unsubstituted

R7- alkoxyl, unsubstituted,

R8- alkylsulphonyl, alkoxy, substituted residues from the group comprising halogen, and

R9- hydrogen

and/or the salt of the compounds of formula (II) (“the active principle of group 2”), while “active start group 1” and “active start group 2” taken in a weight ratio of 1:0.1 to 10.

Of particular interest is the proposed herbicide tool which contains herbicide mixture comprising

a) one N-aryl-triazoline General formula (I)

where Q1- oxygen

R1is methyl, ethyl, unsubstituted,

R2- methyl substituted by fluorine,

R3- fluorine,

R4is cyano, Tikar">

b) one N-arylsulfonamides-triazoline General formula (II)

where Q2and Q3mean each oxygen

R6is methyl,

R7- methoxy, n-propoxy,

R8- methoxycarbonyl, methoxy, substituted residues from the group comprising fluorine,

R9- hydrogen

and/or the salt of the compounds of formula (II) (“the active principle of group 2”).

In particular, the interest is a proposed selective herbicide tool which contains herbicide mixture comprising

a) one N-aryl-triazoline General formula (I)

where Q1- oxygen

R1is methyl, ethyl,

R2- deformity, trifluoromethyl,

R3- fluorine,

R4is cyano, thiocarbamoyl, and

R5is unsubstituted, methylsulfonylamino, ethylsulfonyl (“active start group 1”) and

b) one N-arylsulfonamides-triazoline formula (II)

where Q2and Q3mean each oxygen

R6is methyl,

R7- methoxy, n-propoxy,

R8- methoxycarbonyl, methoxy, substituted residues from the group comprising P CLASS="ptx2">

Instead of pure active substances of the formula (II) in free form in herbicide mixtures according to the invention may also include salts of the compounds of the formula (II) with metals and/or basic nitrogen compounds.

Preferred are salts of compounds of formula (II) with alkali metals such as, for example, lithium, sodium, potassium, rubidium or cesium, in particular, sodium or potassium, alkaline-earth metals such as, for example, magnesium, calcium or barium, in particular with calcium, or earth metals, such as, for example, aluminum.

In addition, predpochitayut salts of compounds of formula (II) with ammonia, alkylamines followed with 1-6 carbon atoms, such as, for example, methylamine, ethylamine, n - or Isopropylamine, n-, ISO-, sec - or tert-butylamine, n-, ISO-, sec - or tert-pentylamine, dialkylamino with 1-6 carbon atoms in the alkyl part, such as, for example, dimethylamine, diethylamine, dipropylamine, Diisopropylamine, dibutylamine, diisobutylamine, di-sec-butylamine, dimentianon, diisobutylamine, di-sec-pentylamine and digoxigenin, trialkylamine with 1-4 carbon atoms in the alkyl part, such as, for example, trimethylamine, triethylamine, Tripropylamine, tributylamine and N-ethyl-disop is h, with dicyclohexylamine with 3-6 carbon atoms in cycloalkyl parts, such as, for example, Dicyclopentadiene or dicyclohexylamine, N-alkyl-cycloalkenyl with 1-4 carbon atoms in the alkyl part and 3-6 carbon atoms in cycloalkyl parts, such as, for example, N-methyl-cyclopentylamine, N-ethyl-cyclopentylamine, N-methyl-cyclohexylamine or N-ethyl-cyclohexylamine, N,N-dialkyl-cyclooctylamine with 1-4 carbon atoms in the alkyl part and 3-6 carbon atoms in cycloalkyl parts, such as, for example, N,N-dimethyl-cyclopentylamine, N,N-diethyl-cyclopentylamine, N,N-dimethyl-cyclohexylamine or N,N-diethyl-cyclohexylamine, N-alkyl-dicyclohexylamine with 1-4 carbon atoms in the alkyl part and 3-6 carbon atoms in cycloalkyl parts, such as, for example, N-methyl-Dicyclopentadiene, N-ethyl-Dicyclopentadiene, N-methyl-dicyclohexylamine or N-ethyl-dicyclohexylamine, phenyl-alkylamines followed with 1 to 4 carbon atoms, such as, for example, benzylamine, 1-phenyl-ethylamine or 2-phenyl-ethylamine, N-alkyl-fenilalkilaminov with 1-4 carbon atoms in each alkyl part, such as, for example, N-methyl-benzylamine or N-ethyl-benzylamine, or with N,N-dialkyl-fenilalkilaminov with 1-4 carbon atoms in each alkyl part, such as unsubstituted or substituted by alkyl with 1-4 carbon atoms with the azines, such as, for example, pyridine, quinoline, 2-methyl-pyridine, 3-methyl-pyridine, 4-methyl-pyridine, 2,4-dimethyl-pyridine, 2,5-dimethyl-pyridine, 2,6-dimethyl-pyridine or 5-ethyl-2-methyl-pyridine.

