BG107274A - Selective heteroaryloxy-acetamide-based herbicides - Google Patents

Abstract

The invention relates to novel herbicidal, synergistic active agent combinations which consist of heteroaryloxy acetamides and known herbicidal compounds, and/or safeners and which can be used particularly effectively for selective weed control in various crop cultures. 10 claims

Description

claims

Selective herbicides based on heteroaryloxy-acetamides

Technical field

The invention relates to novel, selective herbicides, synergistic combinations of active substances consisting, on the one hand, of known heteroaryloxy-acetamides and, on the other, of known, herbicidally effective compounds and / or compounds that enhance the tolerance of cultivated plants and which used with particularly good success for selective weed control in different cultivated plants.

BACKGROUND OF THE INVENTION

Heteroaryloxy-acetamides as potent, especially effective against monocotyledonous weed herbicides have been the subject of a number of patent applications (compare EP-A 5501, EP-A 18497, EP-A 29171, EP-A 94514, EP-A 100044, EP-A 100045, EP-A 161602, EP-A 195237, EP-A 348734, EP-A 348737, DE-A 4317323). However, the action of these compounds and / or theirs

With tolerance of cultivated plants are not always completely satisfactory.

Further, combinations of the active substances heteroaryloxy-acetamides and other herbicidally effective compounds for synergistic action have become known (compare WO-A-94/02014, WO-A-96/07323, WO-A-96/11575, WOA- 96/17519, WO-A-98/08383, also compare US-A-5858920, US A5945379, US-A 5985797), respectively, combinations of heteroaryloxy-acetamides and compounds that can enhance the herbicidal tolerance of cultivated plants (compare DE- A-3418167, also compare US-A-5858920). Also for these combined products the application properties are not always completely satisfactory.

It has surprisingly been found that a number of known active substances from a range of heteroaryloxyacetamides in general use with known, herbicidally active compounds of different classes of substances and / or plant-tolerant compounds exhibit pronounced synergistic effects on their action against weeds and / or significantly improve the tolerance of cultivated plants and can be applied with considerable advantage as widely acting combination preparations for selective weed control in plants. uterine plants such as in cotton, barley, maize, potatoes, rapeseed, rice, soybean, sunflower, wheat and sugarcane.

SUMMARY OF THE INVENTION

The subject of the invention are selective herbicidal agents characterized by an effective content of a combination of active substances consisting of (a) a heteroaryloxy-acetamide of the general formula (I)

R

wherein

Ar is optionally substituted by halogen, C ₁ -C ₄ alkyl or C ₁ -C ₄ -haloalkyl, phenyl,

Het stands for thiadiazolyl which is halogen substituted or optionally halogen substituted C1-C6alkyl or phenyl, and

R is about alkyl, alkenyl or alkynyl having up to 4 carbon atoms, respectively (active substances of group 1) and (b) one or more compounds of one second group of herbicides, which ' ^d ) contains the following active substances:

With 1H-1,2,4-1riazole-3-amine (amitrol), 2- [2,4-dichloro-5- (2-propynyloxy) -phenyl] -5,6,7,8-tetrahydro-1,2, 4-triazolo [4,3a] -pyridin-3- (2H) -one (azafenidin), N- (4,6-dimethoxypyrimidin-2-yl) -N ^/ - [1-methyl-4- (2- megyl-2H-tetrazol-5-yl) -1Hpyrazol-5-ylsulfonyl] -urea (azimsulfuron), N-benzyl-2 (4 "fluoro-3-trifluoromethyl-phenoxy) -butanamide (befutamide), N-butyl-1 1-ethyl-2, 6-dihydro-4-trifluoromethyl-benzenamine (benzfluralin), methyl ester of

2- [2- (4- (3,6-Dihydro-3-methyl ~ 2,6-dioxo-4-trifluoromethyl) (2H) -pyrimidinylphenoxy] methyl] -5-ethyl-phenoxy-propanol

Q acid (benzfendizone), 3- (2-chloro-4-methylsulfonylbenzoyl) -4-phenylthiobicyclic ₍ o- [3.2.1] oct-3-en-2-one (benzobicyclon), [1,1- dimethyl-2-oxo-2- (2-propenyloxy)] 2-chloro-5- (3,6-dihydro-3-methyl-2, 6-dioxo-4trifluoromethyl-1 (2H) -pyrimidinyl) ethyl ester ) -benzoic acid (butafenacyl-allyl), 2- (1-ethoxyimino-propyl) -3-hydroxy-5 · [2,4,6 trimethyl-3- (1-oxo-butyl) -phenyl] -2 " Cyclohexen-1 "He (Butroxyxim), 2- [1 - [(3-chloro-2-propenyl) -oxy-imino] propyl] -3-hydroxy-5- (tetrahydro-2H-pyran-4-yl) - 2 cyuyuhexen-1-one (caloxyxidim, tepaloxidim), ethyl ester I, a 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3 -dioxo

2H-isoindol-2-yl) -phenyl] -2-propanoic acid (cinidonethyl), 2- [1- [2- (4-chloro-phenoxy)] - propoxyaminobutyl] -5 (tetrahydro-2H-thiopyran-3- yl) -1,3-cyclohexanedione (cloxoxime), (E, E) - (+) - 2- [1 - [[(3-chloro-2-propenyl) -oxy] imino] -propyl] -3-hydroxy -2-cyclohexen-1-one (clethodim), 3-chloro-2 - [[(5-ethoxy-7fluoro [1,2,4] triazolo [1,5-c] pyrimidin-2yl) sulfonyl] ethyl ester] amino] -benzoic acid (; loransulam-methyl),

2- (1-ethoxyiminobutyl) -3-hydroxy-5- (tetrahydro-2H-thiopyran-

3-yl) -2-cyclohexen-1-one (cyclohexidim), N- (2,6-dichlorophenyl) -5-ethoxy-7-fluoro- [1,2,4] -triazolo- [1,5-c ] -pyrimidine-

2-sulfonamide (diclosulam), 2- (1 - ((3,5-difluoro-phenyl) -aminocarbonyl-hydrazono] -ethyl] -pyridine-3-carboxylic acid (diflufenzopyr), (5) -2-chloro-1 1- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1-methyl-ethyl) -acetamide (dimethenamide-P), 2- (2- (3-chloro-phenyl) -oxyranyl-methyl] - 2-ethyl-1H-inden-1,3 (2H) -dione (propopane), (R) -ethyl-2- (4- (6-chloro-benzoxazol-2-yl-oxy) phenoxypropanoate (phenoxaprop-P- ethyl), N- (2,6-difluorophenyl) -8-fluoro-5-methoxy- (1,2,4} -triazolo- [1,5C] -pyrimidine-

