ZA200202889B - Selective herbicides based upon 2,6-disubstituted pyridine derivatives. - Google Patents

Description

3 WO 01/35740 PCT/EP00/10917 v

Selective herbicides based on 2.6-disubstituted pyridine derivatives

The invention relates to novel herbicidal synergistic active compound combinations comprising, on the one hand, known 2,6-disubstituted pyridine derivatives and, on the other hand, known herbicidally active compounds and/or safeners and which can be used particularly successfully for the selective control of weeds in various crops of useful plants.

As herbicides with broad action, 2,6-disubstituted pyridine derivatives form part of the subject-matter of a number of patent applications (cf. EP-A 447 004,

WO-A 94/22833). However, the known pyridine derivatives have a number of gaps in their activity. The compatibility of these compounds with crop plants is likewise not entirely satisfactory under all conditions.

Surprisingly, it has now been found that a number of known active compounds from the group of the 2,6-disubstituted pyridine derivatives, used jointly with known herbicidally active compounds from different substance classes, show pronounced synergistic effects with respect to the activity against weeds, and that such broadly active compound preparations can be used particularly advantageously for the selective control of weeds in crops of useful plants, such as, for example, wheat.

Surprisingly, it has also been found that the 2,6-disubstituted pyridine derivatives, on their own or together with known herbicidally active compounds, when used jointly with the crop-plant-compatibility-improving compounds (safeners/antidotes) described below, prevent damage to the crop plants particularly well and can be used particularly advantageously as a broadly active combination preparation for the selective control of weeds in crops of useful plants, for example cereal.

The invention provides selective herbicidal compositions, characterized in that they comprise an effective amount of an active compound combination comprising hy ¢ bh v 2. (a) at Jeast one 2,6-disubstituted pyridine derivative of the general formula (I)

RAL. NW i J >R' 0) =

R3 in which

R! represents a 5- or 6-membered heterocycle comprising 1 to 3 nitrogen atoms which is optionally mono- or polysubstituted by halogenoalkyl and/or C;-Cs-halogenoalkyl or represents a phenyl! radical which is optionally mono- or polysubstituted by halogenoalkyl and/or C,-Cs3- halogenoalkyl,

R? represents a phenoxy radical which is optionally substituted by : halogenoalkyl and/or C;-C5-halogenoalkyl,

R® represents a hydrogen atom or methyl, and w represents oxygen or the group -CO-NH-, (“active compounds of group 17) and b) one or more compounds of a second group of herbicides comprising the active compounds mentioned below:

N-isopropyl-N-(4-fluorophenyl)-(5-trifluoromethyl-1,3,4-thiadi azol-2-yl- oxy)-acetamide (flufenacet, DE-A-38 21 600), 2-(2-methoxycarbonyl-

wv phenylsulphonylaminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H- 1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone- sodium, EP-A-507 171), 2-(2-trifluoromethoxy-phenylsulphonylamino- carbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium, EP-A-507 171), N-(3,4- dichlorophenyl)propanamide (propanil, DE-A 1039779), N-2-benzothiazolyl-

N,N’-dimethylurea (methabenzthiazuron, GB-A 1085430), 4-amino-6-(1,1- dimethylethyl)-3-(methylthio)-1,2.4-triazin-5(4H)-one (metribuzin,

DE-A 1795784), 4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5- oxo-1H-tetrazol-1-carboxamide (fentrazamide, EP-A 612735), 4-amino-3- methyl-6-phenyl-1,2,4-triazin-5(4H)-one (metamitron, DE-A 2138031), 2-(2- benzothiazolyloxy)-N-methyl-N-phenylacetamide (mefenacet,

DE-A 2822155), 4-amino-6-(1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin- 5(4H)-one (ethiozin, DE-A 1542873) or 1-methylethyl 5-[4-bromo-1-methyl- 5-(trifluoromethyl)-1H-pyrazol-3-yl]-2-chloro-4-fluorobenzoate ~~ (fluazolate,

WO-A 9206962) (“active compounds of group 2”), and optionally (c) additionally at least one crop-plant-compatibility-improving compound from the following group of compounds: 0-(1,3-dioxolan-2-yl-methoximino)-phenylacetonitrile (oxabetrinil), o-(cyanomethoximino)-phenylacetonitrile (cyometrinil), 4-chloro-N-(1,3-di- oxolan-2-yl-methoxy)-a-trifluoro-acetophenoneoxime (fluxofenim), 4,6-dichloro-2-phenyl-pyrimidine (fenclorim), 4-dichloroacetyl-3,4-dihydro- 3-methyl-2H-1,4-benzoxazine (benoxacor), 1-methyl-hexyl 5-chloro- quinoxalin-8-oxy-acetate (cloquintocet), 2,2-dichloro-N-(2-ox0-2-(2- propenylamino)-ethyl)-N-(2-propenyl)-acetamide (DKA-24), 1,8-naphthalic

‘% ‘e anhydride, ethyl 1-(2,4-dichloro-phenyl)-5-trichloromethyl-1H-1,2,4-triazole- 3-carboxylate (fenchlorazol-ethyl), phenylmethyl 2-chloro-4-trifluoromethyl- thiazole-5-carboxylate (flurazole), 3-dichloroacetyl-5-(2-furanyl)-2,2- dimethyl-oxazolidine (furilazole, MON-13900), 4-dichloroacetyl-1-oxa-4- aza-spiro[4.5]-decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N-(1,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acet- amide (PPG-1292), 2,2-dichloro-N,N-di-2-propenyl-acetamide (dichlormid),

N-(4-methyl-phenyl)-N’-(1-methyl-1-phenyl-ethyl)-urea (dymron), 1-dichlor- oacetyl-hexahydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-one (BAS- 145138), N-(2-methoxy-benzoyl)-4-(methylaminocarbonylamino)-benzene- sulphonamide, ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H- pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) (4-chloro-2-methyl-phenoxy)- acetic acid (MCPA), (+-)-2-(4-chloro-2-methylphenoxy)propanoic acid (mecoprop), 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148) and 2,4- dichlorophenoxyacetic acid (2,4-D) and its derivatives (“active compounds of group 3”), and optionally (d) additionally one or more compounds from a third group of herbicides comprising the active compounds mentioned below: 2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamide ~~ (aceto- chlor), 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoic acid sodium salt (acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzenamine (aclonifen), 2-chloro-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamide (alachlor), N-ethyl-N'-i-propyl-6-methylthio-1,3,5-triazine-2,4-diamine (ametryn), 4-amino-N-(1,1-dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)- 5-ox0-1H-1,2 4-triazole-1-carboxamide (amicarbazone), N-(4,6-dimethoxy-

pyrimidin-2-yl)-N-(N-methyl-N-methylsulphonyl-sulphamoyl)-urea (amido- sulfuron), 1H-1,2,4-triazol-3-amine (amitrole), 6-chloro-4-ethylamino-2-iso- propylamino-1,3,5-triazine (atrazine), 2-[2,4-dichloro-5-(2-propinyloxy)- phenyl}-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a)-pyridin-3(2H)-one (azafen-

idin), N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-[1-methyl-4-(2-methyl-2H- tetrazol-5-yl)-1H-pyrazol-5-ylsulphonyl]-urea (azimsulfuron), N-benzyl-2-(4- fluoro-3-trifluoromethyl-phenoxy)-butanamide (beflubutamide), 4-chloro- 2-0x0-3(2H)-benzothiazoleacetic acid (benazolin), N-butyl-N-ethyl-2,6-di- nitro-4-trifluoromethyl-benzenamine (benfluralin), N-(4,6-dimethoxy-

pyrimidin-2-yl)-N’-(2-methoxycarbonyl-phenylmethylsulphonyl)-urea (ben- - sulfuron), methyl 2-[2-[4-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl- 1(2H)-pyrimidinyl-phenoxy]methyl]-5-ethyl-phenoxy-propanoate (benzfen- dizone), 3-(2-chloro-4-methylsulphonyl-benzoyl)-4-phenylthio-bicyclo- [3.2.1]-oct-3-en-2-one (benzobicyclon), ethyl N-benzoyl-N-(3,4-dichloro- ]

phenyl)-DL-alaninate (benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothia- diazin-4(3H)-one (bentazone), methyl 5-(2,4-dichloro-phenoxy)-2-nitro- benzoate (bifenox), 2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac-sodium), 2-bromo-3,3-dimethyl-N-(1-methyl-1- phenyl-ethyl)-butanamide ~~ (bromobutide), O-(2,4-dinitro-phenyl) 3,5-

dibromo-4-hydroxy-benzaldehyde-oxime (bromofenoxim), 3,5-dibromo-4-hy- droxy-benzonitrile (bromoxynil), N-butoxymethyl-2-chloro-N-(2,6-diethyl- phenyl)-acetamide (butachlor), [1,1-dimethyl-2-oxo0-2-(2-propenyloxy)]-ethyl 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1(2H)- pyrimidinyl)-benzoate (butafenacil-allyl), 2-(1-ethoximino-propyl)-3-

hydroxy-5-[2,4,6-trimethyl-3-(1-oxo-butyl)-phenyl]-2-cyclohexen-1-one (but- roxydim), S-ethyl bis-(2-methyl-propyl)-thiocarbamate (butylate), N,N- diethyl-3-(2,4,6-trimethyl-phenylsulphonyl)-1H-1,2 4-triazole-1-carboxamide (cafenstrole), 2-[1-[(3-chloro-2-propenyl)-oxy-imino]-propyl]-3-hydroxy-5- (tetrahydro-2H-pyran-4-yl)-2-cyclohexen-1-one (caloxydim, tepraloxydim), 2-

(4-chloro-2-fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoro- methyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one ~~ (carfentrazone-ethyl),

» -6- 2,4-dichloro-1-(3-methoxy-4-nitro-phenoxy)-benzene (chlomethoxyfen), 3-amino-2,5-dichloro-benzoic acid (chloramben), N-(4-chloro-6-methoxy- pyrimidin-2-yl)-N-(2-ethoxycarbonyl-phenylsulphonyl)-urea (chlorimuron- ethyl), 1,3,5-trichloro-2-(4-nitro-phenoxy)-benzene (chlomitrofen), N-(4- methoxy-6-methyl-1,3,5-triazin-2-y1)-N"(2-chloro-phenylsulphonyl)-urea (chlorsulfuron), N-(3-chloro-4-methyl-phenyl)-N,N-dimethyl-urea (chlor- toluron), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H- isoindol-2-yl)-phenyl]-2-propanoate (cinidon-ethyl), N-(4,6-dimethoxy-1,3,5- triazin-2-yl)-N-(2-(2-methoxy-ethoxy)-phenylsulphonyl)-urea (cinosulfuron), 2-[1-[2-(4-chloro-phenoxy)-propox yamino]butyl-5-(tetrahydro-2H-thiopyran- 3-yl)-1,3-cyclohexanedione (clefoxydim), (E.E)-(+)-2-[1-[[(3-chloro-2- propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexen-1-one (clethodim), prop-2-inyl (R)-2-[4-(5-chloro-3-fluoro-pyridin-2-yl-oxy)-phenoxy]-pro- panoate (clodinafop-propargyl), 3,6-dichloro-pyridine-2-carboxylic acid (clo- pyralid), methyl 3-chloro-2-[(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyri- midin-2-yl-sulphonyl)-amino]-benzoate (cloransulam-methyl), 2-chloro-4- ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyanazine),