As the basic compounds that can be used to obtain used according to the invention the salts of the compounds of the formula (II) include: acetates, amides, carbonates, bicarbonates, hydrides, hydroxides or alkanoate alkali metal or alkaline metal, such as, for example, sodium acetate, potassium or calcium, lithium amide, sodium, potassium or calcium, sodium carbonate, potassium or calcium, bicarbonate of sodium, potassium or calcium, lithium hydride, sodium, potassium or calcium hydroxide of lithium, sodium, potassium or calcium, methanolic sodium or potassium, ethanolic sodium or potassium, n - or isopropanol sodium or potassium, n-, ISO-, sec - or tert-butanolate sodium or potassium.

As examples of compounds of formula (I) used in the proposed compounds include:

2-(4-cyano-2-fluoro-5-methylsulfonylamino-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-ethylsulfanyl-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-is sulfonylamino-phenyl)-4-methyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-methylsulfonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-ethylsulfanyl-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-methylsulfonylamino-phenyl)-4-ethyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-cyano-2-fluoro-5-ethylsulfanyl-phenyl)-4-ethyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-methylsulfonylamino-phenyl)-4-methyl-5-Cryptor-methyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-ethylsulfanyl-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-methylsulfonylamino-phenyl)-4-methyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-ethylsulfanyl-phenyl)-4-methyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-methylsulfonylamino-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-ethylsulfanyl-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-thiocarbamoyl-2-fluoro-5-methylsulfonylamino-phenyl)-4-ethyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one,

2-(4-t is the amount of the compounds of formula (I) are particularly preferred compound 2-(4-thio-carbarnoyl-2-fluoro-5-ethylsulfanyl-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one (I-1), having Chem. Abstracts the designation 4[4,5-dihydro-4-methyl-5-oxo-(3-trifluoromethyl)-1H-1,2,4-triazole-1-yl]-2-[(ethylsulfonyl)amino]-5-fluoro-benzenecarboxylic (no registration CAS: 173980-17-1).

As a further possible compounds of formula (I) are particularly preferred compound 2-(4-cyano-2-fluoro-5-ethylsulfanyl-phenyl)-4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one (I-2) with Chem. Abstracts the designation N-[2-cyano-5-[4,5-dihydro-4-methyl-5-oxo-3-trifluoromethyl-1H-1,2,4-triazole-1-yl]-4-fluoro-phenyl]-econsultant (registration # CAS: 157739-55-4) and the compound 2-(4-cyano-2-fluoro-5-ethylsulfanyl-phenyl)-4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3-one (I-3) with Chem. Abstracts the designation N-[2-cyano-5-[4-ethyl-4,5-dihydro-5-oxo-3-trifluoromethyl-1H-1,2,4-triazole-1-yl]-4-fluoro-phenyl]-econsultant (registration # CAS: 157739-37-2), and the compound 2-(4-cyano-2-fluoro-5-methyl-sulfonylamino-phenyl)-4-methyl-5-deformity-2,4-dihydro-3H-1,2,4-triazole-3-one (I-4) with Chem. Abstracts the designation N-[2-cyano-5-[3-di-vermeil-4,5-dihydro-4-methyl-5-thioxo-1H-1,2,4-triazole-1-yl]-4-fluoro-phenyl]-methanesulfonamide (registration # CAS: 157739-46-3).