With 2-sulfonamide (florazulam), (R) -2- (4- (5-trifluoromethyl-pyridin-2-yl) oxy) -phenoxy] -propionic acid butyl ester (fluazifop-P-butyl), 4,5- dihydro-3-methoxy-4methyl-5 oxo-N - ((2-trifluoromethoxy-phenyl) -sulfonyl] -1H-

1,2,4-triazole-1-carboxamide-sodium salt (flucarbazonate), ethyl- [2-chloro-4-fluoro-5- (5 ~ methyl-6-oxo) 4-trifluoromethyl-1 (6H) -pyridazinyl) - phenoxy] -acetate r (flufenpyr), 2- [7-fluoro-3,4-dihydro-3 - ;; co-4- (2-propynyl) 2H-1,4-benzoxazin-6-yl] - 4.5, b, 7 "tetrahydro-1H" isoindole-1,3 ·· dione (flumioxazin), N- _(4/6 "DimegoksIPirimidiN'-2-yl) -N ⁷ - (3 metoksikarbonil6-trifluoromethyl-pyridine 2-yl-sulfonyl) 5-urea-sodium salt (flupyrsulfuron-methyl-sodium), 2 [[[[((4,6-dimethoxy-2-pyrimidinyl) -amino] -carbonyl] -amino] sulfonyl] -4-formylamino) -N, 1 \ 1-dimethyl-benzamide (foramsulfuron), (methyl, 2-ethoxy) (R) -2- [4- (3-Chloro-5-trifluoromethyl-pyridin-2-yloxy) phenoxy] -propionic acid (ethyl), butyl ester, (haloxyfop, -methyl, -P-methyl, -Ethoxyethyl, -butyl), 2- [4,5-dihydro-4-methyl-4- (1-methylethyl) 5-oxo-1H-imidazol-2-yl] -5- (methoxymethyl) -3-pyridinecarboxylic acid (imazamox ), N- (4-methoxy-6methyl-1,3,5-triazin-2-yl) -1 N- (5-iodo-2-methoxycarbonylphenylsulfonyl) -urea-sodium salt (iodosulfuron-yl) sodium, (4 -chloro-2-methyl-sulfonyl-phenyl) - (5-cyclopropylisoxazol-4-yl) -methanone (isoxachlorothiol), 2 [[[[(4,6-dimethoxy-2-pyrimidinyl) -amino] - carbonyl] -amino] ~ sulfonyl] - 4 - [[(methylsulfonyl) -amino] methyl] -benzoic acid (mesosulfuron), 2- (4-methylsulfonyl-2-nitrobenzoyl) 1,3-cyclohexanedione (mesotrione), 3- [1- (3, 5-dichloro ·· phenyl) -1-1-propyl] -2,3-dihydro-6-methyl-5-phenyl-4H-1,3oxazin-4-one (oxacyclomonephone), 2-chloro-1- (3 -Ethoxy ~ 4-nitro · With phenoxy) -4-trifluoromethyl-benzene (oxyfluorophene), 2- (2,2difluoro-ethoxy) N- (5,8-dimethoxy- [1,2,4] triazolo [1,5 -c] pyrimidin-2-yl) -6-glyfluoromethyl-benzenesulfonyl! camid (penoxzulam), 2Chloro-N- (2-ethoxy-ethyl) -N- (2-methyl-1 ~ phenyl -

1-propenyl) acetamide (petoxamide), 2 "[[[(4,5DIHYDRS-4Methyl-5-oxo-3-propoxy" 1H, 2,4-triazol-1yl) -carbonyl] -amino methyl ester] -sulfonyl] -benzoic acid sodium salt (procarbazone sodium), 1-chloro- N - [2-chloro-4-fluoro-5 - [(6S, 7aR) -6-fluoro-tetrahydro-1,3-dioxo-1g- pyrrolo [1,2-c] imidazol2- (3H) -yl] -phenyl] -methanesulfonamide (profluazole), (R) - [2 - [[(1-megyl-ethylidene) -amino] -oxy] ethyl] “2 ' - [4- (6-chloro-26-quinoxalinyloxy) -phenoxy] -propanoad (propacisafop), 2-chloro-N- (2-ethyl-6-methyl-phenyl) -N - [(1-methyl-ethoxy) -methyl] acetamide (propisochlor), 1- (3-chloro-4,5,6,7-tetrahydropyrazolo [1,5-a] pyridin-2-yl) -5 - ('e yl-2-propynylamino) -1H-pyrazole-

4-carbonitrile (pyraclonyl), ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluorophenoxy] -acetate (piraflufen-ethyl), 6-chloro -3-phenylpyridazin-4-ol (pyridatol), 7 - [(4,6-dimethoxy-2-pyrimidinyl) -thio] -3-methyl-1 (3H) -isobenzofuranone (pyrifalide), 2- (4, 6-dimethoxy-pyrimidine-

2-yl-oxy) -benzoic acid (pyriminobac-methyl), 2-chloro-6- (4,6-dimethoxy-pyrimidin-2-ylthio) -benzoic acid sodium salt, pyrithiobac-sodium, 3,7- dichloro-quinoline-8-carboxylic acid (quinchloroac), (ethyl, tetrahydro-2-furanyl-methyl ester) (R) -2- [4- (6-chloro-2-quinoxalinyloxy) -phenoxy] -propionic acid (kizalofop-ethyl, -P- tefuryl), 2-difluoromethyl-5- (4,5-dihydro-thiazol-2-yl) -4- (2-methyl-propyl) -6-trifluoromethyl-pyridine-3-carboxylic acid (thiazopyr) methyl ester, (3,5 , 6-trichloro) With pyridin-2-yloxy acetic acid (triclopyr), N - [[(4,6-dimethox '2 ~ pyrimidinyl) amino] -ca rbonil] 3- _(2/2/2, "trifluoroethoxy) -2 t1iridinsulfonamid-sodium salt (trifloxysulfuron), N- [4-dimethylamino-6- (2,2,2-trifluoroethoxy) -1 _/ 3,5-triazin 2-yl] N '- (2-methoxycarbonyl-phenylsulfonyl) -urea (triflusulfuron-methyl), N41 (4,6 dimethoxy-2-pyrimidin-yl) -amino] -carbonyl] -3- (Mmethyl-N' methylsulfonyl- amino) -2-pyridine-sulfonamide (cf. WO-A92 / 10660), (group 2 active substances) and, optionally, (c) a crop enhancing compound of the following group of compounds:

