3-hydroxy-2-thioxo-4(3h)-quinazolinone possessing fungicide and growth-regulating property and method for it preparing

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a new chemical compound 3-hydroxy-2-thioxo-4(3H)-quinazolinone of the formula (I): This compound possesses fungicide and growth-regulating activity. Also, invention relates to a method for preparing the indicated compound that involves the successive interaction of antharanilic acid ester with thiophosgene, sodium acetate followed by reaction with hydroxylamine.

EFFECT: improved preparing method, valuable properties of compound.

3 cl, 4 tbl, 3 ex

 

The invention relates to organic chemistry and agriculture, and for the new derived hintline, namely C-hydroxy-2-thioxo-4(3H)hintlian (I), the following formula:

and possessing fungicidal and astragaloside properties, and method of its production.

It is known that 2-thioxo-4(3H)hintline showed a wide range of biological activity. There are many examples of activities and proposals on the application of compounds of this class as biologically active compounds in various fields, such as pharmacology and agriculture:

1. MAE Shaban et al., Adv. In Heterocyclic Chem., 1991, Vol.52, p.1.

2. P.S. Reddy, P.P. Reddy, T. Vasanta, Heterocycles, 2003, Vol.60, No. 1, p.183.

Derivatives of 3-hydroxy-2-thioxo-4(3H)khinazolinov with substituents at the hydroxyl groups also have different types of activity. So 3-tert-Butylochka - and 3-benzoxa-2-thioxo-4(3H)hintline, which are intermediates in obtaining Antiasthmatic and antiallergic compounds were sintezirovany by cyclization of the corresponding Anthranilic acid amides with carbon disulfide in alkaline medium.

4. WO 01/70737 A1 (Sepracor Inc., US) 27.09.2001.

4-Oxo-2-thioxothiazolidin-3-alexianna acid, fungicidal, was received mutual the corresponding amide of Anthranilic acid with thiophosgene:

5. DD 249910 A (A.Shahs, S. Johne, M. Sube) 23.09.1987.

Known for the synthesis of the oxygen analogue of the claimed compounds I - 3-hydroxy-2,4-dioxotetrahydrofuran, based on the interaction of N-(alkyl - or arylsulfonate)phthalimido with hydroxylamine.

6. Aly N.F., El-Komy, M., Aly N.J., Orabi M.O A. Indian J. Chem. 1983, 22, N 5, R.

7. DM 1068263 A (Bayer AG) 05.11.1959.

However, the synthesis and properties of unsubstituted 3-hydroxy-2-thioxo-4(3H)hintlian not described in literature, and the above methods are not suitable for obtaining the claimed compounds.

Thus, describes a new chemical compound 3-hydroxy-2-thioxo-4(3H)hintline the following structure:

possessing fungicidal and astragalina activity.

The described 3-hydroxy-2-thioxo-4(3H)hintline can be in

two tautomeric forms, which is typical for all 2-thioxo-4(3H)khinazolinov.

The inventive compound can be used in agriculture to protect plants from fungal diseases and to improve the productivity of plants.

The claimed compound has a high fungicidal activity and is effective as seed treatment and spraying of vegetating plants.

Also describes the way the floor is to be placed 3-hydroxy-2-thioxo-4(3H)hintlian by sequential interaction of Anthranilic acid with thiophosgene, the sodium acetate and then with hydroxylamine according to the scheme:

As the organic solvent used in the reaction inert aprotic solvent, immiscible with water, for example: methylene chloride, chloroform, dichloroethane, benzene, toluene, xylene, ethyl acetate, and the like (preferably methylene chloride or chloroform). The addition of a solution of thiophosgene to the mixture of methylanthranilate 1, an organic solvent and water is carried out with vigorous stirring and cooled to 0-10°C. the Mixture pereshivayut another 2 hours at this temperature, the aqueous layer was separated and the resulting solution of compound 2 in an organic solvent is added an aqueous solution of sodium acetate. Stirred for 1 hour at room temperature. After separation of the aqueous phase receive a solution of methyl 2-isothiocyanatobenzene 3 in an organic solvent, which when cooled to 0-10°and With vigorous stirring was added to a solution of hydroxylamine hydrochloride and sodium hydroxide in a significant amount of water (approximately 500-600 ml of 0.2 mol load). Precipitated in the reaction precipitate of 3-hydroxy-2-thioxo-4(3H)hintlian I filtered off, washed with water, the solvent used in the reaction, and dried at 80-90°C.