The compounds of formula (I) described in the patent applications listed above in connection with N-aryl-triazolinone.

As compounds of the formula (II) is particularly preferred compounds 2-(2-methoxycarbonyl-vinylsulfonylacetamido)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-one (II-1) and 2-(2-triptoreline-vinylsulfonylacetamido)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazole-3-one (II-2), and their salts of sodium (Na-salt II-1 or Na-salt II-2).

The compounds of formula (II) described in the patent applications listed above in connection with N-arylsulfonamides-triazolinone.

It has been unexpectedly found that the above gerbil the s (II) with a very good tolerability of useful plants have a very high herbicide activity and can be used for selective weed control in various crops, in particular wheat crops, but also in corn crops, the crops of barley and rice.

Suddenly herbicide activity proposed herbicide mixtures of compounds of the above groups 1 and 2 significantly exceeds the sum of the actions of each individual active substance.

This results not just an additional activity, but unexpected Energeticheskaya activity. New herbicide mixtures show good tolerability in many different cultures. New herbicide mixture suitable to fight with such weeds, with which the struggle is usually difficult. Therefore, the new herbicide mixtures represent a valuable extension of the spectrum of available selective herbicides.

The proposed herbicide mixtures can be processed, for example, the following plants:

Decotignie weeds species: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum.

Decotignie culture species: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon,achiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera.

Monocotyle culture species: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium.

However, the application of the proposed herbicide mixtures is not limited to these breeds, but also applies to other plants.

Energeticheskiy effect of the proposed herbicide mixtures are particularly strongly expressed in certain ratios, concentrations, namely at a weight ratio of active start group 1” to “active early group 2”, which is 1:0.1 to 10.

Herbicide mixtures can be converted into the usual formulations of, for example solutions, emulsions, powders for spraying, suspensions, powders, means for spraying, pastes, soluble powders, granules, suspension concentrates and emulsions, impregnated with active beginning natural and synthetic substances, as well as nonconception in polymeric substances form.

These compounds get in a known manner, for example by mixing the active substances with extenders, i.e. liquid solvents and/or solid carriers, optionally with the use of poverkhnostnuyu water as a filler can also be used as an aid in organic solvents. As liquid solvents are mainly used aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzene, ethylene chloride or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols, such as butanol or glycol and also their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, highly polar solvents such as dimethylformamide and dimethylsulfoxide, and water.

As solid carriers used, for example, salts of Quaternary ammonium bases and grinding of natural rocks, such as, for example, kaolin, alumina, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and the grinding of synthetic rocks, such as highly dispersed silicic acid, alumina and silicates. As solid carriers for granules are used, for example, crushed and fractionated natural rocks such as calcite, marble, pumice, thick, dolomite, and also synthetic granules is osovaya husk, corn cobs and stalks of tobacco. As emulsifying and/or foam-forming means are used, for example, nonionic and anionic emulsifiers, such as esters of polyoxyethylene and fatty acids, ethers of polyoxyethylene and fatty alcohols, for example alkylarylsulphonates simple ether, alkyl sulphonates, alkyl sulphates, arylsulfonate, as well as protein hydrolysates. As a dispersant is used, for example, ligninolytic liquor and methylcellulose.

The compositions can also be used binders, for example carboxymethylcellulose, natural and synthetic powdered, granular or latex polymers, such as gum Arabic, polyvinyl alcohol, polyvinyl acetate, and also natural phospholipids, such as Catalina and lecithins, and synthetic phospholipids. Other additives can be mineral and vegetable oils.

Can also be used colorants, such as inorganic pigments, for example iron oxide, titanium oxide, ferrocyanide blue, and organic dyestuffs, such as alizarin, azo and metallophthalocyanine dyes, and trace elements in the form of salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

The proposed herbicide mixture is usually applied in the form of cooked of them forms to apply. You can, however, also be mixed in the tank of the individual active substances in the application.