4-dichloroacetyl-1-oxa-4-aza-spiro [4.5] -decane (AD-67), 1-dichloroacetyl-hexa-hydro-3,3,8-dimethylpyrrolo [1,2-a] pyrimidin-6 (2H) -one (dicycponone, BAS-145138), 4-dichloroacetyl-3,4-dihydro-tri-methyl-2H-1,4-benzoxazine (enoxacor), 5-chloro-quinoline-8-oxyacetic acid 1-methyl-hexyl ester (cloquintocetmexyl) , a- (cyanomethoxyimino) phenylacetonitrile (tiometrinyl), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2-propenyl) -acetamide (DKA-24), 2, 2-dichloro-N, N-di-2-propenyl-acetamide (dichloromide), 1 '1- (4-methylphenyl) -N' - (1-methyl-1-phenyl-ethyl) -urea (dimron), 4,6 dichloro -2-phenyl-pyrimidine (fenclorim), ethyl ec 1 (2,4-Dichloro-phenyl) -5-trichloromethyl-1H-1,2,4-triazole-3carboxylic acid (phenchloroazole-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5- carboxylic acid (flurazole), 4-chloro-N- (1,3-dioxolan-2-yl-methoxy) -atrifluoro-acetophenoxime (fluxophenim), 3-dichloro-acetyl-5 (2-furanyl) -2,2- dimethyl-oxacolidine (furylazole, 139C 139C0), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diothyl4- (2,4-dichlorophenyl) -4,5-dihydro · -

5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyrid-diethyl), 2-dichloromethyl-2methyl-1,3-dioxolane (MG-191), 1,8-naphthalic acid anhydride, and <1,3 ”dioxolane - N-ylmethoxyimino) phenylacetonitrile (oxabetrinyl), 2,2-dichloro-N- (1,3 dioxolan (TM) 2-ylmethyl) -N- (2-chlorophenyl) -acetamide (PPG4292),

3-dichloroacetyl 2,2-dimethyl-oxazolidine (R-28725), 3-dichloroacetyl2,2,5-trimethyl-oxazolidine (R-29148), 1- (2-chlorophenyl) -5phenyl: yl ΊΗ- pyrazole-3-carboxylic acid and N- (2-methoxybenzoyl) -4 - [(methylamino-carbonyl) amino] -benzenesulfonamide (active substances of group 3).

Preferred meanings of the groups listed in the above formula (I) are explained below.

Ar is preferably optionally substituted with fluorine, chlorine, bromine, methyl, ethyl or trifluoromethyl phenyl.

Het is preferably 1,2,4-thiadiazolyl or 1,3,4thiadiazolyl which is substituted by fluorine, chlorine, bromine or, if appropriate, optionally substituted by fluorine and / or chlorine, methyl, ethyl, n- or i- propyl or phenyl.

R is preferably methyl, ethyl, n- or i-propyl, η-, ϊ-, s- or t-butyl, 2-propenyl, 1-methyl2-propenyl, 2-butenyl,

2-propynyl, 1-methyl-2-propynyl, 2-butynyl.

Ar is particularly preferred for optionally substituted with fluorine, chlorine, bromine, methyl or trifluoromethyl phenyl.

Het is particularly preferred for 1,2,4-thiadiazolyl or 1,3,4-thiadiazolyl which is substituted with fluorine, chlorine, bromine C or optionally substituted with fluorine and / or chlorine methyl, ethyl or phenyl.

R is particularly preferred for methyl, ethyl, n- or propyl, η-, ί-, s- or Eoutyl, 2-propenyl, 1-methyl-2-propenyl,

2-butenyl, 2-propynyl, 1-methyl-2-propynyl, 2-butynyl.

Ar is most preferably optionally substituted with fluorine or chlorine phenyl.

Het is most preferred for 1,3,4-hyadiazolyl which is chlorine, bromine or fluorine and / or chlorine methyl substituted.

R is most preferably methyl, ethyl, n- or i-propyl, η-, Ϊ-, s- or t-butyl.

Examples of mixing partners according to the invention with the compounds of formula (I) used are:

N-1-propyl-1'-1-phenyl-a- (5-trifluoromethyl-1,3,4thiadiazol-2-yloxy) -acetamide, N-propyl-N- (2-chloro-phenyl) a - ( 5-Trifluoromethyl-1,3,4-thiadiazol-2-yloxy) -acetamide, N-propyl-N- (3-chloro-phenyl) -α- (5-trifluoromethyl-1,3,4-thiadiazole-2- yl-oxy) -acetamide, N-propyl-N- (4-chloro-phenyl) α- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetamide, N-propyl- N- (2-fluoro-phenyl) -α- (5-trifluoromethyl-1,3,4thiadiazol-2-yloxy) -acetamide, N-1-propyl-N- (3-fluorophenyl) -α- (5 -trifluoromethyl-1,3,4-thiadiazol-2-yloxy) acetamide, N4-propyl-N- (4-fluoro-phenyl) -α- (5-trifluoromethyl-

1,3,4-Thiadiazol-2-yl-oxy) -acetamide.

Compound IF-propyl-N- (4flusrfenil) -a- _{(5trifluormetil-1,3,4!} ^- iadiazol-2-yl-oxy) -acetamide (flufenacet) - designated hereinafter as the compound (14) particularly highlights as the compounding compound of formula (I) ·

The compounds of formula (I) are described in the patent applications mentioned above, respectively.

The active substances of Group 2 may be assigned, according to their chemical structure, to the following classes of active substances:

Amides (eg beflubutamide), arylhegerocyclen (e.g., acephenidine, benzfendizone, butafenacyl-allyl, quinidone-ethyl, fluazole g, flumioxazine, oxacyclomephene, profluazole, mraflufen-ethylpyrxoxypropoxypropoxypropoxypropoxyloxypropoxypropoxy) -butyl, haloxyfop-P-methyl, cisalofop-P-ethyl), carboxylic acid derivatives (eg kinclorac, triclopyr), chloroacetamides (eg dimethenamide-P, propisochlor), cyclohexanediones (eg butroxidim, kpefoxidim, cycloxydimines (e.g. benfluralin, cut ), Imidazolinones (e.g. imazamox), isoxazoles (.trimer isoxachlortole), pyridines (for example, thiazopyr), pyrimidinyl (thio) benzoates (for example ^w pyribenzoxim, pyriftalid, pyriminobac-methyl, piritiobaknatriy), sulfonylureas (e.g., azimsulfuron, flupisulfuron-methyl-sodium , foramsulfuron, iodosulfuron-methyl-sodium, mesosulfuron, trifloxysulfuron, triflusulfuron-methyl), tetrazolinones (eg fentrazamides), triazoles (eg amitrol), triazolinones (eg flucarbazocarbazonitrins, e.g. Ulam-methyl, diklozulam, florasulam) griketoni (for example mesotrione).

