Herbicide-effective tool

 

(57) Abstract:

Describe herbicide effective tool containing a mixture of

A. herbicide the current amount of the compounds of formula (I)

where V and R are specified in the claims value

B. an effective amount of a substance that acts as an antidote, from the group of:

a) the compounds of formula (II)

where R2is specified in the claims value

b) 1-[4-(N-2-methoxybenzenesulfonyl)phenyl]-3-metalmachine;

in) N-arylsulfonamides formula (III)

in which R4, R5, Ra, Rband t are specified in the claims values, including those used in agriculture salt, in a weight ratio of herbicide: safener from 1:2.4 to 2:1. The proposed tool can optionally contain N,N-dimethyl-2-[3-(4,6-dimethoxypyrimidine-2-isoureidocarbonyl]-4-formelementname as further herbicide, with the weight ratio of the herbicide of the formula (II): further herbicide is 1:2,4. Describes a method of combating weeds in crops of useful plants. The technical result consists in obtaining herbicide current sredstwami.lechenie apply to combat plant pests, in particular herbicide current tool.

Some herbicide active substances which inhibit p-hydroxyphenyl-pyruvate-dioxygenase (GFPD) show a very good application properties and can be used for small amounts to be applied against a broad spectrum of grassy and broadleaf weeds (see, for example, M. P. Prisbylla al. Brighton Crop Protection Conference - Weeds (1993), 731-738).

From patent US P 5627131, EP 551650 and EP 298680 known special mixture of herbicides and antidotes, especially prescheduled antidotes.

In addition, from different sources it is known that the activity of herbicides from a number of benzoylecgonine as inhibitors of p-hydroxyphenyl-pyruvate-dioxygenase underlies the same mechanism as that of the herbicides from a number of benzoimidazole, comparable to that J. Pesticide Sci. 21, 473-478(1996), Weed Science 45, 601-609 (1997), Pesticide Science 50, 83-84 (1997) and Pesticide Outlook 29-32 (December 1996). Moreover, Pesticide Science 50, 83-84 (1997) it is known that benzoimidazol formula (A) under certain conditions can be converted into benzoyl-3-oxopropionate formula (B).

However, many of these highly effective active substances is not fully portable (i.e. not enough selectionfailure set narrow boundaries. Therefore, they cannot be used or can be used in such small quantities in some crops of useful plants that are desirable wide herbicide efficacy against weeds is not guaranteed. Many of these herbicides may not be full selectivity used against weeds in corn, rice, grains, or in some other cultures.

It is known that in order to overcome these shortcomings, herbicide active substances used in combination with the so-called antidotes. The antidote in the sense of the present invention is a substance that eliminates or reduces fetotoxicities properties of the herbicide in relation to the useful plants, and herbicide action against weeds while changing unimportant.

Selection antidote for a certain class of herbicides represent a complex task, as it is unknown the exact mechanisms by which the antidote reduces the harmful effects of the herbicide. The fact that the substance in combination with a specific herbicide acts as an antidote is not possible to draw from this the conclusion that this substance with other classes of herbicides will show a protective effect. So when the application is ucah still find certain disadvantages. These include:

- antidote reduces the effect of herbicide on the weeds

properties for protecting useful plants insufficient

in combination with a given herbicide range of useful plants, which should be used antidote/herbicide, is not big enough,

- given the antidote combined with a large enough number of herbicides.

The objective of the invention is the provision containing the active ingredient and the antidote herbicide ingredient having a high selectivity with respect to cultural plants.

The problem is solved, we offer herbicide current product containing a mixture of

A. herbicide the current amount of the compounds of formula (I)

in which V denotes the radical (V1) or (V2)

where R1means (C3-C7-cycloalkyl;

R are identical or different and denote halogen, nitro, (C1-C4-halogenated, (C1-C4)-alkylsulfonyl;

B. an effective amount of a substance that acts as an antidote, from the group of:

a) the compounds of formula II

where R2means OR3where R3OSN the

in) N-arylsulfonamides formula (III)

in which R4means (C3-C6)cycloalkyl or (C1-C4)-alkyl, unsubstituted or substituted by a residue of the formula-O-Ra;

R5means halogen or a residue of the formula O-Rb;

Raand Rbthe same or different and mean (C1-C4)-alkyl, unsubstituted or substituted with halogen:

t is 1 or 2:

g) amides of arylsulfonate acid of General formula (IV)

in which R6means (C1-C4)-alkyl or (C3-C6-cycloalkyl;

R7means (C1-C4)-alkyl;

including used in agriculture salt, in a weight ratio of herbicide: safener from 1:2.4 to 2:1.