Methyl-2-isothiocyanatobenzene 3, as described above, was introduced into p. the next stage without selection. You can also highlight methyl-2-isothiocyanatobenzene 3 from the reaction mixture or use a commercially available product methyl-2-isothiocyanatobenzene (e.g., Acros Organics, cat. No. 23530), and use of methyl-2-isothiocyanatobenzene obtained in any other way. In this embodiment, a 3-hydroxy-2-thioxo-4(3H)hintline in one stage: a solution of methyl-2-isothiocyanatobenzene 3 in an organic solvent under cooling to 0-10°and With vigorous stirring was added to a solution of hydroxylamine hydrochloride and sodium hydroxide in a significant amount of water (approximately 500-600 ml of 0.2 mol load). Precipitated in the reaction precipitate of 3-hydroxy-2-thioxo-4(3H)hintlian I filtered off, washed with water, the solvent used in the reaction, and dried at 80-90°C.

Examples of carrying out the invention

Example 1

To a mixture of 30 g (0.2 mole) of methylanthranilate, 150 ml methylene chloride and 100 ml of water 0-10°and under vigorous stirring was added a solution of 24 g (of 0.21 mole) of thiophosgene in 50 ml of methylene chloride. After the addition is stirred for further 2 hours at 10°C, the aqueous layer was separated, the organic layer washed with 50 ml of water. To the organic layer at 20°and With stirring was added a solution of 30 g of sodium acetate in 50 ml of water. Stirred for 1 hour at this temperature. The organic layer is separated, the industry is with 50 ml of water and then pinned to a solution of 13.9 g (0.2 mole) of hydroxylamine hydrochloride and 8 g (0.2 mole) of sodium hydroxide in 500 ml of water at 5-10° With intensive stirring. After the addition the temperature is brought to room temperature and stirred for 2 hours. The precipitate is filtered off, washed on the filter with 100 ml of methylene chloride and 2×100 ml of water. Dried at 80-90°C. Obtain compound I in the form of a white powder. Yield 31 g (80%). So pl. 252-254°C (ethanol). Range1H NMR (DMSO-d6that δ): was 12.75 (s, 1H), 10,80 (s, 1H), 8.0 a (d, 1H, J=9 Hz), the 7.65 (t, 1H, J=9 Hz), 7,40 (d, 1H, J=9 Hz), 7,22 (t, 1H, J=9 Hz). The mass spectrum of the [M+, m/z]: 194. Elemental analysis: Found, %: C 48,56; N 3,10; N 14,49. Calculated, %: C 48,45; N 3,12; N 14,43.

Example 2

A solution of 38.4 g (0.2 mol) of methyl 2-isothiocyanatobenzene 3 in 50 ml of ethyl acetate pin to a solution of 13.9 g (0.2 mole) of hydroxylamine hydrochloride and 8 g (0.2 mole) of sodium hydroxide in 500 ml of water at 5-10°and With vigorous stirring. After the addition the temperature is brought to room temperature and stirred for 2 hours. The precipitate is filtered off, washed on the filter with 100 ml of ethyl acetate and 2×100 ml of water. Dried at 80-90°C. Obtain a white powder of compound I. the Yield 35 g (90%). So pl. 252-254°C (ethanol). Elemental analysis: Found, %: C 48,54; N 3,11; N 14,47. Calculated, %: C 48,45; N 3,12; N 14,43. Spectral data of compound I is similar to the example 1.

Example 3

The results of biological testing of 3-hydroxy-2-thioxo-4(3H)hintlian.