Mixing components are particularly emphasized

With the active substances of group 2:

azimizulfuron, beflubutamide, bfafenacil-alil, quinidone-ethyl, cloranzulam-methyl, klepoxidim, diclozulam, fenoxaprop-ethyl, florazalam, flupirsulfuron-methylnathiazolofrazol, forazulfuron, forzol sodium, pyriftalide, pyrithiobac sodium, kinclorac, trifloxysulfuron.

Of this group of greatest interest, the mixing component is beflubutamide.

Further from this group of major interest, the blending component is butafenacyl-allyl.

Further to this group of major interest, the compounding component is quinidone-ethyl.

Further to this group of major interest, the mixing component is cloxoxime.

Further of this group of greatest interest as the blending component is chloronsulam-methyl.

Further from this group of greatest interest as the compounding component is diclosulam.

Further of this group of greatest interest as the blending component is fluorosalam.

Further to this group of greatest interest, the blending component is flupyrsulfuron-methyl-sodium.

Further from this group of greatest interest as the compounding component is forfuron turon.

Further of this group of greatest interest as the blending component is imazamox.

Further from this group of major interest as the blending component is iodosulfuron-mstyl-sodium.

Further of this group of greatest interest as the blending component is isoxahlortol.

Further of this group of greatest interest as the blending component is mesosulfuron.

Further of this group of greatest interest as the compounding component is oxacyclomonephone.

Further from this group of major interest, the miscible component is procarbazone sodium.

Further from this group of major interest, the compounding component is trfloxisulfuron.

Preferably, the agents of the invention contain one or two active substances of group 1, one to three active substances of group 2, and optionally one active substance of group 3.

In particular, the agents according to the invention comprise one active substance of group 1, one or two active substances of group 2, and optionally one active substance of group 3.

It has surprisingly been found that the above-defined combinations of the active compounds of heteroaryloxy-acetamides of formula (I) and the abovementioned group 2 active substances with relatively good tolerance by cultivated plants have particularly high herbicidal efficacy and can be used in different crops, specially in barley, potatoes, maize, rice, soybeans and wheat, for the selective control of monocotyledonous and dicotyledonous weeds and may also be used to combat monocotyledonous and dicotyledonous weeds in the semi- and non-selective region .

Surprisingly the herbicidal efficacy of

With the combinations of active substances according to the invention, compounds of the above groups 1 and 2 - is significantly higher than the sum of the action of the individual active substances.

Therefore, there is an unanticipated synergistic effect, not just a complement to the action. New combinations of active substances are well tolerated in many crops, and new combinations of active substances work well in otherwise difficult to remove weeds. Thus, new combinations of active substances represent a valuable enrichment for herbicides.

The synergistic effect of the active substance combinations according to the invention is particularly pronounced at certain concentration ratios. The weight ratios of the active substances in the combinations can vary over a relatively wide range. Generally, 0.01 to 1000 parts by weight, preferably 0.02 to 500 parts by weight, and particularly preferably 0.05 to 100 parts by weight, group 2 active substance or substances, are given per portion by weight of the active substance of formula (I).

The active ingredients of group 3 are particularly emphasized as mixing components:

(1-methyl-hexyl ester) of 5-chloro-quinoline-8-oxy-acetic acid (cloquintocet-mexyl), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl) and diethyl-1 - (2,4-dichloro-phenyl) -4,5-dihydro-5-methyl-1H-pyrazole-

3,5-dicarboxylate (mefenpyr-diethyl) for improving the tolerability of cereals, as well as 4 ™ dichloroacetyl-1 oxa ~ 4-aza ~ spiro [4.5] decane (AD-67), 1-di? loracetylhexahydro-3,3,8a-trimethyl-pyrrolo [1,2-a] pyrimidin-6 (2H) -one C (BAS-145138), 4-dichloroacetyl3, 4D / 1Hydro-3 “Methyl-2H-1, 4- benzoxazine (benoxacor), 2,2-dichloro-N, N-di-2-propenylacotamide (dichloromide), 2,2-dichloro-N '(2-oxo-2- (2-propenylamino)' ethyl) -N- (2-propenyl) -acetamide (DKA-24), 3-dichloroacetyl "5- (2" furanyl) -2,2-dimethyl-oxazolidine (f / riazol, ί ΙΟΝ 13900), 3-dichloroacetyl-2,2 , 5-trimethyl-oxazilidine (R-29148) for improved tolerability of maize.

Examples of combinations of active substances according to the invention - in certain cases also with safesigel - include:

flufenacet + azimsulfuron, flufenacet + beflubutamid, flufenatse · + beflubutamid + mefenpirdietil, flufenacet + beflubutamid + cloquintocet-mexyl, flufenacet + butafenacil-allyl, flufenacet + kinidonetil, flufenacet + clefoxydim, flufenacet + diklozulam, flufenacet + fenoxaprop-P-ethyl + mefenpyr -diethyl, flufenacet + florazulam, flufenacet + florazulam + mefen-diethyl, flufenacet + florazulam + clokintocetmexil, flufenacet + flupirsulfuron-methylphenylphenylphenylphenylphenylphenylphenylphenyl sodium, flufenacetal, flufenamide, hydrofluorocarbamide; forasulfuron + 6-fluorescenate + fluorescenate + fasfenacet + mazamaxam, flufenacet + yodosulfuronmethyl sodium, flufenacet + yodosulfuron-methyl-sodium + C mefenpir-diethyl, flufistecet + yodosulfufron-methyl-sodium , flufenac et + oxacyclomonephone, flufenacet + g of carbazone-sodium, flufenacet + procarbazone-sodium + mefenpyr-diethyl, flufenacet ·! pre-carbazone-sodium h-cloquintocet-mexyl, flufenacet-pyriftalide, flufenacet-pyrithiobac-sodium, flufenac;

+ kinklorak. flufenacet t trifloxisulfuron.

Unsurprisingly, of the many known gals or antidotes that are capable of antagonizing the deleterious effect of a herbicide on cultivated plants, the abovementioned compounds of group 3 are suitable for approximately completely eliminating the deleterious effects of compounds of formula (I). and their salts, optionally also in combination with one or more of the abovementioned active substances of group 2, without prejudice to herbicidal efficacy against weeds.