New herbicide mixtures can be used as such or in the form of compounds in a mixture with known herbicide means. This can be applied prepared from compounds form to apply or blend when used in a tank separate compositions. The same may apply in the form of compounds in a mixture with known active substances, such as fungicides, insecticides, acaricides, nematicides, means for protection from birds, substances to accelerate growth, nutrients, plants and tools to improve the soil structure. In addition, for certain purposes, particularly in post-harvest processing, it may be advantageous to add to the compositions as an additional additives portable plants, mineral or vegetable oils (for example, trading product “Oleo DuPont 11E”) or ammonium salts of bases, such as ammonium sulphate or ammonium thiocyanate.

New herbicide mixtures can be used as such or in the form of their formulations or prepared from nipponsei, emulsions, powders, pastes and granulates. The application in the normal way, for example by watering, spraying, spreading, spraying or scattering.

Herbicide mixtures according to the invention can be applied before or after germination of the plants, i.e. by pre-emergence treatment or post-harvest processing. They can also be incorporated into the soil before sowing.

Good weed-killing activity of new herbicide mixtures can be seen from the following examples. While the individual active compounds have a relatively weak herbicide activity, herbicide mixtures show a very good activity that exceeds the simple sum of the actions of each individual active substance.

When herbicide tools Energeticheskiy effect has always if herbicide herbicide activity of the mixture exceeds the activity of the individual applied active substances.

In the following examples, a new herbicide mixtures are Energeticheskie action.

Example

Post-harvest processing

Solvent: 5 weight. including acetone.

Emulsifier: 1 weight. including simple alkyl-aryl-polyglycolic ether.

is the maker and add the specified amount of emulsifier, the concentrate is diluted with water to the desired concentration.

Control plants height from 5 to 15 cm are sprayed with the preparation of the active substance, the active substance is applied in the desired amount per unit surface area. Thus concentration of liquid for spraying elect so that every desired amount of active substance used in water in quantities of 1000 l/ha

Three weeks after treatment to determine the degree of destruction of plants in % in comparison with the development of the untreated control plants.

This means: 0% - effect is not observed (corresponding untreated control plants), 100% of all the plants destroyed.

Example B

Post-harvest processing

Seeds of undesirable plants sown in wooden pots containing sandy clay soil, land cover and grown in the greenhouse in good growing conditions. 2-3 weeks after sowing the test plants are treated in stage one sheet. On green tea and served in various dosages using 600 l water/ha

Three weeks after treatment to determine the degree of destruction of plants in % in comparison with the development of the untreated control plants.

This means: 0% - effect is not observed (corresponding untreated control plants), and 100% of all plants are destroyed.

The expected synergistic effect of the two active substances are calculated according to the Colby formula and compared with experimentally determined results. Calculated theoretically expected degree of action of the combination is determined by the formula Colby: S. R. Colby, "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, 20-22 (1967).

The formula for the two-component combinations is:

and X mean % damage by herbicide And at the rate of x kg.and. / ha,

Y mean % damage by herbicide B at the rate of consumption in kg and.and. / ha;

E denotes the expected value, i.e. the expected damage due to herbicides A + B at the rate of (x + y) kg.and. / ha.

You can talk about synergistic effects when obtained empirically to a value greater than the expected value.

Lucaya a) one N-aryl-triazoline General formula (I)

where Q1oxygen;

R1- alkyl with 1-5 carbon atoms, unsubstituted;

R2- alkyl with 1-5 carbon atoms, substituted with halogen;

R3- halogen;

R4is cyano, thiocarbamoyl;

R5- alkylsulfonamides (“active start group 1”)

and (b) one N-arylsulfonamides-triazoline General formula (II)

where Q2and Q3mean each oxygen;

R6- alkyl, unsubstituted;

R7- alkoxyl, unsubstituted;

R8- alkoxycarbonyl, alkoxy, replaced by residues from a group comprising halogen;

R9- hydrogen

and/or the salt of the compounds of formula (II) (“the active principle of group 2”), while “active start group 1” and “active start group 2” taken in a weight ratio of 1:0.1 to 10.