Offer herbicide active agent preferably contains a compound of the formula (I), where V denotes the radical (V1) or (V2)

where R1means (C3-C7-cycloalkyl;

R are identical or different and denote halogen, (C1-C4-halogenated, (C1-C4)-alkylsulfonyl.

In addition, preferred herbicide effective tool that contains the antidotes of formula (II), W is Oh, R4means (C1-C4)-alkyl or (C3-C6-cycloalkyl.

In addition, the proposed herbicide effective tool can optionally contain N,N-dimethyl-2-[3-(4,6-dimethoxypyrimidine-2-isoureidocarbonyl]-4-formelementname as further herbicide, with the weight ratio of herbicide: safener of the formula (II): further herbicide is 1:2,4.

An additional object of the invention is a method of combating weeds in crops of useful plants by treating weeds, cultivated plants, seeds last or the surface of the soil where plants grow, offer herbicide active ingredient in herbicide current number.

Herbicides General formula (I) are known, for example, from the patents EP-A 0137963, EP-A 0352543, EP-A 0418175, EP-A 0496631 and AU-A 672058 and cited literature there. The compounds of formula (II) are known, for example, from the patents EP-A 0333131 (ZA-89/1960), EP-A 0269806 (US-A 4891057), EP-A 0346620 (AU-A 89/34951), EP-A 0174562, EP-A 0346620 (WO-A-91/08202), WO-A-91/07874 or WO-A 95/07897 (ZA 94/7120) and references cited there in the literature, or can be obtained according to or analogously as described there. Compounds of group (b) are known from CN-A 87/102789, EP-365484, and from "The Pesticide manual", The British Crop Protection Council and the Royal Society of Chem acting as an antidote substance B can be incorporated into the formulation in different ways depending on the biological and physico-chemical parameters. As a possible formulations have in mind, such as: powders for spraying (PR), emulsifiable concentrates (EC), water-soluble powders (EAP), vodorastvorimye concentrates (VK), concentrated emulsions (SE), such as emulsion, oil in water and water in oil solutions or suspensions for spray, capsule suspensions (CS), dispersions on an oil and water-based (DV), suspoemulsions, suspension concentrates, means for spraying (CF), solutions, mixed with butter (Mr), etching tools, granules (GR) in the form of micro, spray, suction and adsorption granules, granules for poverhnostnogo application, respectively, spray, water-soluble granules (VRG), water dispersible granules (EDC) held for the distribution of active substances at extremely low volume formulations, microcapsules and waxes.

These individual types of formulation are known and described, for example, in Winnacker-Kuechler, "Chemlsche Technologle" so 7; ed. C. Hauser, Verlag Muenchen, 4th ed., 1986: Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N. Y., 1973; K. Martens, "Spray Drying Handbook", 3rd ed., 1979, G. Goodwin Ltd. London.

Required if necessary excipients for the formulations, such as inert materials, surfactants (surface-active substances", 2 ed., Danand Books, Caldwell N. J., H. v.Olphen, "Introduction to Clay Colloid Chemistry"; 2nd ed., J. Willey & Sons, N. Y.; C. Marsden, "Solvents Guide", 2nd ed., Interscience, N. Y. 1963; McCutcheon''s "Detergents and Emulsifirs Annual", MC Publ Corp., Ridgewood N. J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N. Y. 1964; Schoenfeldt, "Grenzflaechenaktive Aethylenoxidaddukte", Wiss. Veriagsgesell., Stuttgart 1976; WInnacker-Kuechler, "Chemlsche Technology", T. 7, C. Hauser Verlag Muenchen, 4th ed., 1986.

On the basis of these recipes can also be found in combination with other substances, acting as plant protection agents, such as insecticides, acaricide, herbicides, fungicides, and also with SafeErase, fertilizers and/or growth regulators, for example in the form of a finished formulation or mixture in the tank.

Powders for spraying are drugs, evenly despergiruemaya in the water, which, together with the active substance, also contain a diluent or inert substance more surfactants of ionic and/or nonionic nature (wetting agents, dispersing substances), for example, polyoxyethylene ALKYLPHENOLS, polyoxyethylene fatty alcohols, polyoxyethylene fatty amines, sulfates polyglycolic ethers of fatty alcohols, alkanesulfonyl, alkylbenzenesulfonate, ligninsulfonate sodium, 2,2’-dynafilter-6,6’-disulfonate sodium, dibutylphtalate the major active ingredients are finely ground in a conventional apparatus, such as hammer mill, centrifugal mill, grinding mill with air flow and simultaneously or thereafter mixed with auxiliary substances recipes.