The following group 3 active substances have also been found according to the invention without the addition of a group 2 active ingredient particularly suitable for increasing the tolerance of cultivated plants to the active substances of formula (I):

1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo [1,2-

a] -pyrimidin-6 (2H) -one (dicyclonone, BAS-145138), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadiphenyl), diethyl-1- (2,4 ~ dichlorophenyl) - 4,5 ~ dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 3-dichloroacetyl-2,2-dimethyl-p-oxazolidine (R-28725), 3-dichloroacetyl-2,2,5- trimethyl-oxazolidine (R-29148) and 1- (2-chloro-phenyl) -5-phenyl-1H-pyrazole-3-carboxylic acid methyl ester.

The beneficial effect of the tolerance of the crop plants on the combinations of active substances according to the invention is particularly pronounced at certain concentration ratios. However, the weight ratios of the active substances in the combinations can vary over a relatively wide range. Typically, an active ingredient of formula (I) or mixtures thereof with active substances of group 2 cc per 1 wt% will fall from 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight, and particularly preferably 0.1 to 10 parts by weight of active substance or active substances from group 3.

All plants and plant parts can be treated according to the invention. By this, plants are understood to mean all plants and plant populations as desirable and unwanted wild plants or cultivated plants (including naturally occurring cultivated plants). Crop plants may be plants that can be obtained by conventional methods of selection and C-optimization, or by biotechnological or gene-technological methods, or by combinations of these methods including transgenic plants and including protected crop varieties and non-protected plant species. Plant parts should be understood to mean all aboveground and underground parts of the plant and organs of the plant such as shoots, leaves, flowers and roots, with examples of leaves, needles, stems, trunks, flowers, fruiting bodies, fruits and seeds as well as roots, tubers and rhizomes. Plant parts also include vegetative and generative C material such as plugs, bulbs, rhizomes, seedlings and seeds.

The treatment according to the invention of plants and parts of plants with the active substances is made directly by affecting their environment, place of life or storage by the usual methods, for example, immersion, spraying, evaporation, misting, sprinkling, spreading and, in particular, seeds through one a few layered wrappers,

For plants obtained by biotechnology and gene technology, or by a combination of these methods, those plants which tolerate the so-called 4HPPD-, EPSP- and / or PPO-suppressing substances, eg acurone plants, are highlighted.

The active substances according to the invention can be applied, for example, to the following plants:

Bi-weekly weeds of the species: obutilon, amaranthus, ragweed, anode, antemis, aphanes, atriplex, belis, biden, capella, cardius, cassia, centaurea, henopodium, cirrhus, convolvulus, datura, desmodephin, gemodium, , gallium, hibiscus, ipomoea, kohia, lamium, lepidium, linderia, matricaria, mint, mercurialis, mulugo, myozotis, papyrus, paintitis, plantago, polygonum, purslane, ranunculus, rafanus, roripax, rotanas, roripas, rotisal , sida, synapsis, solanum, sonhus, sphenoclea, stellaria, taraxakum, tl sleep, trifolium, urticaria, Veronica, Viola, xanthium.

Bi-weekly crops of the species: peanut, beta, brassica, cucumber, cucurbit, helianthus, daucus, glycine, gossipium, ipomoea, lacguka, linum, lycopersicone, nicotiana, faseolus, pisum, solanum, vicia.

Monocotyledonous weeds from the walls: aegylops, agropiron, agrostis, allopecurus, opera, avenas, brachyaria, bromus, cencus, camelina, cynodone, cyperus, dactyloctenium, digitari, echinochloa, eleohrastis, eleuserbite, eleiocharis, elehruset , ischaumum, leptochloa, lollium, monochoria, panicum, gazpzh / m, fala rice, phleum, poa, rotboelia, sagittarius, scorpus, setaria, sorghum.

Monocotyledonous cultures of the species: allium, pineapple, asparagus, aries, chordum, oriental, panicum, saccharum, shekale, sorghum, triticale, cea.

The use of the combinations of active substances of the invention is by no means limited to these species but extends in the same way to other plants.

The active substance combinations used according to the invention can be used as in

With conventional tillage methods (crops in rows with a suitable distance between them) for planting crops (eg grapes, fruits, citrus fruits) and for industrial and rail plantations, on roads and plants, but also for the treatment of stubble and method of minimal tillage. They are furthermore suitable as a burner (for example, weeding in potatoes) or as defoliants (for example in cotton). And they are also suitable for use on fallow land. Areas of application are also nurseries, forests, green areas and ornamental plants.

With the combinations of active substances may be converted into the customary formulations such as solutions, emulsions, wettable powders, suspensions, powders, dusts means under, py ^d I, soluble powder, granule them, suspension emulsion concentrates, impregnated with active substances, natural and synthetic substances as well as the finest encapsulations in polymeric substances.

These formulations are prepared but in a known manner, for example, by mixing the active substances with excipients, i.e., / solvents and / or ns: further substances, optionally when using surfactants, e.g.

emulsifying agents and / or dispersing agents and / or foaming agents.

In the case of the use of water as filler, for example, organic solvents may also be used as adjuvants. Liquid solvents are essentially: aromatic hydrocarbons such as xylene, toluene or alkylnaphthalene, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons, oils such as cyclone oils, cyclone oils, cyclone oils alcohols such as butanol or glycol as well as their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, highly polar solvents such as dimethylformamide and e sulfoxide, and water.

As solid media, these are:

for example, ammonium salts and natural mineral flours such as kaolin, aluminum talc, chalk, quartz, attapulgite, montmorillonite or infuser soil and synthetic mineral Q oils such as fo dispersed silicic acid, aluminum oxide and silicates; solid granulate carriers include: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite as well as synthetic granules of inorganic and organic flour as well as granules of organic material such as wood flour, coconut shells, coconut shells corn and tobacco stems; as emulsifying and / or foaming agents, these include: for example, non-ionic and anionic emulsifiers such as polyoxyethylene fatty acid ester, polyoxyethylene fatty alcohol, for example alkylarylpolyglycolester, alkylsulfonate, alkylsulfate, arylsulfonyl sulfate; dispersing agents include: for example ligninsulphite alkali and methyl cellulose.

Adhesives such as carboxymethylcellulose, natural and synthetic powders, granular or latex-like polymers such as arabic gum, polyvinyl alcohol, polyvinyl acetate as well as natural phospholipids such as cephalin and lecithin and synthetic phospholipids may be used in the formulations. Other additives may be mineral and vegetable oils.