N-(4,6-dimethoxy-pyrimidin-2-yl)-N"(2-cyclopropylcarbonyl-phenyl- sulphonyl)-urea (cyclosulfamuron), 2-(1-ethoximinobutyl)-3-hydroxy-5- (tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-one (cycloxydim), butyl (R)- 2-[4-(4-cyano-2-fluoro-phenoxy)-phenoxy]-propanoate (cyhalofop-butyl), 2,4-dichloro-phenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxy-benzoic acid (dicamba), (R)-2-(2,4-dichloro-phenoxy)-propanoic acid (dichlorprop-P), methyl-2-[4-(2 4-dichloro-phenoxy)-phenoxy]-propanoate (diclofop-methyl),

N-(2,6-dichloro-phenyl)-5-ethoxy-7-fluoro-[1,2,4]-triazolo-[1,5-c]- pyrimidine-2-sulphonamide (diclosulam), 1,2-dimethyl-3,5-diphenyl-1H- pyrazolium methyl sulphate (difenzoquat), N-(2,4-difluoro-phenyl)-2-(3-tri- fluoromethyl-phenoxy)-pyridine-3-carboxamide (diflufenican), 2-[1-[(3,5-di- fluoro-phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridine-3-carboxylic acid (diflufenzopyr), S-(1-methyl-1-phenyl-ethyl) 1-piperidine-carbothioate (dime- piperate), (S-) 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-

]

Wo ethyl)-acetamide (S-) (dimethenamid), 2-amino-4-(1-fluoro-1-methyl-ethyl)- 6-(1-methyl-2-(3,5-dimethyl-phenoxy)-ethylamino)-1,3,5-triazine ~~ (dimexy- flam), N3,N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (di- nitramine), 6,7-dihydro-dipyrido[1,2-a:2’,1’-c]pyrazinediium (diquat), S,S-di- methyl 2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5-dicarbo- thioate (dithiopyr), N'-(3,4-dichloro-phenyl)-N,N-dimethyl-urea (diuron), 2-[2-(3-chloro-phenyl)-oxiranylmethyl]-2-ethyl-1H-indene-1,3(2H)-dione (epropodan), S-ethyl dipropylthiocarbamate (EPTC), S-(phenylmethyl)

N-ethyl-N-(1,2-dimethyl-propyl)-thiocarbamate (esprocarb), N-ethyl-N-(2- methyl-2-propenyl)-2,6-dinitro-4-trifluoromethyl-benzenamine (ethalfluralin), 2-ethoxy-1-methyl-2-oxoethyl (S)-2-chloro-5-(2-chloro-4-trifluoromethyl- phenoxy)-benzoate (ethoxyfen), N-(4,6-dimethoxy-pyrimidin-2-yl)-N'-(2- ethoxy-phenoxysulphonyl)-urea (ethoxysulfuron), ethyl (R)-2-[4-(6-chloro- benzoxazol-2-yl-oxy)-phenoxy]-propanoate (fenoxaprop-(P)-ethyl), 4-(2-chloro-phenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo- 1H-tetrazole-1- carboxamide (fentrazamide), isopropyl N-benzoyl-N-(3-chloro-4-fluro- phenyl)-DL-alaninate (flamprop-isopropyl), isopropyl N-benzoyl-N-(3- chloro-4-fluro-phenyl)-L-alaninate (flamprop-isopropyl-L), methyl

N-benzoyl-N-(3-chloro-4-fluro-phenoxy)-DL-alaninate ~~ (flamprop-methyl),

N-(2,6-difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4)-triazolo-[1,5-c])- pyrimidine-2-sulphonamide (florasulam), butyl (R)-2-[4-(5-trifluoromethyl- pyridin-2-yl-oxy)-phenoxy]-propanoate (fluazifop, -butyl, -P-butyl), i-propyl 5-(4-bromo-1-methyl-5-trifluoromethyl- 1 H-pyrazol-3-yl)-2-chloro-4-fluoro- -benzoate--—(fluazolate), -4,5-dihydro-3-methoxy-4-methyl-5-0x0-N-[(2-tri- fluoromethoxy-phenyl)-sulphonyl]-1-H-1,2,4-triazole-1-carboxamide sodium salt (flucarbazone-sodium), N-(4-fluoro-phenyl)-N-i-propyl-2-(5- trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet), N-(2,6-di- fluoro-phenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulphonamide (flumetsulam), pentyl [2-chloro-4-fluoro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo- 2H-isoindol-2-yl)-phenoxy]-acetate (flumiclorac-pentyl), 2-[7-fluoro-3,4-di- hydro-3-ox0-4-(2-propinyl)-2H-1 ,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-

)

isoindole-1,3-dione ~~ (flumioxazin), 2-[4-chloro-2-fluoro-5-[(1-methy]-2- propinyl)-oxy]-phenyl]-4,5,6,7-tetrahydro- 1H-isoindole-1,3(2H)-dione (flumipropyn), 3-chloro-4-chloromethyl-1-(3-trifluoromethyl-phenyl)-2- pyrrolidinone (fluorochloridone), ethoxycarbonylmethyl 5-(2-chloro-4-tri- fluoromethyl-phenoxy)-2-nitro-benzoate (fluoroglycofen-ethyl), 1-(4-chloro- 3-(2,2,3,3,3-pentafluoro-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazole- 3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5-(3,6-dihydro-3-methyl- 2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidyl)-benzoate (flupropacil), N-(4,6- dimethoxy-pyrimidin-2-yl)-N>-(3-methoxycarbonyl-6-trifluoromethyl-pyridin- 2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy- 9H-fluorene-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoro- pyridin-2-yl-oxy)-acetic acid (2-butoxy-1-methyl-ethyl ester, 1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), S-methylamino-2-phenyl-4-(3- trifluoromethyl-phenyl)-3(2H)-furanone (flurtamone), methyl [(2-chloro-4- fluoro-5-(tetrahydro-3-oxo-1H,3H-[1,3,4]-thiadiazolo-[3,4-a]-pyridazin-1- ylidene)-amino)-phenyl]-thio-acetate (fluthiacet-methyl), 5-(2-chloro-4-tri- fluoromethyl-phenoxy)-N-methylsulphonyl-2-nitro-benzamide ~~ (fomesafen), 2-[[{[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulphonyl]-4- formylamino-N,N-dimethyl-benzamide (foramsulfuron), 2-amino-4-(hydroxy- methylphosphinyl)-butanoic ~~ acid (ammonium salt) (glufosinate- (ammonium)), N-phosphonomethyl-glycine (isopropylammonium salt), (gly- phosate, isopropylammonium), (R)-2-[4-(3-chloro-5-trifluoromethyl-pyridin- 2-yl-oxy)-phenoxy]-propanoic acid (methyl ester, 2-ethoxy-ethyl ester, butyl - ester) (haloxyfop;—-methyl, -P-methyl, -ethoxyethyl, -butyl); 3-cyclohexyl-6- dimethylamino-1-methyl-1,3,5-triazine-2,4(1H,3H)-dione (hexazinone), methyl 2~(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4- methyl-benzoate (imazamethabenz-methyl), 2-(4,5-dihydro-4-methyl-4-iso- propyl-5-oxo-1H-imidazol-2-yl)-5-methyl-pyridine-3-carboxylic acid (imaza- methapyr), 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-5- methoxymethyl-pyridine-3-carboxylic acid (imazamox), 2-(4,5-dihydro-4- methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-quinoline-3-carboxylic acid

A

(imazaquin), 2-(4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl)-5- ethyl-pyridine-3-carboxylic acid (imazethapyr), N-(4,6-dimethoxy-pyrimidin- 2-yl)-N’-(2-chloro-imidazo[1,2-a)-pyridin-3-yl-sulphonyl)-urea ~~ (imazosulf- uron), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N"(5-iodo-2-methoxy- carbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron-methyl-sodium), 4-hydroxy-3,5-diiodo-benzonitrile (ioxynil), N,N-dimethyl-N-(4-isopropyl- phenyl)-urea (isoproturon), N-(3-(1-ethyl-1-methyl-propyl)-isoxazol-5-yl)- 2,6-dimethoxy-benzamide (isoxaben), (4-chloro-2-methylsulphonyl-phenyl)- (5-cyclopropyl-isoxazol-4-yl)-methanone (isoxachlortole), (5-cyclopropyl- 1s0xazol-4-yl)-(2-methylsulphonyl-4-trifluoromethyl-phenyl)-methanone (is- oxaflutole), 2-[2-[4-[(3,5-dichloro-2-pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]- isoxazolidine (isoxapyrifop), (2-ethoxy-1-methyl-2-ox0-ethyl)-5-(2-chloro-4- trifluoromethyl-phenoxy)-2-nitro-benzoate ~~ (lactofen), N’-(3,4-dichloro- phenyl)-N-methoxy-N-methyl-urea (linuron), (4-chloro-2-methyl-phenoxy)- acetic acid (MCPA), 2-(4-chloro-2-methyl-phenoxy)-propionic acid (meco- prop), 2-(2-benzothiazolyloxy)-N-methyl-N-phenyl-acetamide (mefenacet), 2-(4-methylsulphonyl-2-nitro-benzoyl)-1,3-cyclohexanedione (mesotrione), 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one (metamitron), 2-chloro-

N-(2,6-dimethyl-phenyl)-N-(1H-pyrazol- 1-yl-methyl)-acetamide (metaza- chlor), N*(4-(3,4-dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl- oXy)-phenyl)-N-methoxy-N-methyl-urea ~~ (metobenzuron), N’-(4-bromo- phenyl)-N-methoxy-N-methyl urea (metobromuron), (S)-2-chloro-N-(2-ethyl- 6-methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acetamide (metolachlor,

S-metolachlor), .. . N-(2,6-dichloro-3-methyl-phenyl)-5,7-dimethoxy-1,2,4- triazolo[1,5-a]-pyrimidine-2-sulphonamide ~~ (metosulam), N’-(3-chloro-4- methoxy-phenyl)-N,N-dimethyl-urea (metoxuron), 4-amino-6-tert-butyl-3- methylthio-1,2,4-triazin-5(4H)-one (metribuzin), N-(4-methoxy-6-methyl- 1,3,5-triazin-2-yl)-N"-(2-methoxycarbonyl-phenylsulphonyl)-urea (metsulf- uron-methyl), S-ethyl-hexahydro-1H-azepine-1-carbothioate (molinate), 2-(2- naphthyloxy)-N-phenyl-propanamide ~~ (naproanilide), N-butyl-N(3 4-di- chloro-phenyl)-N-methyl-urea (neburon), N-(4,6-dimethoxy-pyrimidin-2-yl)-