Emulsifiable concentrates receive, for example, by dissolving the active substance in an organic solvent, such as butanol, cyclohexanone, dimethylformamide, xylene or more high-boiling hydrocarbons, such as aromatic, saturated or unsaturated aliphatic or alicyclic hydrocarbons, or mixtures of organic solvents with addition of one or more surfactants of ionic and/or nonionic nature (emulsifiers). As emulsifiers can, for example, to use the calcium salt (C6-C18)-alkylarylsulfonate acids, such as dodecylbenzenesulfonate calcium, or nonionic emulsifiers, such as polyglycolic a fatty acid ester, (C2-C18)-alkylarylsulphonates ether, polyglycidyl ether of fatty alcohol, the condensation products of the propylene oxide-ethylene oxide, alkylhalides, sorbitol ester, such as the sorbitol fatty acid ester, or polyoxyethylenesorbitan ether, such as polyoxyethylenesorbitan ether fatty acids.

Spray get, com, natural clays, such as kaolin, bentonite, pyrophyllites or diatomaceous clay.

Suspension concentrates may be water or oil based. They can be obtained, for example, when wet grinding on lentil mill and, if necessary, with addition of surfactants, as already described above for other recipes.

Emulsions, for example, emulsion oil in water (EMW) receive, for example, under stirring, with kolloidnyi mills and/or static mixers, when using aqueous organic solvents and, if necessary, a surfactant, as already described above for other recipes.

The granules can be obtained or when spraying through the nozzle of the active substance on capable of adsorption of granulated inert material or by applying concentrates of the active substance with adhesive means, for example, polyvinyl alcohol, polyacrylonitrile sodium or using mineral oil on the surface of the substance carriers, such as sand, kaolinites or inert materials. In addition, suitable active substances can be pelletized manner customary for fertilizer, if desired, with fertilizers. Water dispersible granules, as a rule, receive usually is, smeshivanie in high-speed mixers and extrusion without solid inert material. On receipt of the granules on the plates, a traveling conveyor, extruder and spray see, e.g., "Spray-Drying Handbook", 3rd ed. / 1979, G. Goodwin Ltd/ London: J. E. Browning, "Agglomeration", Chemical and Ingenienng, 1967, pp. 147 ff: "Perry's Chemical Ingenler''s Handbook", 5th ed., McGraw-HIII, New York, 1973, page 8-57.

Other details on the formulation of plant protection products see, for example, G. C. KIingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pages 81-96 u J. D. Freyer, S. A. Evans, "Weed Control Handbook", 5th ed. Blackwell Scientific Publications, Oxford, pp. 101-103.

Agrochemical formulations contain, as a rule, from 0.1 to 99 wt.%, preferably from 0.1 to 95 wt.%, the mixture herbicide active substance And or acting as an antidote substance B and from 1 to 99 wt.%, especially from 5 to 99.8 wt.% solid or liquid additive and 0 to 25 wt.%, preferably, from 0.1 to 25 wt.% substances that modify the surface tension.

In powders for spray concentration of active substances is, for example, from 10 to 90 wt.%, remaining up to 100 wt.% the part consists of the usual formulations of composite parts. The concentrates for emulsification concentration of active ingredients is from 1 to 80 wt.%. Dust-like formulations contain from 1 to atom, such as water dispersible granules, the amount of active substance is partly dependent on the form, liquid or solid, is the active ingredient. Typically, this amount is the water-soluble granules of 10 to 90 wt.%.

Along with this, these formulations of active substances, optionally, contain the usual means for grasping, wetting, emulsifying, penetration and preservation, protection from frost and dissolution, fillers, carriers and colorants, protivogemorroidal, anti-evaporation and means of influencing the pH value and viscosity.