Dyes such as inorganic pigments, for example, iron oxide, titanium oxide, feriferocyanide, and organic colorants such as alizarin, azoi metal phthalocyanine dyes, and nutrients in micro-quantities such as salts of ca, iron, manganese, boron, copper, cobalt, and cobalt, may be used.

Typically, the formulations contain between 0.1 and 95% by weight of active substances, preferably between 0.5 and 90% by weight.

The active substance combinations according to the invention are usually administered in the form of formulations. The active ingredients contained in the combinations can also be mixed as separate formulations, e.g. can be used in the form of tank mixtures.

Further, new combinations of active substances as such or in their formulations may also find application in admixture with other known herbicides, in which case formulations or tank mixtures are again possible. It is also possible to mix with other known active substances such as fungicides, insecticides, acaricides, nematicides, poultry protection agents, growth substances, nutrients and soil improvers. Furthermore, for certain application purposes, in particular in the post-germination method, it may be useful to add to the formulations more substances such as plant-borne mineral or vegetable oils (for example, the commercial preparation Oleo DuPont 1 IE) or ammonium salts such as ammonium sulfate or ammonium rhodanide.

The new combinations of active substances may, as such, in the form of their formulations or of the forms obtained by dilution, be administered as ready-to-use solutions, suspensions, emulsions, powders, pastes and goanulates. The administration is in the usual way, for example, by watering, injecting, spraying, misting or sprinkling.

The combinations of active substances according to the invention can be applied before and after germination of the plants, therefore by the method before and after germination. They can also be introduced into the soil before sowing.

A synergistic effect on herbicides always occurs when the herbicidal action of the combination of ajuvids is greater than that of the separately administered active substances.

The expected action for a combination of two herbicides can be calculated as follows (ι equal to COL8Y,

S.R .: Calculating synergistic and antagonistic responses to herbicide combinations Weeds 15, Seiten 20-22, 1967):

When

X =% damage by Herbicide A (active substance of Formula I) at p kg / ha amount of application and

Y =% damage by herbicide B (active substance of formula ^d 1) at q kg / ha amount of application and

E = expected damage from herbicides A and B at p and q kg / ha amount of application, then

E = X + Y - (X * Y / 100).

If the actual damage is greater than the calculated one, then the effect of the combination is additive; has a synergistic effect.

The active substance combinations of the present invention really show the property that their herbicidal action is greater than calculated, i. E. that

With new combinations of active substances they act synergistically.

Claims

Claims (10)