1. The results of in vitro testing

In the experiment we determined the activity preparatory pathogenic microorganisms in pure culture of the pathogen in culture conditions on agarose medium, containing starch. Activity was defined as the percentage of suppression of the development of the organism in relation to the control sample.

Table 1.
The diameters of the colonies of pathogenic fungi.
FungusConn. ICONTROL
Bryansk (Anthracnose)1437.7
Fusarium Sp. (mono)046
Fusarium Solany (potato)14.034.0
Fusarium Oxysporum (34)17.336
Table 2.
Suppress the development of pathogenic fungi colonies. The percentage of suppression.
FungusConn. I
Bryansk (Anthracnose)86.2%
Fusarium Sp. (mono)100%
Fusarium Solanty (potato)83.0%
Fusarium Oxysporum (34)76.9%

4.2 Results of in vivo tests.

Evaluation of biological effective the security of compound I, against gelmintosporioznoi rot (Bipolaris sor.). To establish the fungicidal activity of seeds of spring barley varieties Zasursky 85 was protravlivanie on installing HEGE-11 (Germany) at the rate of 10 l/t seed 1% cssproperty compound I. as a reference preparations were used Premix two Hundred, Vitavaks 200 FF, VSC, Kaluga super color, HP

Anti-stain treated seeds were sown in the field at the experimental plots. Records held in the beginning of earing (phase 51 on Zadoks) (artificial infectious background). The results are shown in table 3.

Table 3.
Fungicidal activity of compound I against gelmintosporioznoi rot.
medicationThe consumption rate of the product, l/t seedprevalence, %The decrease in prevalence %The development of the disease, %the reduction of the disease, %
control without staining-91.3-26.4-
Conn. I, 1% HP7.553.24215.741
Premix two Hundred, HP0.1959.83618.630
Vitavaks 200 FF, the.SK 3.068.32522.216
Kaluga super color, HP2.071.12223.013

4.3 Assessment astragalina and fungicidal activity.

Assessment astragalina activity of the compounds I. the Tests were carried out in greenhouse SHPK Agrofirm "Pavlovsk" on the influence of the drug on photosynthesis. The results are given in table 4.

Table 4.
The effect of compound I on plant photosynthesis of cucumber.
MedicationBiological activity, μm
Reference:22
Conn. I28
Control20

The connection I have shown not only fungicidal activity against Anthracnose, spot blight, Fusarium; but also stimulated the growth and development of plants. So the cucumber plants under the influence of compound I started fruiting earlier than control plants for 4 days. The spread of the disease was shot with a single treatment in 0.2%concentration, whereas the use of industrial fungicides require 2-3 fold processing. In a single processing plant ogur is and the inventive compound in a concentration of 0.2% was protecting plants from Anthracnose.

1. 3-Hydroxy-2-thioxo-4(3H)hintline formula I

possessing fungicidal and growth regulating activity.

2. The method of obtaining 3-hydroxy-2-thioxo-4(3H)hintlian formula I according to claim 1, characterized in that conduct the interaction of Anthranilic acid of formula 1

with thiophosgene with obtaining the compounds of formula 2

,

which is subjected to subsequent interaction with sodium acetate and the resulting compound of formula 3

then subjected to interaction with hydroxyamino with obtaining the compounds of formula I.



 

Same patents:

FIELD: organic chemistry, biochemistry, pharmacy.