The tool according to the invention may also contain, for example, known active substances, such as described, for example, in Weed Research 26, 441-445 (1986), or "Pesticide Mannuel", 10th edition, The British Crop Protection Council, 1994 and in the cited literature there. As herbicides known from the literature that can be included in the tool according to the invention, it should be called, for example, the following active substances (note: the compounds are named or their common names in accordance with the decision of the international organization for standardization (ISO) or the chemical name, if necessary, in rmutil)phenoxy]-2-nitrophenyl]-2-methoxyacridine]-amino]oxy]-acetic acid-and-acetic acid methyl ester; alachlor; aloxide; ametrine is high; amidosulfuron; amitrole; AMS, i.e. sulpham ammonium; anilofos; Azul; atrazine: heavenin (DPX-R6447); azimsulfuron (DPX-A8947); acitretin; Barban; BAS 516 N, i.e., 5-fluoro-2-phenyl-4H-1,3-benzoxazin-4-one; benzoin; benfluralin; beforethat; enculture-methyl; bensulide; bentazon; bentover; benzoylperoxy-ethyl; benzthiazole; bialaphos; bifenox; bispyribac sodium (KIH-2023); bromacil; bromobutyl; bromophenoxy; bromoxynil; brauron; buminate; butoxide; butachlor; butamifos; buenaflor; booteasy; butalin; butoxide (ICI-0500); butyl; cafestol (SN-900); carbutamide; Capistrano; CDAA, i.e. the 2-chloro-N,N-di-2-propylacetamide; CDEC, i.e. pttc acid-2-korallovy ether; chlorethoxyfos; chloramben; florasulam-methyl (XDE-565); lorazepam-butyl; chlorbromuron; chlorbutol; chlorgenic; chlorofluro-methyl; ozone chloride; chlorimuron ethyl; chlornitrofen; chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorine; cinidon-ethyl; cinmetacin; chinaculture; clethodim; clodinafop or its derivatives, esters (for example, clodinafop-propargyl); clomazone; clomipram; chloroxygen; clopyralid; cumyluron (JC 940); cyanazine; cycloate; cycloaliphatic (AU 014); cycloxydim; qi is ol; 2,4-DB; dalapon; desmedipham; desmetryn; Vallat; dicamba; dichlobenil; dichlorprop; diclofop and its esters, such as diclofop-methyl; dicloflam (XDE-564), diacetyl; Difenoxin; difenzoquat; diflufenican; cyflufenamid-sodium (SAN-835H); dimefuron; dimethachlor; deltamethrin; dimethenamid (SAN-582H); dimetion,5-(4,6-dimethylpyrimidin-2-yl-carbamoylmethyl)-1-(2-pyridyl)-pyrazole-4-carboxylic acid methyl ester (NC-330); triazolam (IDH-1105); clomazone; dimethipin; demetracopoulos; dinitramine; dinoseb; dinoterb; diphenamid; DIPROPYLENE; Diquat; dithiopyr; Diuron; DNOC; Eglinton-ethyl; EL 177, that is 5-cyano-1-(1,1-dimethylethyl)-N-methyl-1H-pyrazole-4-carboxamide; endothal; apoprotein (SMC-243), ARTS; asbroker; ethalfluralin; atomiculture-methyl; tidiman; idiosyn; ethofumesate; F5231, i.e., N-[2-chloro-4-fluoro-5-[4-(3-forproper)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]phenyl]econsultant; idoxifene and its esters (for example ethyl ester, HN-252); ethoxysulfuron (EP 342569); etamesonic (HW 52); 3-(4-ethoxy-6-ethyl-1,3,5-triazine-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]thiophene-7-sulfonyl)urea (EP-A 079683); 3-(4-ethyl-6-methoxy-1,3,5-triazine-2-yl)-1-(2,3-dihydro-1,1-dioxo-2-methylbenzo[b]thiophene-7-sulfonyl)urea (EP-A 079683); fenoprop; phenoxy, fenoxaprop and fenoxaprop-yl; flazasulfuron; flufenacet (BAY-FOE-5043), fluazifop and fluazifop-R, florasulam (DE-570) and its esters, such as fluazifop-butyl and fluazifop-P-butyl; fluchloralin; flumetsulam; flumeturon; flumiclorac and its esters (for example, pentalogy ether, S-23031); flumioxazin (S-482); flubiprofen; flupoxam (KNW-739); fluorodifen; fluoroglycofen-ethyl; flourophenyl (UBIC-4243); flupyrsulfuron-methyl sodium (DPX-KE459)floridan; flurochloridone; fluroxypyr; flurtamone; fluthiacet-methyl (KN-9201), fomesafen; fosamine; voreloxin; glufosinate; glyphosate; galasoft; halosulfuron and its esters (e.g. methyl ester, NC-319); haloxyfop and its esters; haloxyfop-R(=R-haloxyfop) and its esters; hexazinone; imazamethabenz-methyl; imazamox (AC 299263); imazapyr; imazaquin and salts such as ammonium salt; imazethapyr; imazethapyr; imazosulfuron; iodosulfuron, (methyl-4-iodine-2-[3-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)aridoculture]-benzoate, the sodium salt, WO 92/13845); ioxynil; isosorbid; isopropylene; Isoproturon; Sauron; isoxaben; isocaporate; carbocylic; lactofen; lentil; linuron; MSRA; SRV; mecoprop; mefenacet; mefluidide; metamitron; metazachlor; methabenzthiazuron; methamphetamine; metasol; methoxyphenol; methyldibromo; metaventure, meor, metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; MN; molinet; monolid; monocarbonic dehydrogenative; monolinuron; monuron; MT 128, that is 6-chloro-N-(3-chloro-2-propenyl)-5-methyl-N-phenyl-3-pyridazin-amine; MT 5950, i.e., N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentane; N,N-dimethyl-2-[3-(4,6-dimethoxypyrimidine-2-yl)aridoculture]-4-formylamino-benzamide (WO 95/01344); nitroanilide; napropamide; naptalam; NC 310, that is, 4-(2,4-dichlorobenzene)-1-methyl-5-benzyloxyethanol; neburon; nicosulfuron; snipercraft; nicraly; nitrogen; nitrofluorene; norflurazon; arrancars; oryzalin; oxadiargyl (RP-020630); oxadiazon; oxacyclobutane (MY-100); oxyfluorfen; oxasulfuron (CGA-277476)paraquat; Babolat; pendimethalin; pentoxide (CRC-314); PERFLUORO; fenazepam; phenmedipham; picloram; piperophos; peribuccal; pirivena-butyl; pretilachlor; primisulfuron-methyl; procesin; prodiamine; propleuron; progenitin-ethyl; prometon; prometryn; propachlor; propanil; propaquizafop and its esters: propain; profam; propisochlor; propyzamide; prosulfuron; prosulfocarb; prosulfuron (CGA-152005); panahar; pyraflufen-ethyl (ET-751), person; pyrazosulfuron-ethyl; paradoxien; perimentation, peridot; Perminova-methyl (KN-6127); pyrithiobac (KN-2031); pyrexia and derivative, Kviza-loop and quizalofop-P and their ester derivatives, for example, quizalofop-ethyl; quizalofop-P-tefuryl and-ethyl; renature; rimsulfuron (DPX-E 9636); S 275, i.e. 2-[4-chloro-2-fluoro-5-(2-propenyloxy)phenyl]-4,5,6,7-tetrahydro-2H-indazol; sebumeter; sethoxydim; sibron; Simazine; simetryn; SN 106279, that is, 2-[[7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthalenyl]oxy]-propanoic acid methyl ester; sulfentrazone (FMC-97285, F-6285); colfuturo; sulfometuron-methyl; sulfosate (ICI-A0224); sulfosulfuron (MON 37500); TCA; tabulam (GCP-5544); tebuthiuron; tepraloxydim (BAS-620H), terbacil; thermocarb; turbuhaler; terbumeton; terbutylazine; terbutryn; TFH 450, that is, N,N-diethyl-3-[(2-ethyl-6-were) Sul were radioactive]-1H-1,2,4-triazole-1-carboxamide; teichler (NSK-850); diazafluoren; thiazopyr (Mos-13200); thidiazuron (SN-124085); thifensulfuron-methyl; thiobencarb; thiocarbonyl; tralkoxydim; three-Allat; triasulfuron; treeframe; tribenuron-methyl; triclopyr; tridiphane; triacetin; trifluralin; triflusulfuron and ester (e.g. methyl ester, DPX-66037); timetron; dicode; vernolate; Wl 110547, that is, 5-phenoxy-1-[3-(trifluoromethyl)phenyl]-1H-tetrazol; UBH-509; 0-489; LS 82-556; KPP-300; CRC-421, MT-146; NC-324; KH-218; DPX-N8189; DOWCO-535; DK-8910; V-53482; PP-600; MVN-001.