Ne

N’-(3-dimethylcarbamoyl-pyridin-2-yl-sulphonyl)-urea (nicosulfuron), S- (2-chloro-benzyl)-N,N-diethyl-thiocarbamate (orbencarb), 4-dipropylamino- 3,5-dinitro-benzenesulphonamide (oryzalin), 3-[2,4-dichloro-5-(2-propinyl- oxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-one ~~ (oxadiargyl), 3-[2,4- dichloro-5-(1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-one (oxadiazon), N-(4,6-dimethyl-pyrimidin-2-yl)-N’-(2-oxetan-3-yl-oxycarbonyl- phenylsulphonyl)-urea (oxasulfuron), 3-[1-(3,5-dichloro-phenyl)-1-i-propyl]- 2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one (oxaziclomefone), 2-chloro-1-(3-ethoxy-4-nitro-phenoxy)-4-trifluoromethylbenzene (oxyfluor- fen), 1,1-dimethyl-4,4>-bipyridinium (paraquat), 1-amino-N-(1-ethyl-propyl)- 3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), 4-(t-butyl)-N-(1-ethyl- propyl)-2,6-dinitro-benzenamine (pendralin), 4-amino-3,5,6-trichloro- pyridine-2-carboxylic acid (picloram), 2-chloro-N-(2,6-diethyl-phenyl)-N-(2- propoxy-cthyl)-acetamide (pretilachlor), N-(4,6-bisdifluoromethoxy-pyri- midin-2-yl)-N’-(2-methoxycarbonyl-phenylsulphonyl)-urea (primisulfuron- - methyl), 1-chloro-N-[2-chloro-4-fluoro-5-[(6S,7aR)-6-fluoro-tetrahydro-1,3- dioxo-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-phenyl]-methanesulphonamide (profluazol), 2-chloro-N-isopropyl-N-phenyl-acetamide (propachlor), N-(3,4- dichloro-phenyl)-propanamide (propanil), (R)-[2-[[(1-methyl-ethylidene)- aminoJ-oxy]-ethyl]-2-[4-(6-chloro-2-quinoxalinyloxy)-phenoxy]-propanoate (propaquizafop), 2-chloro-N-(2-ethyl-6-methyl-phenyl)-N-[(1-methyl- ethoxy)-methyl]-acetamide (propisochlor), methyl 2-[[[(4,5-dihydro-4- methyl-5-oxo0-3-propoxy-1H-1,2 ,4-triazol- 1-yl)-carbonyl]-amino]-sulphonyl}- benzoate sodium salt (propoxycarbazene-sodium), S-phenylmethyl N,N- dipropyl-thiocarbamate (prosulfocarb), N-(4-methoxy-6-methyl-1,3,5-triazin- 2-yI)-N-(2-(3,3,3-trifluoro-propyl)-phenylsulphonyl)-urea (prosulfuron), ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-4- fluoro-phenoxy]-acetate (pyraflufen-ethyl), 1-(3-chloro-4,5,6,7-tetrahydro- pyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propinylamino)- 1H-pyrazole-4- carbonitrile (pyrazogyl), 4-(2,4-dichloro-benzoyl)-1,3-dimethyl-5-(4-methyl- phenylsulphonyloxy)-pyrazole (pyrazolate), 4-(2,4-dichloro-benzoyl)-1,3-

'S dimethyl-5-(phenylcarbonylmethoxy)-pyrazole (pyrazoxyfen), N-(4,6-dimeth- oXy-pyrimidin-2-yl)-N"-(4-ethoxycarbonyl-1-methyl-pyrazol-5-yl-sulphonyl)- urea (pyrazosulfuron-ethyl), O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)- benzoyl] diphenylmethanone-oxime (pyribenzoxim), 6-chloro-3-phenyl-4- pyridazinol (pyridafol), O-(6-chloro-3-phenyl-pyridazin-4-yl) S-octyl thio- carbonate (pyridate), 6-chloro-3-phenylpyridazin-4-ol (pyridatol), 7-[(4,6-di- methoxy-2-pyrimidinyl)-thio]-3-methyl-1(3H)-isobenzofuranone (pyriftalid), methyl 2-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoate (pyriminobac- methyl), 2-chloro-6-(4,6-dimethoxy-pyrimidin-2-ylthio)-benzoic acid sodium salt (pyrithiobac-sodium), 3,7-dichloro-quinoline-8-carboxylic acid (quin- chlorac), 7-chloro-3-methyl-quinoline-8-carboxylic acid (quinmerac), 2-[4- (6-chloro-2-quinoxalinyloxy)-phenoxy]-propanoic acid (ethyl ester, tetra- hydro-2-furanyl-methyl ester) (quizalofop, -ethyl, -P-ethyl, -P-tefuryl),

N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-(3-ethylsulphonyl-pyridin-2-yl- sulphonyl)-urea (rimsulfuron), 2-(1-ethoximinobutyl)-5-(2-ethylthiopropyl)-3- hydroxy-2-cyclohexen-1-one (sethoxydim), 6-chloro-2,4-bis-ethylamino- 1,3,5-triazine (simazin), 2-(2-chloro-4-methylsulphonyl-benzoyl)-cyclo- hexane-1,3-dione (sulcotrione), 2-(2,4-dichloro-5-methylsulphonylamino- phenyl)-4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (sulfentrazone), N-phosphonomethyl-glycine-trimethylsulphonium (sulfo- sate), N-(4,6-dimethoxy-pyrimidin-2-yl)-N"-(2-ethylsulphonyl)-imidazo[1,2- aJpyridine-3-sulphonamide (sulfosulfuron), 6-chloro-4-ethylamino-2-tert- butylamino-1,3,5-triazine (terbuthylazine), 2-tert-butylamino-4-ethylamino-6- -methylthio-1,3,5-triazine -(terbutryn), 2-chloro-N-(2 ,6-dimethyl-phenyl)-N-(3- methoxy-2-thienyl-methyl)-acetamide (thenylchlor), methyl 2-difluoromethyl- 5-(4,5-dihydro-thiazol-2-y1)-4-(2-methyl-propyl)-6-triflucromethyl-pyridine- 3-carboxylate (thiazopyr), 6-(6,7-dihydro-6,6-dimethyl-3H,5H-pyrrolo[2,1-c]- 1,2,4-thiadiazol-3-ylideneamino)-7-fluoro-4-(2-propinyl)-2H-1,4-benzoxazin- 3(4H)-one (thidiazimin), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N>(2- methoxycarbonyl-thien-3-yl-sulphonyl)-urea (thifensulfuron-methyl), 2-(ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen-1-

one (tralkoxydim), S-(2,3,3-trichloro-2-propenyl) diisopropylcarbamothioate (triallate), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N-[2-(2-chloro- ethoxy)-phenylsulphonyl]-urea (triasulfuron), N-methyl-N-(4-methoxy-6- methyl-1,3,5-triazin-2-yl)-N-(2-methox ycarbonyl-phenylsulphonyl)-urea (tri- benuron-methyl), (3,5,6-trichloro)-pyridin-2-yl-oxy-acetic acid (triclopyr), 2-(3,5-dichloro-phenyl)-2-(2,2,2-trichloro-ethyl)-oxirane (tridiphane),

N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluoro- ethoxy)-2-pyridinesulphonamide sodium salt (trifloxysulfuron), 1-amino-2,6- dinitro-N,N-dipropyl-4-trifluoromethyl-benzene (trifluralin), N-[4-dimethyl- amino-6-(2,2,2-trifluoro-ethoxy)-1,3,5-triazin-2-yl]-N"-(2-methoxycarbonyl- phenylsulphonyl)-urea (triflusulfuron-methyl), N-(4-methoxy-6- trifluoromethoxy-1,3,5-triazin-2-yl)-N"-(2-trifluoromethyl-phenylsulphonyl)- urea (tritosulfuron), 2-pyridinesulphonamide N-[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]-3-(N-methyl-N-methylsulphonyl-amino) (cf. WO-A-92/10660), 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]- amino]sulphonyl]-4-[[(methylsulphonyl)amino]methyl]-methyl benzoate (cf. DE-A 43 35 297), 4-[4,5-dihydro-4-methyl-5-oxo0-(3-trifluoromethyl)-1H- 1,2,4-triazol-1-yl]-2-[(ethylsulphonyl)amino]-5-fluoro-benzenecarbothio- amide (cf. WO-A-95/30661) (“acti ve compounds of group 4”), where the compound under (b) does not represent flufenacet if the compound under (a) is 2-(3,4-difluorophenoxy)-4-methyl-6-(1-methyl-3-trifluoromethyl- pyrazol-5-yl)-pyridine.

Preferred substituents of the radicals listed in formula (I) shown above are illustrated below.

\-

R'! preferably represents a pyrazolyl radical which is optionally mono- or polysubstituted by trifluoromethyl and methyl or represents a phenyl radical which is optionally mono- or polysubstituted by fluorine.

R? preferably represents an optionally halogen- and/or C,-C3-halogenoalkyl- substituted phenoxy radical.

R? preferably represents a hydrogen atom or methyl.

Ww preferably represents oxygen or the group -CO-NH-.

Among the active compounds of group 3, particular emphasis is given to the following mixing components:

I-methylhexyl 5-chloro-quinoxalin-8-oxy-acetate (cloquintocet), ethyl 1-(2,4- dichloro-phenyl)-5-trichloromethyl-1H-1,2,4-triazole-3-carboxylate ~~ (fenchlorazol- ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives.

As described, the activity properties of the combinations described above can be improved even more, if appropriate, by adding a compound from the third group of herbicides (“active compounds of group 4”). Among the “active compounds of group 4”, particular-emphasis is given to-the following mixing components: - 4-amino-N-(1,1-dimethyl-ethyl)-4,5-dihydro-3-(1-methyl-ethyl)-5-0x0-1H-1,2,4- triazole-1-carboxamide (amicarbazone), N-(4,6-dimethoxy-pyrimidin-2-yl)-N'-(N- methyl-N-methylsulphonyl-sulphamoyl)-urea (amidosulfuron), N-benzyl-2-(4-fluoro- 3-trifluoromethyl-phenoxy)-butanamide (beflubutamide), 3-i-propyl-1H-2,1,3-benzo- thiadiazin-4(3H)-one (bentazone), methyl 5-(2,4-dichloro-phenoxy)-2-nitro-benzoate (bifenox), 2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bis-

} pyribac-sodium), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), [1,1-dimethyl- 2-0x0-2-(2-propenyloxy)]-ethyl 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4- trifluoromethyl-1(2H)-pyrimidinyl)-benzoate (butafenacil-allyl), 2-(4-chloro-2- fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoromethyl-5-methyl-2 4- dihydro-3H-1,2,4-triazol-3-one (carfentrazone-ethyl), N-(4-methoxy-6-methyl-1,3,5- triazin-2-yl)-N"-(2-chloro-phenylsulphonyl)-urea (chlorsulfuron), N’-(3-chloro-4- methyl-phenyl)-N,N-dimethyl-urea (chlortoluron), ethyl 2-chloro-3-[2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propanoate (cinidon- ethyl), prop-2-inyl (R)-2-[4-(5-chloro-3-fluoro-pyridin-2-yl-oxy)-phenoxy]-pro- panoate (clodinafop-propargyl), 3,6-dichloro-pyridine-2-carboxylic acid (clopyralid), 2-chloro-4-ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyanazine),

N-(4,6-dimethoxy-pyrimidin-2-yl)-N -(2-cyclopropylcarbonyl-phenylsulphonyl)-urea (cyclosulfamuron), 2.4-dichloro-phenoxyacetic acid (2,4-D), 3,6-dichloro-2- methoxy-benzoic acid (dicamba), (R)-2-(2,4-dichloro-phenoxy)-propanoic acid (dichlorprop-P), methyl-2-[4-(2,4-dichloro-phenoxy)-phenoxy]-propanoate (diclofop- methyl), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methylsulphate (difenzoquat), 2-ethoxy-1-methyl-2-oxoethyl (S)-2-chloro-5-(2-chloro-4-trifluoromethyl-phenoxy)- benzoate (ethoxyfen), N-(4,6-dimethoxy-pyrimidin-2-yl)-N -(2-ethoxy-phenoxy- sulphonyl)-urea (ethoxysulfuron), ethyl (R)-2-[4-(6-chloro-benzoxazol-2-yl-oxy)- phenoxy]-propanoate (fenoxaprop-(P)-ethyl), 4-(2-chloro-phenyl)-N-cyclohexyl-N- ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carboxamide ~~ (fentrazamid), isopropyl