2. Herbicide product p. 1, wherein the content of the herbicide mixture comprising (a) one N-aryl-triazoline General formula (I), where Q1oxygen; R1is methyl, ethyl, unsubstituted; R2- methyl substituted by fluorine; R3- fluorine; R4is cyano, thiocarbamoyl; R5- methylsulfonylamino, ethylsulfonyl">

where Q2and Q3mean each oxygen; R6is methyl; R7- methoxy, N.-propoxy; R8- methoxycarbonyl, methoxy, substituted residues from the group comprising fluorine; R9is hydrogen; and/or the salt of the compounds of formula (II) (“the active principle of group 2”).

3. Herbicide remedy under item 1 or 2, characterized by a content of herbicide mixture comprising (a) one N-aryl-triazoline General formula (I), where Q1oxygen; R1is methyl, ethyl; R2- deformity, trifluoromethyl; R3- fluorine; R4is cyano, thiocarbamoyl; R5is unsubstituted, methylsulfonylamino, ethylsulfonyl, (“the active principle of group 1”) and (b) one N-allconvertertoiphone formula (II), where Q2and Q3mean each oxygen; R6is methyl; R7is methyl, N.-propoxy; R8- methoxycarbonyl, methoxy, substituted residues from the group comprising fluorine; R9is hydrogen; and/or the salt of the compounds of formula (II) (“the active principle of group 2”).

 

Same patents:

The invention relates to a fungicidal composition, i.e

The invention relates to fungicidal compositions synergistic fungicidal action and to a method of combating phytopathogenic fungi using these compositions

The invention relates to methods of pest control in the areas affected by these pests, and pesticide compositions

The invention relates to new chemical compounds having valuable properties, in particular to new derivatives of sulfonamidophenylhydrazine

The invention relates to chemical methods of weed control

The invention relates to synergistic combinations of the known fungicidal active ingredients and their use as plant protection

The invention relates to new fungicidal compositions intended for the treatment of phytopathogenic diseases of cultivated plants, in particular of diseases caused by phytopathogenic fungi, and to a method of combating phytopathogenic diseases of cultivated plants

The invention relates to new compounds of the formula (I) or their salts, where X, Y independently is hydrogen, halogen; Z is oxygen; Q is chosen among the Q1-Q9described in the claims and containing heterocycles with nitrogen, and sulfur; Ar is pyridyl, pyrimidyl, pyridazinyl, triazolyl, thiazolyl, isothiazole or phenyl, or pyridyl, pyrimidyl, pyridazinyl, triazolyl, thiazolyl, isothiazole or phenyl substituted with up to five substituents, when Q - Q3or Q6substituted phenyl is excluded

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention relates to new substituted benzoylketones of the general formula (I): , all possible tautomeric forms and possible salts that can represent active substance as a component of herbicide agent. In the formula (I) A means (C1-C4)-alkyl; R1 means cyclo-(C3-C6)-alkyl; R2 means hydrogen atom (H), cyano-group (CN); R3 means hydrogen atom (H), halogen atom, CF3, (C1-C4)-alkylsulfonyl; R4 means halogen atom; X means groups: or wherein R5 means (C1-C4)-alkyl, (C1-C4)-alkoxy-group, (C1-C4)-alkylthio-group, di-(C1-C6-alkyl)-amino-group; R6 means (C1-C4)-alkyl, (C1-C4)-alkoxy-group, cyclo-(C3-C6)-alkyl; n = 0 or 1 including all possible tautomeric forms and possible salts. Compounds of the formula (I) elicit herbicide activity and can be used in herbicide composition.

EFFECT: valuable properties of compounds.

3 cl, 1 sch, 3 tbl, 13 ex

FIELD: organic synthesis.

SUBSTANCE: invention provides substituted 1-pyridyl-2-azolyl-1-(2-phenylethenyl)ethan-1-ols having general formula I:

where Py denotes 2-, 3-, or 4-pyridyl, Z nitrogen atom or CH group, and R1 and R2, independently from each other, are hydrogen or halogen atom, or trifluoromethyl group. Claimed compounds are applied as agricultural, industrial, medical, or veterinarian fungicides for controlling harmful fungi.

EFFECT: enhanced fungi control efficiency.

2 cl, 3 tbl

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