When applying the usual commercial form racegame concentrates, dispersions and water-dispersible granules diluted with water. Dust from harvesting, soil, respectively loose granules and sprayable solutions are usually before applying more advanced not diluted with inert substances.

Depending on external conditions such as temperature, humidity, the type of herbicide and other ranges necessary for the application amount of the herbicide of formula (I). It can vary within wide limits, for example, from 0.001 to 10 kg/ha or even more herbicide, preferably 0.005 to 5 kg/ha.

The following examples serve to explain the invention:

A. Examples of cooking recipes

a) Spray means get when mixing 10 weight.h. herbicide active substance a or acting as an antidote or B. a mixture of A. and B. and up to 90 weight.h. talc as inert substance, and pulverized in an impact mill.

b) Legalisierung in water, wettable powder get when mixing 25 weight.h. herbicide active substance a or acting as an antidote or B. a mixture of A. and B., 64 weight.h. quartz containing kaolin as the inert substance, 10 weight.h. ligninsulfonate potassium and 1 weight. including oleoyl-mkhize.

in) Legalisierung or suspendiruemye in the water concentrate obtained when

mixing 20 weight.h. herbicide active substance a or acting as an antidote or B. a mixture of A. and B., 6 weight.h. alkylphenol ether ( Triton X 207), 3 weight.h. isotridekanolethoxylate ether (8 EO) and 71 weight. including paraffinic mineral oil (boiling, for example, from 255 to 277°C) and pulverized in a ball mill to a size of 5 ám.

g) Emulsifiable concentrate is obtained from 15 weight.h. herbicide active substance a or acting as an antidote or B. a mixture of A. and B., 75 weight.h. Nikogosyan as solvent and 10 weight.h. atsetilirovanie of Nonylphenol as emulsifier.

d) Dispersible in water, the granules obtained when mixing 75 weight.h. herbicide active substance a or acting as an antidote or B. a mixture of A. and B., 10 weight.h. ligninsulfonate calcium, 5 weight.h. lauryl sodium, 3 weight.h. polyvinyl alcohol and 7 weight.h. kaolin, grinding in a pin mill and granulating the powder in a vortex with nabrasyvaniem water as a granulating liquid.

e) Dispersible in water granulate get when mixing 25 weight.h. herbicide dejstvuusih the sodium, 2 weight.h. oleoylethanolamide sodium, 1 weight.h. polyvinyl alcohol, 17 weight.h. calcium carbonate and 50 weight.h. water, homogenization kolodney mill and grinding, grinding in conclusion lentil mill, suspension, thus obtained, is sprayed by means of nozzles on one substance in the tower for spraying and dried.

In the following biological experiments use herbicide active substances A-1A-3, summarized in table 1, and additional herbicide D-N,N-dimethyl-2-[3-(4,6-dimethoxypyrimidine-2-yurtdoshlarim]-4-formelementname and the following active as an antidote substances I-XII:

I: complex ethyl ester of 5,5-diphenyl-2-isoxazoline-3-carboxylic acid

II: 1-[4-(2-methoxybenzenesulfonyl)phenyl]-3-metalmachine

III: 2-methoxy-N-[4-(2-methoxybenzenesulfonyl)phenyl]-ndimethylacetamide

IV: 2-methoxy-N-[4-(2-methoxybenzenesulfonyl)phenyl]-ndimethylacetamide

V: N-[4-(2-methoxybenzenesulfonyl)phenyl]-cyclobutanecarboxylic

VI: N-[4-(2-chlorobenzenesulfonyl)phenyl]-cyclopropanecarboxamide

VII: N-[4-(2-cryptomaterial)phenyl]-cyclopropanecarboxamide

VIII: 5,5-diphenyl-2-isoxazoline-3-carboxylic acid

IX: N-[4-(5-chloro-2-methoxypropane

XI: N-propyl-4-(2-methoxybenzenesulfonyl)-benzamide

XII: N-cyclopropyl-4-(2-methoxybenzenesulfonyl)-benzamide

1. Experiments in the greenhouse

1.1 Predsjedava processing

Seeds, respectively, of corpnote mono - and dicotyledonous harmful plants and corn put in pots with a diameter of from 9 to 13 cm in sandy clay and covered with earth. Herbicides and antidotes in the form of emulsifiable concentrates or spray means in the form of aqueous dispersions or suspensions, respectively, of emulsions with the amount of water in terms of per hectare from 300 to 800 l/ha applied at different dosages on the surface of the covering earth. In conclusion pots for further cultivation, the plants are placed in a greenhouse kept at optimum conditions. A visual assessment of the damage to the useful plants are 3-4 weeks after treatment. The evaluation is made in percentage relative to the untreated control. The results are given in tables 2 and 3 (D. C.=active substance).

1.2 post-harvest processing

Seeds, respectively, of corpnote listed in tables 4-6 plants placed in pots with a diameter of from 9 to 13 cm in sandy ground and close see anywayt herbicides and antidotes in the form of emulsifiable concentrates or spray means in the form of aqueous dispersions or suspensions, accordingly, the emulsions with the amount of water in terms of per hectare from 300 to 800 l/ha applied at different dosages on the green parts of plants. In conclusion, the pots for the further cultivation of plants placed in the greenhouse and kept at optimal conditions. Visual assessment of plant damage carried out 2-3 weeks after treatment. The results of the experiments are shown tablicah 4-6.