SUBSTANCE: invention relates to new heterocyclylsulfonyl alkylcarboxylic acids and their derivatives of the general formula (1): or their pharmaceutically acceptable salts, N-oxides or hydrates possessing the inhibitory effect on kinase activity and to the focused library for search of active leader-compounds comprising at least abovementioned compound. In the general formula 91) W represents optionally substituted heterocyclic radical, among them: pyrrole-3-yl, thiophene-2-yl, isooxazole-4-yl, pyrazole-4-yl, imidazole-4-yl, pyridine-3-yl, 1H-2,4-dioxopyrimidine-5-yl, 2,3-dihydro-1H-indole-5-yl, 2,3-dihydro-1H-indole-7-yl, 1,3-dihydro-2-oxoindole-5-yl, 2,3-dioxo-1H-indole-5-yl, 2-oxo-3H-benzoxazole-6-yl, benzothiazole-6-yl, 1H-benzimidazole-5-yl, benzo[1,2,5]oxadiazole-4-yl, benzo[1,2,5]thiadiazole-4-yl, 1,2,3,4-tetrahydroquinoline-6-yl, 3,4-dihydro-2-oxo-1H-quinoline-6-yl, quinoline-8-yl, 1,4-dihydro-2,3-dioxoquinoxaline-6-yl, 3-oxo-4H-benzo[1,4]oxazine-7-yl, 3-oxo-4H-benzo[1,4]thiazine-7-yl, 2,4-dioxo-1H-quinazoline-6-yl, 2,4-dioxo-1,5-dihydrobenzo[b][1,4]diazepine-7-yl or 2,5-dioxo-3,4-dihydrobenzo[b][1,4]diazepine-7-yl; Y represents optionally substituted methylene group; R1 represents chlorine atom, optionally substituted hydroxyl group, optionally substituted amino-group, optionally substituted azaheterocyclyl; n = 1, 2 or 3; or Yn represents carbon atom of optionally substituted (C3-C7)-cycloalkyl or optionally substituted (C4-C7)-heterocyclyl. Also, invention relates to a pharmaceutical composition in form of tablets, capsules or injections placed into pharmaceutically acceptable package.

EFFECT: valuable properties of compounds.

5 cl, 3 sch, 5 tbl, 6 ex

FIELD: organic chemistry, herbicides.

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EFFECT: valuable herbicide properties of composition.

3 cl, 7 tbl, 2 ex

Herbicide agent // 2273994

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EFFECT: valuable properties of agent.

3 cl, 46 tbl, 4 ex

Herbicidal agent // 2271659

FIELD: organic chemistry, agriculture, herbicides.

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6 cl, 15 ex

FIELD: agriculture, fungicides.

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8 cl, 12 ex

FIELD: organic chemistry, agriculture.

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2 cl, 15 tbl, 9 ex

FIELD: organic chemistry, chemical technology, herbicides, agriculture.

SUBSTANCE: invention relates to new sulfonamides of the formula (I):

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EFFECT: improved preparing method, valuable properties of compounds.

9 cl, 5 tbl, 18 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention elates to novel derivatives of uracil of the formula [I] possessing herbicide activity, a herbicide composition based on thereof and to a method for control of weeds. In derivatives of uracil of the formula [I] the group Q-R3 represents a substituted group taken among:

wherein a heterocyclic ring can be substituted with at least a substitute of a single species taken among the group involving halogen atom, (C1-C6)-alkyl-(C1-C6)-alkoxy; Y represents oxygen, sulfur atom, imino-group or (C1-C3)-alkylimino-group; R1 represents (C1-C3)-halogenalkyl; R2 represents (C1-C3)-alkyl; R3 represents OR7, SR8 or N(R9)R10; X1 represents halogen atom, cyano-group, thiocarbamoyl or nitro-group; X2 represents hydrogen or halogen atom wherein each among R7, R8 and R10 represents independently carboxy-(C1-C6)-alkyl and other substitutes given in the invention claim; R9 represents hydrogen atom or (C1-C6)-alkyl. Also, invention relates to intermediate compounds used in preparing uracil derivatives.

EFFECT: improved preparing method, valuable properties of compounds.