Claims (1-methyl-hexyl ester) of 5-chloro-quinoline-8-oxy-acetic acid (cloquintocet-mexyl), ethyl-4,5,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl) and diethyl- 1 "(2,4-Dichloro-phenyl) -4,5-dihydro-5-methyl" 1H-pyrazoleC 3,5-dicarboxylate (mefenpyrid-diethyl) for enhancing tolerance in cereals as well as 4-dichloroacetyl-1 oxa ~ 4-aza ~ spiro [4.5] "decane (AD-67), X-dichloroacetylhexahydro-3,3,8a-trimethyl-pyrrolo [.1,2-a ¹ _g pyrimidine-6 (2H)" He (BAS445138) , 4-dichloroacetyl-3,4 "dihydro-3-methyl-2H-1,4benzoxazine (benoxacor), 2,2-dichloro ~ M, M - di-2 ~ propenyl" acetamide (dichloromide), 2,2 ™ breath organo-N "(2-oxo-2 .- (2r! ropenilamino) -ethyl) 'N' (2-propenyl) Ztsotamid (DKA-24), 3di) a1ora1 [ethyl '5' (2 'furanyl) -2 _; 2-dimethyl-oxazolidine (furylacol, MGN43900), 3 ~ dichloroacetyl-2,2,5-trimethyloxazolidine (R-29148). 1-methyl-2-propynyl, 2-butynyl. 1-propenyl-acetamide (petoxamide), 2 [[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl) -carbonyl] methyl ester ] -amino] -sulfonyl] -benzoic acid sodium salt (procarbazone sodium), 1-chloro-1 '1- [2 ~ chloro-4-fluoro- 1,2,4-triazole-1-carboxamide-sodium salt (flucarbazonate), ethyl- (2-chloro-4-fluoro-5- (5-methyl-6-oxo-4trifluoromethyl-1 (6H) -pyridazinyl) - phenoxy] -acetate (flufenpyr), 2- (7 ~ fluoro-3,4-dihydro-3-oxo-4- (2-propynyl) 2H-1,4-benzoxazin-6-yl] -4,5, b , 7-tetrahydro-1H-isoindole-1,3dione (flumioxazine), N- (4,6-dimethoxy-pyrimidin-2-yl) -N- (3methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) urea -Sodium salt (flupyrsulfuron-methyl-sodium), 2 [([[(4,6-dimethoxy-2-pyrimidinyl) -amino] -carbonyl] -amino] ·· sulfonyl] -4-formylamino-N, N-dimethyl -benzamide (foramsulfuron), (methyl, 2-ethoxy-ethyl , (R) -2- [4 ~ (3-Chloro-5-trifluoromethyl-pyridin-2-yl "OXi) phenoxy] -propionic acid butyl ester (haloxyfop, -meg, P methyl, -ethoxyethyl, - butyl), 2- (4,5 ~ dihydro-4-methyl-4- (1-methylethyl) - 1 (2H) 'Pyrimidinylphenoxy] metal] -5ethyl' phenoxy-propanoic acid (benzphendisone), 3- (2-chloro-4-methylsulfonylbenzoyl) -4-phenylthio-bicyclo- [3.2.1] -oct-3-en-2- he (benzobicyclone), [1,1-dimethyl-2-oxo-2- (2-propenyloxy)] 2-chloro-5- (3, 6-dihydro-3-methyl-2, 6-dioxo- ethyl ester) 4 Trifluoromethyl-1 (2H) ~ pyrimidinyl) -benzoic acid (butafenacyl-allyl), 2- (1-ethoxyiminopropyl) -3-hydroxy-5 [2,4,6-trimethyl-3- (1-oxo-butyl) ) -phenyl] -2-cyclohexen-1-one (butroxyxim), 2- [1 - [(3-chloro-2-propenyl) -oxy-imino] -propyl] -3-hydroxy-5- (tetrahydro-2H) -pyran-4-yl) -2® cyclohexen-1-one (caloxyxim, tepaloxidime), et 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo2H-isoindol-2-yl) -phenyl] 2-propane hunting ester acid (cydinsnethyl), 2- [1- [2- (4-chloro-phenoxy)] - propoxyaminobutyl] -5 (tetrahydro-2H-thiopyran-3-yl) -1,3-cyclohexanedione (kepofoxidime), (E , E) - (F) 2 [1 "[[((3Chloro-2-propyl) -oxy]" imino] -propyl] -3-hydroxy) 2-cyclohexen-1-one (cletodim), ethyl ester 3 -chloro-2 - [[(5-ethoxy-7-fluoro [1,2,4] triazolo [1,5- c] pyrimidin-2-yl) sulfonyl] amino] -benzoic acid (chlorensulam-methyl), C 2 "( 1-ethoxyminobutyl) -3Hydroxy-5 (tetrahydro-2H “Thiopyran 3yl) -2-cyclohexen-1-one (cyclohexidime), N - (2,6-dichlorophenyl) "5" ethoxy "7" fluorine "[1,2,4] -triazolo- [1,5-c] -pyrimidine- 1. Agents containing an effective amount of one combination of active substances consisting of (a) one heteroaryloxy-acetamide of the general formula (I) R I C (I) in which With Ar stands for, in a given case substituted by hgaogen, Ci-C ₄ alkyl or C 1 -C ₄ -haloalkyl, phenyl, Het stands for thiadiazolyl which is substituted by halogen or by respectively in given case substituted by halo _Ci-4 alkyl or phenyl, and R stands for alkyl, alkenyl or alkynyl of up to 4 carbon atoms, respectively (active substances in group 1) and (b) one or more compounds of a second group of herbicides, which contains the following active C substances: 1H4,2,4-triazol-3-amine (amitrol), 2- [2,4-dichloro-5- (2lropinyloxy) -phenyl] 5, 6,7,8-tetrahydro-4,2,4-triazolo ” [4,3a] "Pyridin-3- (2H) -one (azafenidin), N" (4,6-dimethoxypyrimidin-2-yl) -N ^/ [1-methyl] 4- (2-methyl-2H-tetrazole ~ 5-yl) -1H "pyre: zol5ylsulfonyl] -urea (azimsulfuron), N-benzyl-2 (4" fluoro-3trifluoromethyl "f (^ nooxy) -buganamide (beflubutamide), N-butyl-Ν-er yl · 2,6-Melon-4-trifluoromethyl-benzenamine (Benfluralia), methyl ester of 2. Means according to claim 1, characterized in that in formula (I) Ar is optionally substituted with fluorine, chlorine, bromine, methyl, ethyl or trifluoromethyl phenyl. Het stands for 1,2,4-thiadiazolyl or 1,3,4-thiadiazolyl, which is substituted by fluorine, chlorine, bromine or, respectively, in C, optionally substituted by fluorine and / or chlorine, methyl, ethyl, plypropyl or phenyl. R stands for methyl, ethyl, n- or i-propyl, η-, l ·, s- or t-butyl, 2-propenyl, 1 “Methyl 2-propenyl, 2-butenyl, 2-propynyl, 2-yl-oxy) -Genoic acid (1-pyrimino-benzyl-yl), 2-chloro-6- (4 _/ 6-dimethoxy-pyrimidin-2-yl-thio) -benzoic acid sodium salt (pyrithiobac-sodium) , '57 Dichloro-quinoline-8 · carboxylic acid (kinchloroac), (ethyl, tetrahydro-2 · furanyl-methyl ester) (R) -2 {·: ..... (6-chloro-2quinoxalinyloxy) phenoxy] - propanoic acid (cisalofop-R-ethyl, -P-tefuryl), 2-difluoromethyl-5,4,5-dihydro-thiazol-2-yl) -4 "(2" Methyl-propyl) 5-trifluoromegyl pyridine-3-carboxylic acid methyl ester (tizopyr), (3,5,6-trichloro) ·· pyridin-2-yl-oxy-acetic acid (triclopyr), N - [[(4,6dimethoxy-2-pyrimidine) dinyl) -amino] -carbonyl] -3- (2,2,2-trifluoro-ethoxy) -2-pyridinesulfonamide-sodium salt (trifloxysulfuron), N - [4-dimethylamino-6- (2,2,2-trifluoroethoxy) -1 , 3,5-triazin-2-yl] -N '- (2-methoxycarbonyl-phenylsulfonyl) -urea (triflusulfuron-methyl), N - [[(4,6 dimethoxy-2-pyrimidin-yl) -amino] -carbonyl ] -3- (N-methyl-methyl-sulfonyl-amino) -2-pyridine-sulfonamide (cf. WO-A92 / 10660) (group 2 active substances) and, as appropriate, an additional (c) an enhancer of crop tolerance compound from the following group of compounds: (R) -2- (4- (5-Trifluoromethyl-pyridin-2-yloxy) -phenoxy] -propionic acid (fluazifop-P-butyl) 2-sulfonamide (florasulam), butyl ester, 4,5-dihydro- 3-methoxy-4-methyl-5-oxo-1 '- ((2-trifluoromethoxy-phenyl) -sulfonyl] -1H- 2-sulfonamide (diclosulam), 2- [1 - [(3,5-difluoro-3-enyl) -aminocarbonyl-hydrazono] -ethyl] -pyridine-3-carboxylic acid (diflufenzopyr), (S) -2-xnop -N- (2,4-dimethyl-3-thienyl) -N- (2methoxy-1-methyl-ethyl) -acetamide (dimethenamide-P), 2- [2- (3-chloro-phenyl) oxir: 1-yl-methyl ] -2-ethyl-1H-indium-1 _/ 3 (2H) "Dion (epropopane), (1) -ethyl-2- [4 ~ (6"Chlorobenzoxazol.L2''Yloxy) ~ phenoxy] - propanoate (phenoxaprop-P-ethyl), N- (2,6-difluoro-phenyl) -8-fluoro-5-methoxy <1 _/ 2,4] -triazolo- [1,5-c] 11-imidine25 2- [2- [4- (3,6 "dihydro" 3-methyl-2,6-dioxo ..... 