N-benzoyl-N-(3-chloro-4-fluro-phenyl)-DL-alaninate (flamprop-isopropyl), isopropyl

N-benzoyl-N-(3-chloro-4-fluro-phenyl)-L-alaninate (flamprop-isopropyl-L), methyl

N-benzoyl-N-(3-chloro-4-fluoro-phenoxy)-DL-alaninate . (flamprop-methyl), N-(2,6- difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]-triazolo-[ 1 ,3-C]-pyrimidine-2-sulphon- amide (florasulam), i-propyl 5-(4-bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3- y1)-2-chloro-4-fluoro-benzoate (fluazolate), 4,5-dihydro-3-methoxy-4-methyl-5-oxo-

N-[(2-trifluoromethoxy-phenyl)-sulphonyl]-1-H-1,2,4-triazole- 1 -carbox amide sodium salt (flucarbazone-sodium), N-(4-fluoro-phenyl)-N-i-propyl-2-(5- trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet), N-(2,6-difluoro- phenyl)-5-methyl-1,2 4-triazolo[1,5-a]-pyrimidine-2-sulphonamide ~~ (flumetsulam),

ethoxycarbonylmethyl 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoate (fluoroglycofen-ethyl), 1-(4-chloro-3-(2,2,3,3,3-pentafluoro-propoxymethyl)-phenyl)- 5-phenyl-1H-1,2,4-triazole-3-carboxamide (flupoxam), N-(4,6-dimethoxy-pyrimidin- 2-y1)-N*-(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy-9H-fluorene-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoro-pyridin-2-yl-oxy)-acetic acid (2-butoxy-1- methyl-ethyl ester, 1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4-(3-trifluoromethyl-phenyl)-3(2H)-furanone (flurtamone), 2-amino-4-(hydroxymethylphosphinyl)-butanoic acid (ammonium salt) (glufosinate- (ammonium)), N-phosphonomethyl-glycine (isopropylammonium salt), (glyphosate, isopropylammonium), methyl 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imid- azol-2-yl)-4-methyl-benzoate (imazamethabenz-methyl), 2-(4,5-dihydro-4-methyl-4- isopropyl-5-oxo- 1H-imidazol-2-yl)-5-methoxymethyl-pyridine-3-carboxylic acid (imazamox), 2-(4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-yl)-5-ethyl- pyridine-3-carboxylic acid (imazethapyr), N-(4-methoxy-6-methyl-1,3,5-triazin-2- yD-N"-(5-iodo-2-methoxycarbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron- methyl-sodium), 4-hydroxy-3,5-diiodo-benzonitrile (ioxynil), N,N-dimethyl-N-(4- isopropyl-phenyl)-urea (isoproturon), N-(3-(1-ethyl-1-methyl-propyl)-isoxazol-5-yl)- 2,6-dimethoxy-benzamide (isoxaben), (4-chloro-2-methyl-phenoxy)-acetic acid (MCPA), 2-(4-chloro-2-methyl-phenoxy)-propionic acid (mecoprop), 2-(2-benzo- thiazolyloxy)-N-methyl-N-phenyl-acetamide ~~ (mefenacet), 4-amino-3-methyl-6- phenyl-1,2,4-triazin-5(4H)-one (metamitron), N-(2,6-dichloro-3-methyl-phenyl)-5,7- dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulphonamide (metosulam), 4-amino- 6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one-- (metribuzin), N-(4-methoxy-6- methyl-1,3,5-triazin-2-yl)-N*-(2-methoxycarbonyl-phenylsulphonyl)-urea (metsulf- uron-methyl), 1-amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzene (pendi- methalin), N-(3,4-dichloro-phenyl)-propanamide (propanil), methyl 2-[[[(4,5-di- hydro-4-methyl-5-ox0-3-propoxy-1H-1,2,4-triazol- 1-yl)carbonylJamino]sulphonyl]- benzoate sodium salt (propoxycarbazone-sodium), S-phenylmethyl N ,N-dipropyl- thiocarbamate (prosulfocarb), ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy- 1- methyl-1H-pyrazol-3-yl)-4-fluoro-phenoxy]-acetate (pyraflufen-ethyl), 7-chloro-3-

- methyl-quinoline-8-carboxylic acid (quinmerac), N-phosphonomethyl-glycine-tri- methylsulphonium ~~ (sulfosate), N-(4,6-dimethoxy-pyrimidin-2-yl)-N(2-ethyl- sulphonyl)-imidazo[1,2-a]pyridine-3-sulphonamide (sulfosulfuron), 2-tert-butyl- amino-4-ethylamino-6-methylthio-1,3,5-triazine (terbutryn), N-(4-methoxy-6-methyl- 1,3,5-triazin-2-yl)-N"(2-methoxycarbonyl-thien-3-yl-sulphonyl)-urea (thifensulfuron- methyl), 2-(ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2-cyclohexen- 1-one (tralkoxydim), S-(2,3,3-trichloro-2-propenyl) diisopropylcarbamothioate (tri- allate), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N -[2-(2-chloro-ethoxy)-phenyl- sulphonyl]-urea (triasulfuron), N-methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-

N’-(2-methoxycarbonyl-phenylsulphonyl)-urea (tribenuron-methyl), N-[[(4,6-di- methoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoro-ethoxy)-2-pyridin- sulphonamide sodium salt (trifloxysulfuron), 1-amino-2,6-dinitro-N,N-dipropyl-4-tri- fluoromethyl-benzene (trifluralin), N-(4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2- y)-N*-(2-trifluoromethyl-phenylsulphonyl)-urea (tritosulfuron)

Very particular preference according to the invention is given to selective herbicidal compositions which are characterized in that they comprise an active compound combination comprising a) N-(4-fluorophenyl)-6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarbox amide (picolinafen) or 2-(3,4-difluorophenoxy)-4-methyl-6-(1-methyl-3-trifluoro- methylpyrazol-5-yl)-pyridine b) one or more compounds from a second group of herbicides which contains the active compounds mentioned above under (b) (“active compounds of group 2”), where the compound from group (b) does not represent flufenacet if the compound (a) is 2-(3,4-difluorophenoxy)-4-methyl-6-(1-methyl-3-trifluoro- methylpyrazol-5-yl)-pyridine,

and optionally c) at least one of the abovementioned crop-plant-compatibility-improving compounds of the active compounds of group 3, where preference is given to those compounds which were emphasized above.

Most preference according to the invention is given to the selective herbicidal compositions which comprise, as compound of the active compounds of group 1, picolinafen.

Emphasis is furthermore given to selective herbicidal compositions which are characterized in that they comprise an active compound combination comprising (a) picolinafen and (b) N-isopropyl-N-(4-fluoropheny!)-(5-trifluoromethyl-1,3 4-thiadi azol-2-yl- oxy)-acetamide (flufenacet) and (c) optionally one or more compounds from the group consisting of 2,6-bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac- ] sodium), N -(2,6-difluoro-phenyl)-8-fluoro-5-methoxy-[ 1 ,2,4]-triazolo-[1,5-c]- pyrimidine-2-sulphonamide (florasulam), N-(4,6-dimethoxy-pyrimidin-2-yl)- ~~ N’~(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), N,N-dimethyl-N’-(4-isopropyl- phenyl)-urea (isoproturon), N-(2,6-dichloro-3-methyl-phenyl)-5,7-dimethoxy- 1,2,4-triazolo[1,5-a]-pyrimidine-2-sulphonamide (metosulam), 1-amino-N-(1- ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzene (pendimethalin) and ethyl-[2- chloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluoro- phenoxy]-acetate (pyraflufen-ethyl).

-

Emphasis is also given to selective herbicidal compositions which are characterized in that they comprise an active compound combination comprising (a) picolinafen and (b) 2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)-4-methyl-5-n- propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone-sodium) and (©) optionally one or more compounds from the group consisting of N-(4,6-di- methoxy-pyrimidin-2-yl)-N’-(N-methyl-N-methylsulphonyl-sulphamoyl)-urea (amidosulfuron), 2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac-sodium), 2-(4-chloro-2-fluoro-5-(2-chloro-2-ethoxy- carbonyl-ethyl)-phenyl)-4-difluoromethyl-5-methyl-2 4-dihydro-3H-1,2 4- triazol-3-one (carfentrazone-ethyl), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7- hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propanoate (cinidon-ethyl), 2-chloro-4-ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyan- azine), 2,4-dichloro-phenoxyacetic acid (2,4-D), (R)-2-(2,4-dichloro-phen- oxy)-propanoic acid (dichlorprop-P), N-(2,6-difluoro-phenyl)-8-fluoro-5- methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidine-2-sulphonamide (florasulam),

N-(4-fluoro-phenyl)-N-i-propyl-2-(5-trifluoromethyl- 1,3,4-thiadiazol-2-yl- oxy)-acetamide (flufenacet), N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-(3- methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5-dichloro-6-fluoro-pyridin-2-yl- oxy)-acetic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl-heptyl ester) (flur- oxypyr, -butoxypropyl, -meptyl), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-

N*-(5-iodo-2-methoxycarbonyl-phenylsulphonyl)-urea sodium salt (iodo- sulfuron-methyl-sodium), N,N-dimethyl-N’-(4-isopropyl-phenyl)-urea (iso- proturon), 2-(4-chloro-2-methyl-phenoxy)-propionic acid (mecoprop), N-(2,6- dichloro-3-methyl-phenyl)-5,7-dimethoxy-1,2,4-triazolo[1,5-a]-pyrimidine-2- sulphonamide (metosulam), 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-

r 5(4H)-one (metribuzin), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N’-(2- methoxycarbonyl-phenylsulphonyl)-urea (metsulfuron-methyl), 1-amino-N- (1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzene ~~ (pendimethalin), N-(4- methoxy-6-methyl-1,3,5-triazin-2-yl)-N’-(2-methoxycarbonyl-thien-3-yl- sulphonyl)-urea (thifensulfuron-methyl), N-methyl-N-(4-methoxy-6-methyl- 1,3,5-triazin-2-yl)-N’-(2-methox ycarbonyl-phenylsulphonyl)-urea (triben- uron-methyl), N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl}-3-(2,2,2- trifluoro-ethoxy)-2-pyridinesulfonamide sodium salt (trifloxysulfuron), N-(4- methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)-N*-(2-trifluoromethyl- phenylsulphonyl)-urea (tritosulfuron).