40 cl, 16 sch, 12 tbl, 65 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to selective herbicidal compositions, containing customary auxiliary substances, as well as: a) herbicidal effective amount of compound of formula I or agriculture acceptable salt thereof wherein R are independently C1-C6-alkyl, C1-C6-haloalkyl, C1-C4-alcoxy-C1-C4-alkyl, or C1-C4-alcoxy-C1-C4-alcoxy-C1-C4-alkyl; m = 2; Q is group of formula wherein R23 is hydroxyl and Y is C1-C4-alkylen bridge; and b) synergetically effective amount of one or more herbicides; and methods for controlling of undesired plants in tame cultures using the said composition. Also disclosed is composition containing customary auxiliary substances, as well as herbicidal and synergetically effective amount of 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one of formula 2.2 and herbicidal antagonistically effective amount of antidote of formula 3.1. Compositions based on 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one and herbicidal antagonistically effective amount of antidote, as well as methods for controlling of weeds and cereal grasses in tame cultures also are described.

EFFECT: compositions useful in effective controlling of many weeds both in pre-spring and post-spring phases.

5 cl, 63 tbl, 12 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention relates to new derivatives of uracil of the formula [I] eliciting the herbicide effect, herbicide composition based on thereof and a method for suppression of weed growth. In the formula [I] W means oxygen (O), sulfur (S) atom or imino-group; Y means oxygen atom (O) or sulfur atom (S); R1 means (C1-C3)-alkyl or (C1-C3)-halogenalkyl; R2 means (C1-C3)-alkyl; R4 means hydrogen atom (H) or methyl; R5 means (C1-C6)-alkyl, (C1-C6)-halogenalkyl, (C3-C6)-alkenyl, (C3-C6)-halogenalkenyl, (C3-C6)-alkynyl or (C3-C6)-halogenalkynyl; X1 means halogen atom, cyano- or nitro-group; X2 means hydrogen atom (H) or halogen atom; each among X3 and X4 means independently hydrogen atom (H), halogen atom, (C1-C6)-alkyl, (C1-C6)-halogenalkyl, (C3-C6)-alkenyl, (C3-C6)-halogenalkenyl, (C3-C6)-alkynyl, (C3-C6)-halogenalkynyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxy-, (C1-C6)-halogenalkoxy-, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkoxy- or cyano-group. Also, invention relates to new intermediate substances used for preparing compounds of the formula [I] corresponding to formulae [VII] , [XXXIV] and [XXXIII] wherein in compound of the formula [VII] W means oxygen (O), sulfur (S) atom or imino-group; Y means oxygen (O) or sulfur atom (S); in compounds of formulae [XXXIV] and [XXXIII] W means oxygen atom (O); R17 means oxygen atom (O); R4 means hydrogen atom (H) or methyl. Also, invention relates to methyl- or ethyl-[2-(5-amino-2-chloro-4-fluorophenoxy)phenoxy]acetate not early described in the literature.

EFFECT: valuable herbicide properties of compounds.

23 cl, 17 sch, 9 tbl, 11 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: method involves carrying out a seasonal single treatment of plant leaves with asymmetrical derivative of 4,6-bis-(aryloxy)pyrimidine of the formula: wherein X means chlorine atom (Cl), nitro- or cyano-group. Invention provides enhancing the long-term time of plants protection.

EFFECT: enhanced effectiveness and valuable properties of compounds.

6 cl, 6 tbl

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes substituted benzoylcyclohexanediones of the general formula (I):

wherein m = 0 or 1; n = 0 or 1; A means a single bond or alkanediyl (alkylene) with 1-4 carbon atoms; R1 means hydrogen atom or unsubstituted alkyl with from 1 to 6 carbon atoms; R2 means methyl; R3 means hydrogen atom, nitro-, cyano-group, halogen atom, alkyl with from 1 to 4 carbon atoms substituted with halogen atom, alkoxy-group with from 1 to 4 carbon atoms or alkyl sulfonyl with from 1 to 4 carbon atoms; R4 means nitro-group, halogen atom, unsubstituted alkyl with from 1 to 4 carbon atoms of that substituted with halogen atom; Z means heterocycle, and herbicide agent based on thereof. Also, invention describes substituted derivatives of benzoic acid of the general formula (III):

wherein values n, A, R3, R4 and Z are given above. These compounds represent the parent substances used for preparing compound of the formula (I). Compounds of the formula (I) elicit high and selective herbicide activity.