4-glyfluoromethyl- 3. The means of claim 1, wherein the heteroaryloxy-acetamide of the general formula (I.) is the compound <RTI ID = 0.0> (</RTI> <4 φ / lyopyl]) el · yl) α · (.5 ”τp ( bromo-methyl'-l, 3,4 "tig.diazole" 2'-yl · oxi) -acetac ^ 1id (flufenacet). 3-dichloroacetyl-2,2-dimethyl-oxazolidine (R-28725), 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148), 1- (2-chlorophenyl) -5-phenyl- 1H-pyrazole-3-carboxylic acid and N- (2-methoxybenzoyl) -4 - [(methylamino-carbonyl) -amino] -benzenesulfonamide (active substances of group 3). Means according to any one of claims 1 to 3, characterized in that the compounds of the second group of herbicides (component (b)) are selected from the following active substances: azizulfuron, beflubutamide, butafenacil-allyl, quinidone-ethyl, kloxoxidime, clorazulam-methyl, diclozulam, fenoxaprop-ethyl, flourazolam, flupirsulfuron-methylnathiazol, frazulfuron, isozamflufos, frazolfuro pyriftalide, pyrithiobac sodium, kinclorac, trifloxysulfuron. 4-dichloroacetyl-1-oxa ~ 4-aza-spiro [4.5] -decane (AD-67), 1-dichloroacetyl-hexa-hydro-3,3,8a-trimethylpyrrolo [1,2-a] pyrimidine-6 (2H) -one (dicyclone, BAS-145138), 4-dichloroacetyl-3,4-dihydro-tri-methyl-2H-1,4 benzoxazine (benoxacar), 5-chloro-quinoline-8-oxyacetic acid 1-methyl-hexylester ( cloquintocetmexyl), α- (cyanomethoxyimino) with 'phenylacetonitrile (tiometrinyl), 2,2-dichloro- (2-oxo-2- (2 · propenylamino) -ethyl) N - (2 propenyl) -acetamide (DKA-24 ), 2,2dichloro - ^^ di-2 ~ propenyl-acetamide (dichloromide), M- (4-methylφ6Ηππ) -Ν ^, - (1-Μβτππ-1-φ6! Ϊ́πη · σΓπη) 4 <3ρδ3ΜΗΑ (dimron), 4,6 Dichloro-2-phenyl-pyrimidine (fenchporim), ethyl 1 (2,4-Dichloro-phenyl) 5-trichloromethyl-1H-1,2,4-triazole-3carboxylic acid ester (phenchlorazole-ethyl), 2-chloro-4-trifluoromethyl-thiazole-5-carboxylic acid (flurazole) ester ), 4-chloro-N- (1/3-dioxolN''2'YL'-methoxy) -atrifluoro-acetophenoxime (fluxophenyl), 3-chloro-acetyl-S (2-furanyl) '2,2-dimsgyl- oxacolides1 ·! (furylazole, ΜΟΝ28 13900), ethyl-4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl-1- (2,4-dichlorophenyl) -4,5-dihydro- 4-carbonitrile (pyraclonyl), ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1-yl) and razol-3-yl) -4-fluorophenoxy] -acetate (piraflufen-ethyl), 6 -chloro-3-phenylpyridazin-4-ol (pyridatol), 7 - [(4,6-dimethoxy-2- With pyrimidinyl) -thio] -3-methyl-1 (3H) “Isobenzofuranone (pyriftalide), 2- (4,6-dimethoxy-pyrimidine- methyl ester- Means according to one of Claims 1 to 4, characterized in that the plant tolerant compounds (component (c)) are selected from the active substances listed below: 5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyrid-diethyl), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 1,8-naphthalic acid anhydride, a- (1, 3-dioxolan-2-yl-methoxyimino) phenylacetonitrile (oxabetrinyl), 2,2-dichloro-N- (1,3-dioxolan-2-yl-methyl) -1H- (2-propenyl) -acetamide (PPG-1292), 5 - [(65,7aK) -6-fluoro-tetrahydro-1,3-dioxo-1H-pyrrolo [1,2-c] ^w imidazol-2 (H) -yl] phenyl] -methanesulfonamide (profluazol) , (R) - [2 - [[(1-methyl-ethylidene) -amino] -oxy] -ethyl] -2- [4- (6-chloro-2-quinoxalinyloxy) -phenoxy] -propanoad (propacisafop), 2-chloro- N- (2-ethyl-6-methyl · phenyl) -N - [(1-methyl-ethoxy) -methyl] acetamide (propisochlor), 1- (3-chloro-4,5,6,7-tetrahydropyrazolo [ 1,5-a] pyridin-2-yl) -5- (methyl-2-propynylamino) -1H-pyrazole- 5-oxo-1H-imidazol-2-yl] -5 ~ (methoxymethyl) -3- With pyridinecarboxylic acid (imazmox), N-methoxy-bromethyl4,3,5 ™ triazin2-yl) N, (5-iodine-2 "MethoxycarbonylL-phenylsulfonyl) -urea - sodium salt (iodosulfuron glnate), (2-chloro-sodium), (2-chloro-4-chloro) methyl sulfonyl-phenyl) - (5-cyclopropyl) or isoxazol-4-yl) -methanone (isoxahlortol), 2 [[[[(4,6-dimethoxy-2-pyrimidinyl) -amino] -carbonyl] '- carbonyl] - amino} sulfonyl] -4 - [[(methylsulfonyl) onyl] amino] methyl] benzoic acid (mesosulfuron), N- (4 "methylsulfonyl-2" Mitrobenzoyl) -1,3-cyclohexanediome (mesotrione), 3- (1- (3, 3-dichlorophenyl) -1-1-propyl] -2,3-dihydrob-methyl-3-phenyl-N-1,3 · oxazin-4-one (oxacycle omephon), 2-chloro-1- (3-ethoxy-4-nitro phenoxy) -4-trifluoromethyl-benzene (oxyfluorfen), 2- (2,2difluoro-ethoxy) -N- (5,8-dimethoxy- [1 , 2,4] triazolo [1,5-c] pyrimidin-2-yl) -6-trifluoromethyl-benzenesulfonamide (penoxzulam), 2-chloro-N- (2-ethoxy-ethyl) -N- (2-methyl- 1-phenyl- Means according to one of Claims 1 to 5, characterized in that 0.01 to 1000 parts by weight of the active substance or the active substances of the second group of herbicides (component (b) are added to one part by weight of the active substance of formula (I). )). Means according to one of Claims 1 to 5, characterized in that 0.001 to ® 1000 of an active substance of formula (I) or mixtures thereof with active substances of the second group of herbicides (component (b)) parts by weight of the active ingredient enhancing the crop or of the active ingredient enhancing the crop (component (c)). Use of one agent according to any one of claims 1 to 7 for combating unwanted plants. 9. A method for combating undesirable plants, characterized in that an agent according to any one of claims 1 to 7 affects undesirable plants and / or their living space. P A method for preparing a herbicidal agent, characterized in that one agent according to any one of claims 1 to 7 is mixed with surfactants and / or fillers.