Emphasis is also given to selective herbicidal compositions which are characterized in that they comprise an active compound combination comprising (a) picolinafen and (b) 2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy- 2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium) and (c) optionally one or more compounds from the group consisting of 2,6-bis-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac- sodium), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), 2-(4-chloro-2- fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoromethyl-5- methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (carfentrazone-ethyl), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)- phenyl]-2-propanoate (cinidon-ethyl), 2-propinyl (R)-2-[4-(5-chloro-3-fluoro- pyridin-2-yl-oxy)-phenoxy-propanoate (clodinafop-propargyl), 3,6-dichloro- pyridine-2-carboxylic acid (clopyralid), 2,4-dichloro-phenoxyacetic acid (2,4-

D), 3,6-dichloro-2-methoxy-benzoic acid (dicamba), ethyl (R)-2-[4-(6-chloro- benzoxazol-2-yl-oxy)-phenoxy]-propanoate (fenoxaprop-(P)-ethyl), N-(2,6-

difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]-triazolo-[1 ,5-c]-pyrimidine-2- sulphonamide (florasulam), ~N-(4-fluoro-phenyl)-N-i-propyl-2-(5-trifluoro- methyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet), N-(4,6-dimethoxy- pyrimidin-2-yl)-N’-(3-methoxycarbonyl -6-trifluoromethyl-pyridin-2-yl- sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5- dichloro-6-fluoro-pyridin-2-yl-oxy)-acetic acid (-2-butoxy-1-methyl-ethyl ester, -1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), methyl 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4-methyl- benzoate (imazamethabenz-methyl), 2-(4,5-dihydro-4-methyl-4-isopropyl-5- oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridine-3-carboxylic acid (imaza- mox), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N ‘-(5-iodo-2-methoxy- carbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron-methyl-sodium),

N,N-dimethyl-N’-(4-isopropyl-phenyl)-urea (isoproturon), (4-chloro-2- methyl-phenoxy)-acetic acid (MCPA), 2-(4-chloro-2-methyl-phenoxy)- propionic acid (mecoprop), N-(2,6-dichloro-3-methyl-phenyl)-5,7-dimethoxy- 1,2,4-triazolo[1,5-a)-pyrimidine-2-sulphonamide (metosulam), 4-amino-6- tert-butyl-3-methylthio- 1,2,4-triazin-5(4H)-one (metribuzin), N-(4-methoxy- : 6-methyl-1,3,5-triazin-2-yl)-N’-(2-methoxycarbonyl -phenylsulphonyl)-urea (metsulfuron-methyl), 1-amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro- benzene (pendimethalin), methyl 2-[[[(4,5-dihydro-4-methyl-5-0x0-3-prop- oxy-1H-1,2,4-triazol- 1-yl)-carbonyl]-amino]-sulphonyl}-benzoate sodium salt (propoxycarbazone-sodium), ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy- 1-methyl-1H-pyrazol-3-yl)-4-fluoro-phenoxy]-acetate (pyraflufen-ethyl),

N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-(2-ethylsulphonyl-imidazo[ 1,2-a)- pyridine-3-sulphonamide (sulfosulfuron), N-(4-methoxy-6-methyl-1,3,5-tri- azin-2-yl)-N’-(2-methoxycarbonyl-thien-3-yl-sulphonyl)-urea (thifensulfuron- methyl), 2-(ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2- cyclohexen-1-one (tralkoxydim), S-(2,3,3-trichloro-2-propenyl) diisopropyl- carbamothioate (triallate), N-methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2- yD)-N’-(2-methoxycarbonyl-phenylsulphonyl)-urea (tribenuron-methyl),

N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluoro-

ethoxy)-2-pyridinesulphonamide sodium salt (trifloxysulfuron), N-(4-meth- oxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)-N*-(2-trifluoromethyl-phenyl- sulphonyl)-urea (tritosulfuron).

Surprisingly, it has now been found that the active compound combinations defined above of the 2,6-disubstituted pyridine derivatives of the formula (I) and the active compounds of group 2 listed above, optionally in combination with active compounds of groups 3 and 4, have particularly high herbicidal activity combined with very good compatibility with useful plants and can be used in various crops, in particular in wheat, but additionally also in rice, maize and barley for the selective control of weeds.

Surprisingly, the herbicidal activity of the inventive active compound combinations of compounds of the abovementioned groups 1 and 2 is considerably higher than the sum of the activities of the individual active compounds.

This means that there is not only a complementary action but also an unforeseeable synergistic effect. The novel active compound combinations are tolerated well by a large number of crops, and the novel active compound combinations also effectively control weeds which are otherwise difficult to control. The novel active compound combinations are therefore a valuable addition to the selective herbicides.

Furthermore, it has surprisingly been found that the active compound combinations defined above of 2,6-disubstituted pyridine derivatives of the formula (I) and a safener/antidote (“active compounds of-group 3”) in.combination with one or more of the abovementioned active compounds of group 2 have particularly high herbicidal activity combined with very good compatibility with useful plants and can be used in various crops, in particular in cereals and maize, especially wheat, but also in soya, potatoes and rice, for the selective control of weeds.

Claims (10)

1. i WO 01/35740 PCT/EP00/10917 Patent Claims

   L. Herbicidal compositions, characterized in that they comprise an effective amount of an active compound combination comprising (a) at least one 2,6-disubstituted pyridine derivative of the general formula @ RAN We, N R jf RA in which R' represents a 5- or 6-membered heterocycle comprising 1 to 3 nitrogen atoms which is optionally mono- or polysubstituted by halogenoalkyl and/or C;-Cj-halogenoalkyl or represents a phenyl radical which is optionally mono- or polysubstituted by halogenoalkyl and/or C;-Cs- halogenoalkyl, R? represents a phenoxy radical which is optionally substituted by halogenoalkyl and/or C-C5-halogenoalkyl, R? represents a hydrogen atom or methyl, and Ww represents oxygen or the group —CO-NH-, (“active compounds of group 1”) and

   (b) one or more compounds of a second group of herbicides comprising the active compounds mentioned below: N-isopropyl-N-(4-fluorophenyl)-(5-trifluoromethyl-1,3,4-thiadi azol-2-yl- oxy)-acetamide (flufenacet), 2-(2-methoxycarbonyl-phenylsulphonylamino- carbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone-sodium), 2-(2- trifluoromethoxy-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy-2,4- dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium), N-(3,4-dichlorophenyl)propanamide (propanil), N-2-benzothiazolyl-N,N-dimethylurea (methabenzthiazuron), 4-amino-6- (1,1-dimethylethyl)-3-(methylthio)-1 ,2,4-triazin-5(4H)-one (metribuzin), 4-(2-chlorophenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1- carboxamide (fentrazamide), 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)- one (metamitron), 2-(2-benzothiazolyloxy)-N-methyl-N-phenylacetamide (mefenacet), 4-amino-6-( 1,1-dimethylethyl)-3-(ethylthio)-1,2,4-triazin-5(4H)- one (ethiozin) or 1-methylethyl 5-[4-bromo-1-methyl-5-(trifluoromethyl)- 1H- pyrazol-3-ylj-2-chloro-4-fluorobenzoate (fluazolate) (“active compounds of group 2”), and optionally (c) additionally at least one crop-plant-compatibility-improving compound from the following group of compounds: 0-(1,3-dioxolan-2-yl-methoximino)-phenylacetonitrile (oxabetrinil), O-(cyanomethoximino)-phenylacetonitrile (cyometrinil), 4-chloro-N-(1,3-di- oxolan-2-yl-methoxy)-o-trifluoro-acetophenoneoxime (fluxofenim), 4,6-dichloro-2-phenyl-pyrimidine (fenclorim), 4-dichloroacetyl-3,4-dihydro- 3-methyl-2H-1,4-benzoxazine (benoxacor), 1-methyl-hexyl ~~ 5-chloro-

   quinoxalin-8-oxy-acetate (cloquintocet), 2,2-dichloro-N-(2-0x0-2-(2- propenylamino)-ethyl)-N-(2-propenyl)-acetamide (DKA-24), 1,8-naphthalic anhydride, ethyl 1-(2,4-dichloro-phenyl)-5-trichloromethyl-1H-1,2 4-triazole- 3-carboxylate (fenchlorazol-ethyl), phenylmethyl 2-chloro-4-trifluoromethyl-

   thiazole-5-carboxylate (flurazole), 3-dichloroacetyl-5-(2-furanyl)-2,2- dimethyl-oxazolidine (furilazole, MON-13900), 4-dichloroacetyl-1-oxa-4- aza-spiro[4.5)-decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N-(1 ,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acet- amide (PPG-1292), 2,2-dichloro-N,N-di-2-propenyl-acetamide (dichlormid),

   N-(4-methyl-phenyl)-N ~(1-methyl-1-phenyl-ethyl)-urea (dymron), I-dichlor- oacetyl-hexahydro-3,3,8a-trimethylpyrrolo[1,2-a] -pyrimidin-6(2H)-one (BAS- 145138), N-(2-methoxy-benzoyl)-4-(methylaminocarbonylamino)-benzene- sulphonamide, ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarbox ylate (isoxadifen-ethyl), diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H- pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) (4-chloro-2-methyl-phenoxy)- acetic acid (MCPA), (+-)-2-(4-chloro-2-methylphenoxy)propanoic acid (mecoprop), 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148) and 24- dichlorophenoxyacetic acid (2,4-D) and its derivatives (“active compounds of group 3”), and optionally (d) one or more compounds from a third group of herbicides comprising the active compounds mentioned below: 2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamide (aceto- chlor), 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoic acid sodium salt (acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzenamine (aclonifen), 2-chloro-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamide (alachlor), N-ethyl-N'-i-propyl-6-methylthio-1,3,5-triazine-2,4-diamine

   (ametryn), 4-amino-N-(1,1 -dimethyl-ethyl)-4,5-dihydro-3-(1 -methyl-ethyl)-5- ox0-1H-1,2 4-triazole-1-carboxamide (amicarbazone), N-(4,6-dimethoxy- pyrimidin-2-yl)-N*-(N-methyl-N-methylsulphonyl-sulphamoyl)-urea (amido- sulfuron), 1H-1,2 4-triazol-3-amine (amitrole), 6-chloro-4-ethylamino-2-iso- propylamino-1,3,5-triazine (atrazine), 2-[2,4-dichloro-5-(2-propinyloxy)- phenyl}-5,6,7 8-tetrahydro-1,2 4-triazolo-[4,3-a]-pyridin-3(2H)-one (azafen- idin), N-(4,6-dimethoxy-pyrimidin-2-yl)-N>[1-methyl-4-(2-methyl-2H- tetrazol-5-yl)-1H-pyrazol-5-ylsulphonyl]-urea (azimsulfuron), N-benzyl-2-(4- fluoro-3-trifluoromethyl-phenoxy)-butanamide (beflubutamide), 4-chloro-2- oxo0-3(2H)-benzothiazoleacetic acid (benazolin), N-butyl-N-ethyl-2,6-dinitro- 4-trifluoromethyl-benzenamine (benfluralin), N-(4,6-dimethoxy-pyrimidin-2- yD)-N (2-methoxycarbonyl-phenylmethylsulphonyl)-urea (bensulfuron), methyl 2-[2-[4-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H)- pyrimidinyl-phenoxylmethyl]-5-ethyl-phenoxy-propanoate (benzfendizone), 3-(2-chloro-4-methylsulphonyl-benzoyl)-4-phenylthio-bicyclo-[3.2.1]-oct-3- en-2-one (benzobicyclon), ethyl N-benzoyl-N-(3,4-dichloro-phenyl)-DL.- alaninate (benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothiadiazin-4(3H)- one (bentazone), methyl 5-(2,4-dichloro-phenoxy)-2-nitro-benzoate (bifenox), 2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bis- pyribac-sodium), 2-bromo-3,3-dimethyl-N-(1-methyl-1-phenyl-ethyl)-butan- amide (bromobutide), O-(2,4-dinitro-phenyl) 3,5-dibromo-4-hydroxy-benzal- dehyde-oxime (bromofenoxim), 3,5-dibromo-4-hydroxy-benzonitrile (brom- oxynil), N-butoxymethyl-2-chloro-N-(2,6-diethyl-phenyl)-acetamide (buta- _chlor), . [1, 1-dimethyl-2-0x0-2-(2-propenyloxy)}-ethyl 2-chloro-5-(3,6- dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H)-pyrimidinyl)-benzoate (butafenacil-allyl), 2-(1-ethoximino-propyl)-3-hydroxy-5-[2,4,6-trimethyl-3- (1-oxo-butyl)-phenyl]-2-cyclohexen-1-one (butroxydim), S-ethyl bis-(2- methyl-propyl)-thiocarbamate ~~ (butylate), N,N-diethyl-3-(2,4,6-trimethyl- phenylsulphonyl)-1H-1,2 4-triazole-1-carboxamide (cafenstrole), 2-[1-[(3-chloro-2-propenyl)-oxy-imino)-propyl}-3-hydroxy-5-(tetrahydro-2H- pyran-4-yl)-2-cyclohexen-1-one (caloxydim, tepraloxydim), 2-(4-chloro-2-

   fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoromethyl-5- methyl-2,4-dihydro-3H-1,2 4-triazol-3-one (carfentrazone-ethyl), 2,4-dichloro-1-(3-methoxy-4-nitro-phenoxy)-benzene (chlomethoxyfen), 3-amino-2,5-dichloro-benzoic acid (chloramben), N-(4-chloro-6-methoxy-

   pyrimidin-2-yl)-N~(2-ethoxycarbonyl-phenylsulphonyl)-urea (chlorimuron- ethyl), 1,3,5-trichloro-2-(4-nitro-phenoxy)-benzene (chlomitrofen), N-(4- methoxy-6-methyl-1,3,5-triazin-2-y1)-N*(2-chloro-phenylsulphonyl)-urea (chlorsulfuron), N*(3-chloro-4-methyl-phenyl)-N,N-dimethyl-urea (chlor- toluron), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-

   isoindol-2-yl)-phenyl]-2-propanoate (cinidon-ethyl), N-(4,6-dimethoxy-1,3,5- triazin-2-yl)-N"(2-(2-methoxy-ethoxy)-phenylsulphonyl)-urea (cinosulfuron), 2-[1-[2-(4-chloro-phenoxy)-propoxyamino]butyl]-5-(tetrahydro-2H-thio- pyran-3-yl)-1,3-cyclohexanedione (clefoxydim), (E,E)-(+)-2-[1-[[(3-chloro-2- propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexen-1-one (clethodim),

   prop-2-inyl (R)-2-[4-(5-chloro-3-fluoro-pyridin-2-yl-oxy)-phenoxy]-pro- panoate (clodinafop-propargyl), 3,6-dichloro-pyridine-2-carboxylic acid (clo- pyralid), methyl 3-chloro-2-[(5-ethoxy-7-fluoro[ 1,2,4]triazolo[ 1,5-c]pyri- midin-2-yl-sulphonyl)-amino]-benzoate (cloransulam-methyl), 2-chloro-4- ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyanazine),

   N-(4,6-dimethoxy-pyrimidin-2-yl)-N ~(2-cyclopropylcarbonyl-phenyl- sulphonyl)-urea (cyclosulfamuron), 2-(1-ethoximinobutyl)-3-hydroxy-5- . (tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-one (cycloxydim), butyl (R)- i 2-[4-(4-cyano-2-fluoro-phenoxy)-phenoxy]-propanoate (cyhalofop-butyl), ] 2,4-dichloro-phenoxyacetic acid (2,4-D), - 3,6-dichloro-2-methoxy-benzoic i acid (dicamba), (R)-2-(2,4-dichloro-phenoxy)-propanoic acid (dichlorprop-P), methyl-2-[4-(2,4-dichloro-phenoxy)-phenoxy]-propanoate (diclofop-methyl), N-(2,6-dichloro-phenyl)-5-ethoxy-7-fluoro-[1 ,2,4]-triazolo-[1,5-c]- pyrimidine-2-sulphonamide (diclosulam), 1,2-dimethyl-3,5-diphenyl-1H- pyrazolium methyl sulphate (difenzoquat), N-(2,4-difluoro-phenyl)-2-(3-tri-

   fluoromethyl-phenoxy)-pyridine-3-carboxamide (diflufenican), 2-[1-[(3,5-di- fluoro-phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridine-3-carboxylic acid

   (diflufenzopyr), S-(1-methyl-1-phenyl-ethyl) 1-piperidine-carbothioate (dime- piperate), (S-) 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl- ethyl)-acetamide (S-) (dimethenamid), 2-amino-4-(1-fluoro-1-methyl-ethyl)- 6-(1-methyl-2-(3,5-dimethyl-phenoxy)-ethylamino)-1,3,5-triazine (dimexy- flam), N3,N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (di- nitramine), 6,7-dihydro-dipyrido[ 1,2-a:2’,1’-c]pyrazinediium (diquat), S,S-di- methyl 2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5-dicarbo- thioate (dithiopyr), N'-(3,4-dichloro-phenyl)-N,N-dimethyl-urea (diuron), 2-[2-(3-chloro-phenyl)-oxiranylmethyl]}-2-ethyl-1H-indene- 1 ,3(2H)-

   dione-(epropodan), S-ethyl dipropylthiocarbamate (EPTC), S-(phenylmethyl) N-ethyl-N-(1,2-dimethyl-propyl)-thiocarbamate (esprocarb), N-ethyl-N-(2- methyl-2-propenyl)-2,6-dinitro-4-trifluoromethyl-benzenamine (ethalfluralin), 2-ethoxy- 1-methyl-2-oxoethyl (S)-(2-ethoxy- 1-methyl-2-oxoethyl)-2-chloro- 5-(2-chloro-4-trifluoromethyl-phenoxy)-benzoate (ethoxyfen), N-(4,6-di-

   methoxy-pyrimidin-2-yl)-N'-(2-ethoxy-phenoxysulphonyl)-urea (ethoxy- ) sulfuron), ethyl (R)-2-[4-(6-chloro-benzoxazol-2-yl-oxy)-phenoxy]-propano- ate (fenoxaprop-(P)-ethyl), 4-(2-chloro-phenyl)-N-cyclohexyl-N-ethyl-4,5-di- } hydro-5-oxo-1H-tetrazole-1-carboxamide (fentrazamide), isopropyl N-benzoyl-N-(3-chloro-4-fluro-phenyl)-DL-alaninate (flamprop-isopropyl),

   isopropyl N-benzoyl-N-(3-chloro-4-fluro-phenyl)-L-alaninate (flamprop-iso- propyl-L), methyl N-benzoyl-N-(3-chloro-4-fluoro-phenoxy)-DL-alaninate (flamprop-methyl), N -(2,6-difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]- J triazolo-[1,5-c]-pyrimidine-2-sulphonamide (florasulam), butyl (R)-2-[4-(5- ] trifluoromethyl-pyridin-2-yl-oxy)-phenoxy]-propanoate (fluazifop, -butyl,

   -P-butyl), i-propyl 5-(4-bromo-1-methyl-5-trifluoromethyl- 1H-pyrazol-3-yl)- 2-chloro-4-fluoro-benzoate (fluazolate), 4,5-dihydro-3-methoxy-4-methyl-5- oxo-N -[(2-trifluoromethoxy-phenyl)-sulphonyl]- 1-H-1,2 4-triazole-1-carbox- amide sodium salt (flucarbazone-sodium), N-(4-fluoro-phenyl)-N-i-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet), N-(2,6-

   difluoro-phenyl)-5-methyl-1 ,2,4-triazolo[1,5-a]-pyrimi dine-2-sulphonamide (flumetsulam), pentyl [2-chloro-4-fluoro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-

   2H-isoindol-2-yl)-phenoxy]-acetate (flumiclorac-pentyl), 2-[7-fluoro-3,4-di- hydro-3-ox0-4-(2-propinyl)-2H-1,4-benzox azin-6-yl]-4,5,6,7-tetrahydro-1H- isoindole-1,3-dione ~~ (flumioxazin), 2-[4-chloro-2-fluoro-5-[(1-methyl-2- propinyl)-oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindole-1 ,3(2H)-dione (flumipropyn), 3-chloro-4-chloromethyl-1-(3-trifluoromethyl-phenyl)-2- pyrrolidinone (fluorochloridone), ethoxycarbonylmethyl 5-(2-chloro-4-tri- fluoromethyl-phenoxy)-2-nitro-benzoate (fluoroglycofen-ethyl), 1-(4-chloro- 3-(2,2,3,3,3-pentafluoro-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazole- 3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5-(3,6-dihydro-3-methyl- 2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidyl)-benzoate (flupropacil), N-(4,6- dimethoxy-pyrimidin-2-yl)-N (3-methoxycarbonyl-6-trifluoromethyl-pyridin- 2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), 9-hydroxy- 9H-fluorene-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoro- pyridin-2-yl-oxy)-acetic acid (2-butoxy-1-methyl-ethyl ester, 1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), 5-methylamino-2-phenyl-4-(3- trifluoromethyl-phenyl)-3(2H)-furanone (flurtamone), methyl [(2-chloro-4- fluoro-5-(tetrahydro-3-oxo- 1H,3H-[1,3,4]-thiadiazolo-[3,4-a] -pyridazin-1- ylidene)-amino)-phenyl]-thio-acetate (fluthiacet-methyl), 5-(2-chloro-4-tri- fluoromethyl-phenoxy)-N-methylsulphonyl-2-nitro-benzamide (fomesafen), 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino}-sulphonyl]-4- formylamino-N,N-dimethyl-benzamide (foramsulfuron), 2-amino-4-(hydroxy- methylphosphinyl)-butanoic ~~ acid (ammonium salt) (glufosinate- (ammonium)), N-phosphonomethyl-glycine (isopropylammonium salt), (gly- phosate, -isopropylammonium), (R)-2-{4-(3-chloro-5-trifluoromethyl-pyridin- 2-yl-oxy)-phenoxy]-propanoic acid (methyl ester, 2-ethoxy-ethyl ester, butyl - ester) (haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-cyclohexyl-6- dimethylamino-1-methyl-1,3 ,3-triazine-2,4(1H,3H)-dione (hexazinone), methyl 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-4- methyl-benzoate ~~ (imazamethabenz-methyl), 2-(4,5-dihydro-4-methyl-4- isopropyl-5-oxo-1H-imidazol-2-yl)-5-methyl-pyridine-3-carboxylic acid (imazamethapyr), 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazo]-2-

   yD)-5-methoxymethyl-pyridine-3-carboxylic acid (imazamox), 2-(4,5-dihydro- 4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl)-quinoline-3-carbox ylic acid (imazaquin), 2-(4,5-dihydro-4-methyl-4-i-propyl-5-oxo-1H-imidazol-2-y1)-5- ethyl-pyridine-3-carboxylic acid (imazethapyr), N-(4,6-dimethoxy-pyrimidin-

   2-yI)-N’-(2-chloro-imidazo[ ,2-a]-pyridin-3-yl-sulphonyl)-urea (imazosulf- uron), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N*(5-iodo-2-methoxy- carbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron-methyl-sodium), 4-hydroxy-3,5-diiodo-benzonitrile (ioxynil), N,N-dimethyl-N"-(4-isopropyl- phenyl)-urea (isoproturon), N-(3-(1-ethyl- 1-methyl-propyl)-isoxazol-5-y1)-