2. Field trials

Field trials were conducted on plots ranging in size from 8 to 10 m2and each experiment was repeated 2 to 4 times. After sowing the plants in prevschatuyu period, respectively, on 2-6 listlevel stage of development tested preparations were sprayed with portable sprinklers. The volume of the sprayed substance was 100-300 l/ha water; spraying was carried out at a pressure of 2-3 bar through a nozzle flat jet. Evaluation of results was carried out by visual monitorowanie. Effects on plants, respectively, on the weeds was assessed relative to untreated control plots on a percentage scale (0-100%). Approximately 7, 14, 28, 42 days after treatment was performed 3-4 appraisal. The results represent average values need to be 60%. From sowing until the completion of the experiments, plants were under natural weather conditions (dew, temperature, humidity, solar radiation), which are characteristic of areas where the tests took place. The results are given in tables 7-10 (dat: days after treatment).

1. Herbicide-active agent containing a mixture of

A. herbicide-current amount of the compounds of formula (I)

in which V denotes the radical (V1) or (V2)

where R1means (C3-C7-cycloalkyl;

R are identical or different and denote halogen, nitro, (C1-C4-halogenated, (C1-C4)-alkylsulfonyl;

and B. an effective amount of a substance that acts as an antidote, from the group of: (a) the compounds of formula (II)

where R2means OR3, R3means hydrogen or (C1-C4)-alkyl;

b) 1-[4-(N-2-methoxybenzenesulfonyl)phenyl]-3-metalmachine; C) N-arylsulfonamides formula (III)

in which R4means (C3-C6-cycloalkyl or (C1-C4)-alkyl, unsubstituted or substituted by a residue of the formula-O-Ra;

R5means haloge the/SUB>)-alkyl, unsubstituted or substituted with halogen;

t is 1 or 2,

g) amides of arylsulfonate acid of General formula (IV)

in which R6means (C1-C4)-alkyl or (C3-C6-cycloalkyl;

R7means (C1-C6)-alkyl,

including used in agriculture salt, in a weight ratio of herbicide:safener from 1:2.4 to 2:1.

2. Herbicide-acting means on p. 1, containing a compound of the formula (I), where V denotes the radical (V1) or (V2)

where R1means (C3-C7-cycloalkyl; R are identical or different and denote halogen, C1-C4-halogenated, (C1-C4)-alkylsulfonyl.

3. Herbicide-effective tool for PP.1 and 2, containing antidotes of formula (II) in which R2means OR3where R3means (C1-C4)-alkyl.

4. Herbicide-effective tool for PP.1 and 2, containing antidotes of formula (III) in which R4means (C1-C4)-alkyl or (C3-C6-cycloalkyl.

5. Herbicide-acting means on one of the PP.1-4, containing additional N,N-dimethyl-2-[3-(4,6-dimethoxypyrimidine-2-yl)ureido-sulfone the further herbicide is 1:2,4.

6. The method of combating weeds in crops of useful plants by treating weeds, cultivated plants, seeds last or the surface of the soil where plants grow, herbicide-active ingredient in herbicide-current number, characterized in that as herbicide-active substance use tool according to one PP.1-5.

7. The method according to p. 6, characterized in that the plants are made from the group including corn and wheat.

 

Same patents:

The invention relates to an improved process for the preparation of compounds of formula (I), where each of the residues X and Y independently of one another denotes hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-alkoxygroup or (C1-C4)-allylthiourea, each of the last three residues is unsubstituted or substituted by one or more residues from the group comprising halogen, (C1-C4)-alkoxygroup or (C1-C4)-allylthiourea, means or di[(C1-C4)alkyl]-amino, (C3-C6-cycloalkyl, (C3-C5)-alkenyl, (C3-C5)-quinil, (C3-C5)-alkenylacyl or (C3-C5)-alkyloxy, in which the compound of formula (II) or salts thereof, where X and Y are specified in the formula (I) values are subjected to interaction with 1-6 moles of phosgene per 1 mol of the compounds of formula (II) in the presence of 2-3,5 molar equivalents of an organic aminoaniline per mole of the compounds of formula (II) and in the presence of an aprotic organic solvent at the reaction temperature in the range from -30 to +60oWith

The invention relates to new derivatives of phenylsulfonylacetate General formula (I), which are herbicide and regulating plant growth properties and can find application in agriculture

The invention relates to new substituted aminomethanesulfonic General formula (I) possessing a highly effective herbicide action, as well as the way they are received, herbicide tool based on these intermediate compounds of General formula (II)