EFFECT: valuable properties of compounds.

7 cl, 8 tbl, 7 ex

FIELD: agriculture, in particular herbicide compositions.

SUBSTANCE: invention relates to weed controlling method for tolerant cotton crops using (A) road spectrum herbicides selected from group (A1) glufosinate (salt) and related compounds; (A2) glyphosate (salt) and related compounds; and (B) herbicides selected from group containing diurone, trifluraeline, linuron, and pendimethalin; lactofen, oxyfluoren, bispiribac and salts thereof, pyrithiobac and salts thereof; setoxydim, cyclosidim, and cletodim; wherein components (A) and (B) are used in synergistically effective ratio. Also are described herbicide compositions containing compound from group (A1) or (A2) and herbicide from group (B).

EFFECT: effective controlling of weeds in cotton crops.

9 cl, 12 tbl, 3 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: method involves carrying out a seasonal single treatment of plant leaves with asymmetrical derivative of 4,6-bis-(aryloxy)pyrimidine of the formula: wherein X means chlorine atom (Cl), nitro- or cyano-group. Invention provides enhancing the long-term time of plants protection.

EFFECT: enhanced effectiveness and valuable properties of compounds.

6 cl, 6 tbl

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention relates to new derivatives of uracil of the formula [I] eliciting the herbicide effect, herbicide composition based on thereof and a method for suppression of weed growth. In the formula [I] W means oxygen (O), sulfur (S) atom or imino-group; Y means oxygen atom (O) or sulfur atom (S); R1 means (C1-C3)-alkyl or (C1-C3)-halogenalkyl; R2 means (C1-C3)-alkyl; R4 means hydrogen atom (H) or methyl; R5 means (C1-C6)-alkyl, (C1-C6)-halogenalkyl, (C3-C6)-alkenyl, (C3-C6)-halogenalkenyl, (C3-C6)-alkynyl or (C3-C6)-halogenalkynyl; X1 means halogen atom, cyano- or nitro-group; X2 means hydrogen atom (H) or halogen atom; each among X3 and X4 means independently hydrogen atom (H), halogen atom, (C1-C6)-alkyl, (C1-C6)-halogenalkyl, (C3-C6)-alkenyl, (C3-C6)-halogenalkenyl, (C3-C6)-alkynyl, (C3-C6)-halogenalkynyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C1-C6)-alkoxy-, (C1-C6)-halogenalkoxy-, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkoxy- or cyano-group. Also, invention relates to new intermediate substances used for preparing compounds of the formula [I] corresponding to formulae [VII] , [XXXIV] and [XXXIII] wherein in compound of the formula [VII] W means oxygen (O), sulfur (S) atom or imino-group; Y means oxygen (O) or sulfur atom (S); in compounds of formulae [XXXIV] and [XXXIII] W means oxygen atom (O); R17 means oxygen atom (O); R4 means hydrogen atom (H) or methyl. Also, invention relates to methyl- or ethyl-[2-(5-amino-2-chloro-4-fluorophenoxy)phenoxy]acetate not early described in the literature.

EFFECT: valuable herbicide properties of compounds.

23 cl, 17 sch, 9 tbl, 11 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to selective herbicidal compositions, containing customary auxiliary substances, as well as: a) herbicidal effective amount of compound of formula I or agriculture acceptable salt thereof wherein R are independently C1-C6-alkyl, C1-C6-haloalkyl, C1-C4-alcoxy-C1-C4-alkyl, or C1-C4-alcoxy-C1-C4-alcoxy-C1-C4-alkyl; m = 2; Q is group of formula wherein R23 is hydroxyl and Y is C1-C4-alkylen bridge; and b) synergetically effective amount of one or more herbicides; and methods for controlling of undesired plants in tame cultures using the said composition. Also disclosed is composition containing customary auxiliary substances, as well as herbicidal and synergetically effective amount of 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one of formula 2.2 and herbicidal antagonistically effective amount of antidote of formula 3.1. Compositions based on 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one and herbicidal antagonistically effective amount of antidote, as well as methods for controlling of weeds and cereal grasses in tame cultures also are described.