   2,6-dimethoxy-benzamide (isoxaben), (4-chloro-2-methylsulphonyl-phenyl)- (5-cyclopropyl-isoxazol-4-yl)-methanone (isoxachlortole), (5-cyclopropyl- isoxazol-4-yl)-(2-methylsulphonyl-4-trifluoromethyl-phenyl)-methanone (is- oxaflutole), 2-[2-[4-[(3,5-dichloro-2-pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]- isoxazolidine (isoxapyrifop), (2-ethoxy- 1-methyl-2-oxo-ethyl)-5-(2-chloro-4-

   trifluoromethyl-phenoxy)-2-nitro-benzoate (lactofen), N’-(3,4-dichloro- phenyl)-N-methoxy-N-methyl-urea (linuron), (4-chloro-2-methyl-phenoxy)- acetic acid (MCPA), 2-(4-chloro-2-methyl-phenoxy)-propionic acid (meco- prop), 2-(2-benzothiazolyloxy)-N-methyl-N-phenyl-acetamide (mefenacet), 2-(4-methylsulphonyl-2-nitro-benzoyl)- 1,3-cyclohexanedione (mesotrione),

   4-amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one (metamitron), 2-chloro- N-(2,6-dimethyl-phenyl)-N-( 1H-pyrazol-1-yl-methyl)-acetamide (metaza- chlor), N =(4-(3,4-dihydro-2-methoxy-2,4,4-trimethyl-2H-1-benzopyran-7-yl- oxy)-phenyl)-N-methoxy-N-methyl-urea (metobenzuron), N’-(4-bromo-

   phenyl)-N-methoxy-N-methyl urea (metobromuron), (S)-2-chloro-N -(2-ethyl- :

   6-methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acetamide (metolachlor, S-metolachlor), N-(2,6-dichloro-3-methyl-phenyl )-5,7-dimethoxy-1,2,4- triazolo[ 1,5-a)-pyrimidine-2-sulphonamide (metosulam), N’-(3-chloro-4- methoxy-phenyl)-N,N-dimethyl-urea (metoxuron), 4-amino-6-tert-butyl-3- methylthio-1,2,4-triazin-5(4H)-one (metribuzin), N-(4-methoxy-6-methyl-

   1,3,5-triazin-2-yl)-N -(2-methoxycarbonyl-phenylsulphonyl)-urea (metsulf- uron-methyl), S-ethyl-hexahydro-1H-azepine-1-carbothioate (molinate),

   2-(2-naphthyloxy)-N-phenyl-propanamide (naproanilide), N-butyl-N’-(3,4-di- chloro-phenyl)-N-methyl-urea (neburon), N-(4,6-dimethoxy-pyrimidin-2-yl)- N*-(3-dimethylcarbamoyl-pyridin-2-yl-sulphonyl)-urea (nicosulfuron), S-(2-chloro-benzyl)-N,N-diethyl-thiocarbamate ~~ (orbencarb), 4-dipropyl-

   amino-3,5-dinitro-benzenesulphonamide ~~ (oryzalin), 3-[2,4-dichloro-5-(2- propinyloxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-one (oxadiargyl), 3-[2,4-dichloro-5-(1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol- 2(3H)-one (oxadiazon), N-(4,6-dimethyl-pyrimidin-2-yl)-N-(2-oxetan-3-yl- oxycarbonyl-phenylsulphonyl)-urea (oxasulfuron), 3-[1-(3,5-dichloro-

   phenyl)-1-i-propyl]-2,3-dihydro-6-methyl-5-phenyl-4H-1,3-0xazin-4-one (ox- aziclomefone), 2-chloro-1-(3-ethoxy-4-nitro-phenoxy)-4-tri- fluoromethylbenzene (oxyfluorfen), 1,1-dimethyl-4,4"-bipyridinium (para- quat), 1-amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro-benzene (pendi- methalin), 4-(t-butyl)-N-(1-ethyl-propyl)-2,6-dinitro-benzenamine

   (pendralin), 4-amino-3,5,6-trichloro-pyridine-2-carboxylic acid (picloram),

   2-chloro-N-(2,6-diethyl-phenyl)-N-(2-propoxy-ethyl)-acetamide (pretila-

   chlor), N-(4,6-bisdifluoromethoxy-pyrimidin-2-yl)-N*-(2-methoxycarbonyl-

   phenylsulphonyl)-urea (primisulfuron-methyl), 1-chloro-N-[2-chloro-4-

   fluoro-5-[(6S,7aR )-6-fluoro-tetrahydro-1,3-dioxo-1 H-pyrrolo[1,2-c]imidazol-

   2(3H)-yl]-phenyl])-methanesulphonamide (profluazol), 2-chloro-N-isopropyl-

   N-phenyl-acetamide (propachlor), N-(3,4-dichloro-phenyl)-propaneamide

   (propanil), (R)-[2-[[(1-methyl-ethylidene)-amino]-oxy]-ethyl]-2-[4-(6-chloro-

   2-quinoxalinyloxy)-phenoxy]-propanoate (propaquizafop), 2-chloro-N-(2-

   ~ethyl-6-methyl-phenyl)-N-{(1-methyl-ethoxy)-methyl}-acetamide (propiso-

   chlor), methyl 2-[[[(4,5-dihydro-4-methyl-5-0x0-3-propoxy-1H-1,2 4-triazol-

   1-yl)-carbonyl}-amino)-sulphonyl]-benzoate sodium salt (propoxycarbazone-

   sodium), S-phenylmethyl N,N-dipropyl-thiocarbamate (prosulfocarb), N-(4- methoxy-6-methyl-1,3,5-triazin-2-y1)-N(2-(3,3,3-trifluoro-propyl)-phenyl-

   sulphonyl)-urea (prosulfuron), ethyl [2-chloro-5-(4-chloro-5-di-

   fluoromethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluoro-phenoxy]-acetate (pyra-

   flufen-ethyl), 1-(3-chloro-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2-yl)-5-

   (methyl-2-propinylamino)-1H-pyrazole-4-carbonitrile (pyrazogyl), 4-(2,4-di- chloro-benzoyl)-1 ,3-dimethyl-5-(4-methyl-phenylsulphonyloxy)-pyrazole (pyrazolate), 4-(2,4-dichloro-benzoyl)-1 ,3-dimethyl-5-(phenylcarbonyl- methoxy)-pyrazole (pyrazoxyfen), N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-(4-

   ethoxycarbonyl-1-methyl-pyrazol-5-yl-sulphonyl)-urea (pyrazosulfuron- ethyl), O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl] diphenyl- methanone-oxime (pyribenzoxim), 6-chloro-3-phenyl-4-pyridazinol (pyrida- fol), O-(6-chloro-3-phenyl-pyridazin-4-yl) S-octyl thiocarbonate (pyridate), 6-chloro-3-phenylpyridazin-4-ol (pyridatol), 7-[(4,6-dimethoxy-2-pyrimidin-

   yD-thio]-3-methyl-1(3H)-isobenzofuranone (pyriftalid), methyl 2-(4,6- dimethoxy-pyrimidin-2-yl-oxy)-benzoate (pyriminobac-methyl), 2-chloro-6- (4,6-dimethoxy-pyrimidin-2-ylthio)-benzoic acid sodium salt (pyrithiobac- sodium), 3,7-dichloro-quinoline-8-carboxylic acid (quinchlorac), 7-chloro-3- methyl-quinoline-8-carboxylic acid (quinmerac), 2-[4-(6-chloro-2-quinoxalin- yloxy)-phenoxy]-propanoic acid (ethyl ester, tetrahydro-2-furanyl-methyl ester) (quizalofop, -ethyl, -P-ethyl, -P-tefuryl), N-(4,6-dimethoxy-pyrimidin- 2-yl)-N*-(3-ethylsulphonyl-pyridin-2-yl-sulphonyl)-urea (rimsulfuron), 2-(1-ethoximinobutyl)-5-(2-ethylthiopropyl)-3-hydroxy-2-cyclohexen-1-one (sethoxydim), 6-chloro-2,4-bis-ethylamino-1,3,5-triazine (simazin), 2-(2-chloro-4-methylsulphonyl-benzoyl)-cyclohexane-1,3-dione (sulcotrione), 2-(2,4-dichloro-5-methylsulphonylamino-phenyl)-4-difluoromethyl-5-methyl- 2,4-dihydro-3H-1,2,4-triazol-3-one (sulfentrazone), N-phosphonomethyl- glycine-trimethylsulphonium (sulfosate), N-(4,6-dimethoxy-pyrimidin-2-yl)- N-(2-ethylsulphonyl)-imidazo[1,2-a]pyridine-3-sulphonamide. (sulfosulf- uron), 6-chloro-4-ethylamino-2-tert-butylamino-1,3,5-triazine (terbuthyl- azine), 2-tert-butylamino-4-ethylamino-6-methylthio-1,3,5-triazine (ter- butryn), 2-chloro-N-(2,6-dimethyl-phenyl)-N-(3-methoxy-2-thienyl-methyl)- acetamide (thenylchlor), methyl 2-difluoromethyl-5-(4,5-dihydro-thiazol-2- y1)-4-(2-methyl-propyl)-6-trifluoromethyl-pyridine-3-carboxylate (thiazopyr), 6-(6,7-dihydro-6,6-dimethyl-3H,5H-pyrrolo[2, 1-c]-1,2,4-thiadiazol-3-ylidene- amino)-7-fluoro-4-(2-propinyl)-2H-1,4-benzoxazin-3(4H)-one (thidiazimin),

   N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N"-(2-methoxycarbonyl -thien-3-yl- sulphonyl)-urea (thifensulfuron-methyl), 2-(ethoximino-propyl)-3-hydroxy-5- (2,4,6-trimethyl-phenyl)-2-cyclohexen-1-one (tralkoxydim), S-(2,3,3-tri- chloro-2-propenyl) diisopropylcarbamothioate (triallate), N-(4-methoxy-6- methyl-1,3,5-triazin-2-yl)-N"[2-(2-chloro-ethoxy)-phenylsulphonyl]-urea (triasulfuron), N-methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N"-(2- methoxycarbonyl-phenylsulphonyl)-urea ~~ (tribenuron-methyl), (3,5,6-tri- chloro)-pyridin-2-yl-oxy-acetic acid (triclopyr), 2-(3,5-dichloro-phenyl)-2- (2,2,2-trichloro-ethyl)-oxirane (tridiphane), N-[[(4,6-dimethoxy-2-pyrimidin- yh)-amino]-carbonyl]-3-(2,2,2-trifluoro-ethoxy)-2-pyridinesulphonamide sodium salt (trifloxysulfuron), 1-amino-2,6-dinitro-N,N-dipropyl-4-tri- fluoromethyl-benzene (trifluralin), N-[4-dimethylamino-6-(2,2,2-trifluoro- ethoxy)-1,3,5-triazin-2-yl]-N"-(2-methoxycarbonyl-phenyl-sulphonyl)-urea (triflusulfuron-methyl), N-(4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)- N’-(2-trifluoromethyl-phenylsulphonyl)-urea (tritosulfuron), 2-pyridine- sulphonamide N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(N- methyl-N-methylsulphonyl-amino}), methyl 2-[[[[(4,6-dimethoxy-2- pyrimidinyl)amino]carbonyl]amino]sulphonyl]-4-[[(methylsulphonyl)amino}- methyl]benzoate, 4-[4,5-dihydro-4-methyl-5-oxo-(3-trifluoromethyl)-1H- 1,2 ,4-triazol-1-yl]-2-[(ethylsulphonyl)amino]-5-fluoro-benzenecarbothio- amide (“active compounds of group 4”), where the compound under (b) does not represent flufenacet if that under (a) is 2-(3,4-difluorophenoxy)-4-methyl-6-(1-methy!-3-trifluoromethylpyrazol-5- yD)-pyridine.
2. 2. Herbicidal compositions according to Claim 1, characterized in that they comprise, as active compound of group 1, a 2,6-disubstituted pyridine derivative of the general formula (I)