The invention relates to the technical field of crop protection, specifically to combinations of active substances and antidotes are ideal for use against weeds that compete with crops of useful plants

The invention relates to agriculture and can be used in plant breeding

The invention relates to herbicides

The invention relates to new Amida isothiazolinones acid of the formula I, where R is selected from formula (a), (b), (C), (d), (i) and (f), in which R1means cyano, phenyl, cyclopentyl, cyclohexyl, cycloheptyl, R2means- (CH3)3, -CH(C2H5)2, -CH2-S-R3and so on, R3represents alkyl with 1-5 carbon atoms or phenyl, optionally, from mono - to tizamidine the same or different residues selected from the group comprising fluorine, chlorine, bromine and alkyl with 1-4 carbon atoms, R10means fluorine, chlorine, bromine, methyl, etc., n means an integer from 0 to 3 provided that when n represents 2 or 3, R10means the same or different residues

The invention relates to new derivatives isothiazolinones acid of the formula I, where R stands for a group-OR1or-SR2in which R1means alkyl with 1-6 carbon atoms, a substituted once residues selected from the group comprising halogenoalkanes with 1-6 carbon atoms and 1 to 5 halogen atoms, dialkylamino with 1-6 carbon atoms in each alkyl part, phenylalkyl with 1-4 carbon atoms in the CNS parts and pyrrolidinyloxyl with 1-4 carbon atoms in the CNS part, and twice by hydroxyl, or so, m and n is 2, R3means phenyl, R4means alkyl with 1-4 carbon atoms, R2means alkyl with 1-6 carbon atoms, or R2means phenylalkyl with 1-2 carbon atoms in the alkyl part, with the phenyl portion may be substituted with halogen

The invention relates to new halogensubstituted the benzimidazole of the formula I, in which R1, R2, R3and R4mean hydrogen, halogen, alkoxy with 1 to 4 carbon atoms, a group of the formula Z - R5where R5means unsubstituted phenyl, pyridinyl which can be substituted by trifluoromethyl, and Z denotes oxygen, sulfur; R2and R3together signify unsubstituted or substituted alkylenes chain with 3 or 4 links, in which two (non-adjacent) carbon atoms may be replaced by oxygen atom; A denotes a group of the formula: - SO2- R6or

,

where Y represents oxygen or sulfur; R6, R7, R8independently of one another denote alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkenyl with 1 to 4 carbon atoms, dialkylamino, phenyl which may be substituted by nitro, stands, trifluoromethyl; 1-pyrrolidinyl, 1-piperidinyl; or thienyl, pyrazolyl, isoxazolyl, each of these residues can be substituted by chlorine, amine, stands, methoxy, trifluoromethyl, methoxycarbonyl; X represents halogen, and their acid additive salt

The invention relates to a new derivative of pyrazole, substituted bentilee group in position 4 of the pyrazole ring, and herbicide

The invention relates to new 5-hydroxypyrazol-4-incorporatedin saccharin derivative of formula I

< / BR>
in which the substituents have the following meaning: L, M means hydrogen, C1-C4alkyl, chlorine, Z denotes hydrogen, C1-C4alkyl, C3-C8alkenyl, C3-C5quinil, phenyl, Q means the radical CO-J; J means connected to position 4 of the benzene ring 5-hydroxypyrazoles ring of formula II

< / BR>
in which R1means C1-C4alkyl, and R2means hydrogen or methyl, and is usually used in agriculture salts of compounds (I)

The invention relates to new derivatives of saccharin of formula I

< / BR>
in which the substituents have the following meanings: L, M denote hydrogen, alkyl, alkyloxy, alkylthio, chlorine, cyano, methylsulphonyl, nitro or trifluoromethyl, J denotes hydrogen, alkyl, cycloalkyl, alkenyl, quinil, acyl, phenyl, optionally substituted with halogen or alkyl, benzyl, means connected in position 2 optional substituted cyclohexane-1,3-diNovo ring of formula II

< / BR>
in which R1- R6mean hydrogen or methyl, or, if R1, R2, R3, R5and R6mean hydrogen, R4mean 2-ethylthiophen, tetrahydrothiopyran-3 or metaltitlepane, or R1, R4, R5mean hydrogen, and R6means methyl, R2and R3form a three-membered ring, which is formed connected in position 2 bicyclo-(4.1.0)heptane ring of formula III

< / BR>
and they are usually used in agriculture salt

The invention relates to agriculture and veterinary medicine
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