EFFECT: compositions useful in effective controlling of many weeds both in pre-spring and post-spring phases.

5 cl, 63 tbl, 12 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention elates to novel derivatives of uracil of the formula [I] possessing herbicide activity, a herbicide composition based on thereof and to a method for control of weeds. In derivatives of uracil of the formula [I] the group Q-R3 represents a substituted group taken among:

wherein a heterocyclic ring can be substituted with at least a substitute of a single species taken among the group involving halogen atom, (C1-C6)-alkyl-(C1-C6)-alkoxy; Y represents oxygen, sulfur atom, imino-group or (C1-C3)-alkylimino-group; R1 represents (C1-C3)-halogenalkyl; R2 represents (C1-C3)-alkyl; R3 represents OR7, SR8 or N(R9)R10; X1 represents halogen atom, cyano-group, thiocarbamoyl or nitro-group; X2 represents hydrogen or halogen atom wherein each among R7, R8 and R10 represents independently carboxy-(C1-C6)-alkyl and other substitutes given in the invention claim; R9 represents hydrogen atom or (C1-C6)-alkyl. Also, invention relates to intermediate compounds used in preparing uracil derivatives.

EFFECT: improved preparing method, valuable properties of compounds.

40 cl, 16 sch, 12 tbl, 65 ex

FIELD: organic chemistry, chemical technology, herbicides, agriculture.

SUBSTANCE: invention relates to new sulfonamides of the formula (I):

and their salt wherein A represents substituted or unsubstituted benzene ring or 5-membered, or 6-membered substituted or unsubstituted heteroaromatic ring taken among the group comprising thienyl, pyrazolyl, imidazolyl, pyridyl wherein optional substitutes are taken among the group consisting of halogen atom, substituted or unsubstituted (C1-C4)-alkyl, unsubstituted or substituted (C1-C4)-alkoxy-group, nitro-group, phenyl, phenoxy-group, benzoyl and (C1-C4)-alkylcarboxylate when any alkyl fragment in the latter indicated substituted is substituted with one or some halogen atoms, (C1-C4)-alkoxy-groups, cyano-group and phenyl; Q represents -O-, -S- or group of the formula: -CXX' wherein X and X' can be similar or different and each represents hydrogen atom, halogen atom, cyano-group, alkyl comprising 1-8 carbon atoms, or the group -ORa, -SRa; or one of X and X' represents hydroxy-group and another has values determine above; Ra means (C1-C8)-alkyl, phenyl; Rb means (C1-C8)-alkyl, phenyl; Y means nitrogen atom or the group CR9; R1 means unsubstituted (C1-C8)-alkyl or that substituted with halogen atom, cyano-group, phenyl or (C1-C4)-alkoxycarbonylamino-group, or it represents phenyl; R2 means hydrogen atom (H), (C1-C4)-alkyl; R3 and R4 can be similar or different and each represents (C1-C4)-alkyl, (C1-C4)-alkoxy-group, halogen atom; R9 means hydrogen atom (H) under condition that when Q represents oxygen atom (O) or -S- then ring A represents 5-membered substituted or unsubstituted heteroaromatic ring and determined above. Compounds of the formula (I) possess the herbicide activity that allows their using for eradication of weeds. Also, invention describes a method for preparing compounds of the formula (I).

EFFECT: improved preparing method, valuable properties of compounds.

9 cl, 5 tbl, 18 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to pest controlling agents containing compound of formula I in mixture with active fungicidal material selected from azoxystrobin, tebuconazol, prothioconazol etc., in mass ratio of formula I/active fungicidal material providing marked synergic action.

EFFECT: enhanced assortment of pest controlling agents based on nitromethylene derivatives.

2 cl, 15 tbl, 9 ex

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