   in which R! represents an optionally trifluoromethyl- and methyl-substituted pyrazolyl radical or represents a phenyl radical which is optionally mono- or polysubstituted by fluorine, R? represents an optionally halogenoalkyl- and/or C;-Csz-halogenoaikyl- substituted phenoxy radical, R’ represents a hydrogen atom or methyl, and Ww represents oxygen or the group —CO-NH-.
3. 3. Herbicidal compositions according to Claim 1, characterized in that they comprise, as active compound of group 1, N-(4-fluorophenyl)-6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxamide (picolinafen) or 2-(3,4-difluorophenoxy)-4-methyl-6-(1-methyl-3-trifluoro- methylpyrazol-5-yl)-pyridine.
4. 4. Herbicidal compositions according to any of Claims 1 to 3, characterized in that they comprise, as active compound of group 3, at least one crop-plant- compatibility-improving compound from the following group of compounds: 1-methylhexyl 5-chloro-quinoxalin-8-oxy-acetate (cloquintocet), ethyl 1-(2,4- dichloro-phenyl)-5-trichloromethyl-1H- 1,2 4-triazole-3-carboxylate (fenchlor- azol-ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate (isoxadifen-ethyl), diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H- pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and its derivatives.
5. 5. Herbicidal compositions according to Claim 1, characterized in that in that they comprise as active compound of group 1, picolinafen and as active compound of group 2, N-isopropyl-N-(4-fluorophenyl)- (3-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet) and optionally as further active compound or further active compounds one or more compounds from the group consisting of 2,6-bis-(4,6-dimethoxy- pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac-sodium), N-(2,6- difluoro-phenyl)-8-fluoro-5-methoxy- [1,2,4]-triazolo-[1,5-c]-pyrimidine-2- sulphonamide (florasulam), N-(4,6-dimethoxy-pyrimidin-2-yl)-N’-(3- methoxycarbonyl-6-trifluoromethyl-pyrid-2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), N,N-dimethyl-N’~(4-isopropyl-phenyl)-urea (isoproturon), N-(2,6-dichloro-3-methyl-phenyl)-5,7-dimethoxy-1,2 4-tri- azolo[1,5-a]-pyrimidine-2-sulphonamide (metosulam), 1-amino-N-(1-ethyl- propyl)-3,4-dimethyl-2,6-dinitro-benzene (pendimethalin) and ethyl-[2- chloro-5-(4-chloro-5-difluoromethoxy- 1-methyl-1H-pyrazol-3-yl)-4-fluoro- phenoxy]-acetate (pyraflufen-ethyl).
6. 6. Herbicidal compositions according to Claim 1, characterized in that they comprise, as active compound of group 1, picolinafen and as active compound of group, 2 2-(2-methoxycarbonyl-phenylsulphonyl- aminocarbonyl)-4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one or the sodium salt of this compound (propoxycarbazone-sodium) and optionally as further active compound or further active compounds one or more compounds from the group consisting of N-(4,6-dimethoxy-pyrimidin- 2-y1)-N’~(N-methyl-N-methylsulphonyl-sulphamoyl)-urea (amidosulfuron), 2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bis- pyribac-sodium), 2-(4-chloro-2-fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)- phenyl)-4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2 4-triazol-3-one (car- fentrazone-ethyl), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3- dioxo-2H-isoindol-2-yl)-phenyl]-2-propanoate (cinidon-ethyl), 2-chloro-4- ethylamino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyanazine), 24- dichloro-phenoxyacetic acid (2,4-D), (R)-2-(2,4-dichloro-phenoxy)-propanoic acid (dichlorprop-P), N-(2,6-difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]- triazolo-[1,5-c]-pyrimidine-2-sulphonamide (florasulam), N-(4-fluoro- phenyl)-N-i-propyl-2-(5-trifluoromethyl-1,3,4-thi adiazol-2-yl-oxy)-acetamide (flufenacet), N-(4,6-dimethoxy-pyrimidin-2-yl)-N ’~(3-methoxycarbonyl-6-tri- fluoromethyl-pyridin-2-yl-sulphonyl)-urea sodium salt (flupyrsulfuron- methyl-sodium), (4-amino-3,5-dichloro-6-fluoro-pyridin-2-yl-oxy)-acetic acid (2-butoxy-1-methyl-ethyl ester, 1-methyl-heptyl ester) (fluroxypyr, -butoxy- propyl, -meptyl), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N ‘-(5-iodo-2- methoxycarbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron-methyl- sodium), N,N-dimethyl-N’-(4-isopropyl-phenyl)-urea (isoproturon), 2-(4- chloro-2-methyl-phenoxy)-propionic acid (mecoprop), N-(2,6-dichloro-3- methyl-phenyl)-5,7-dimethoxy-1,2 4-triazolo[ 1,5-a]-pyrimidine-2-sulphon- amide (metosulam), 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5(4H)- _one_(metribuzin), -N-(4-methoxy-6-methyl-1 ,3,5-triazin-2-yl)-N’ -(2-methoxy- carbonyl-phenylsulphonyl)-urea (metsulfuron-methyl), 1-amino-N-(1-ethyl- propyl)-3,4-dimethyl-2,6-dinitro-benzene (pendimethalin), N-(4-methoxy-6- methyl-1,3,5-triazin-2-yl)-N’-(2-methox ycarbonyl-thien-3-yl-sulphonyl)-urea (thifensulfuron-methyl), N-methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2- yD-N’~(2-methoxycarbonyl-phenylsulphonyl)-urea (tribenuron-methyl), N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluoro- ethoxy)-2-pyridinesulphonamide sodium salt (trifloxysulfuron), N-(4-meth-

   . oxy-6-trifluoromethoxy-1 ,3,5-triazin-2-yl)-N ‘~(2-trifluoromethyl- phenylsulphonyl)-urea (tritosulfuron).
7. 7. Herbicidal compositions according to Claim 1, characterized in that they comprise as active compound of group 1, picolinafen and, as active compound of group 2, 2-(2-triflucromethoxy-phenylsulphonyl- aminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2 4-triazol-3-one or the sodium salt of this compound (flucarbazone-sodium) and optionally as further active compound or further active compounds one or more compounds from the group consisting of 2,6-bis-(4,6-dimethoxy- pyrimidin-2-yl-oxy)-benzoic acid sodium salt (bispyribac-sodium), 3,5-di- bromo-4-hydroxy-benzonitrile (bromoxynil), 2-(4-chloro-2-fluoro-5-(2- chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoromethyl-5-methyl-2 4-di- hydro-3H-1,2,4-triazol-3-one (carfentrazone-ethyl), ethyl 2-chloro-3-[2- chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2- propanoate (cinidon-ethyl), 2-propinyl (R)-2-[4-(5-chloro-3-fluoro-pyridin-2- yl-oxy)-phenoxy-propanoate (clodinafop-propargyl), 3,6-dichloro-pyridine-2- carboxylic acid (clopyralid), 2,4-dichloro-phenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxy-benzoic acid (dicamba), ethyl (R)-2-[4-(6-chloro- benzoxazol-2-yl-oxy)-phenoxy]-propanoate (fenoxaprop-(P)-ethyl), N-(2,6- difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]-tri azolo-[1,5-c]-pyrimidine-2- sulphonamide (florasulam), N-(4-fluoro-phenyl)-N-i-propyl-2-(5-trifluoro- methyl-1,3,4-thiadiazol-2-yl-oxy)-acetamide (flufenacet), N-(4,6-dimethoxy- pyrimidin-2-y1)-N’-(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl- sulphonyl)-urea sodium salt (flupyrsulfuron-methyl-sodium), (4-amino-3,5- dichloro-6-fluoro-pyridin-2-yl-oxy)-acetic acid (2-butoxy-1-methyl-ethyl ester, 1-methyl-heptyl ester) (fluroxypyr, -butoxypropyl, -meptyl), methyl

   . 2-(4,5-dihydro-4-methyl-4-isopropyl-5-oxo- 1H-imidazol-2-yl)-4-methyl- benzoate (imazamethabenz-methyl), 2-(4,5-dihydro-4-methyl-4-isopropyl-5- oxo-1H-imidazol-2-yl)-5-methoxymethyl-pyridine-3-carboxylic acid (imaza- mox), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N ‘-(5-iodo-2-methoxy- carbonyl-phenylsulphonyl)-urea sodium salt (iodosulfuron-methyl-sodium), N,N-dimethyl-N’-(4-isopropyl-phenyl)-urea (isoproturon), (4-chloro-2- methyl-phenoxy)-acetic acid (MCPA), 2-(4-chloro-2-methyl-phenoxy)- propionic acid (mecoprop), N-(2,6-dichloro-3-methyl-phenyl)-5,7-dimethoxy- 1,2,4-triazolo[1,5-a]-pyrimidine-2-sulphonamide (metosulam), 4-amino-6- tert-butyl-3-methylthio-1,2,4-triazin-5(4H)-one (metribuzin), N-(4-methoxy- 6-methyl-1,3,5-triazin-2-yl)-N’-(2-methoxycarbonyl-phenylsulphonyl)-urea (metsulfuron-methyt), 1-amino-N-(1-ethyl-propyl)-3,4-dimethyl-2,6-dinitro- benzene (pendimethalin), methyl 2-[[[(4,5-dihydro-4-methyl-5-0x0-3-prop- oxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]-sulphonyl]-benzoate sodium salt (propoxycarbazone-sodium), ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy- 1-methyl-1H-pyrazol-3-yl)-4-fluoro-phenoxyl-acetate (pyraflufen-ethyl), N -(4,6-dimethoxy-pyrimidin-2-y1)-N’-(2-ethylsulphonyl-imidazo[ 1 ,2-a]- pyridine-3-yl-sulphonamide (sulfosulfuron), N-(4-methoxy-6-methyl-1,3,5- triazin-2-yl)-N’-(2-methoxycarbonyl-thien-3-yl-sulphonyl)-urea (thifensulf- uron-methyl), 2-(ethoximino-propyl)-3-hydroxy-5-(2,4,6-trimethyl-phenyl)-2- cyclohexen-1-one (tralkoxydim), S-(2,3,3-trichloro-2-propenyl) diisopropyl- carbamothioate (triallate), N-methyl-N-(4-methoxy-6-methyl-1,3,5-triazin-2- yD-N’-(2-methoxycarbonyl-phenylsulphonyl)-urea (tribenuron-methyl), N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluoro- ethoxy)-2-pyridinesulphonamide sodium salt (trifloxysulfuron), N-(4-meth- oxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)-N‘-(2-trifluorometh yl-phenyl- sulphonyl)-urea (tritosulfuron).
8. 8. Use of a composition according to any of Claims 1 to 7 for controlling undesirable plants.

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9. 9. Method for controlling undesirable plants, characterized in that compositions according to any of Claims 1 to 7 are allowed to act on the undesirable plants and/or their habitat.
10. 10. Process for preparing a herbicidal composition, characterized in that a composition according to any of Claims 1 to 7 is mixed with surfactants and/or extenders.