Herbicide

Abstract

New and valuable herbicide comprising a composition of 2,3-dihydro-3,3-dimethyl-2-(alkoxy, allyloxy or propargyloxy) benzofuran-5-yl-methyl or dimethylamino sulfonate and 1-phenyl-4-amino-5-chloropyridazone-(6).

Description

It is known that benzofuranylalkylamino sulfonates, pyridazones, carbamates, thiol carbamates, substituted fatty acids, uracils, pyrazolium sulfates and ethyl-N-benzoyl-N-(3,4-dichlorophenyl)-2-aminopropionate have a herbicidal action. However, this action is not always satisfactory.

I have now found that a composition of

A. a compound of the formula ##SPC1## Where R, R.sup.1 and R.sup.2 each denote hydrogen or an unsubstituted or alkoxy- or halogen-substituted aliphatic radical of a maximum of 4 carbon atoms, and B. a compound of the formula ##SPC2## Where X denotes amino, .alpha.-hydroxy-.beta.,.beta.,.beta.-trichloroethylamino, acetylamino, haloacetylamino, acetoacetylamino, alkylamino, dialkylamino, alkoxyalkylamino, ester of adipamic acid, aminotartronic acid diethylester (CH.sub.3).sub.2 N- CH= N, alkoxy, or --NH--CD--COOR, R denoting lower alkyl, phenyl or hydrogen, or a salt thereof, Y denotes chloro, bromo or methoxy and Z denotes hydrogen, halogen, methyl or trifluoromethyl, or C. a compound of the formula ##STR1## where R.sup.1 denotes hydrogen or lower alkyl, R.sup.2 denotes lower alkyl, unsubstituted or halogen-, methyl- or methoxy-substituted phenyl, aminobenzenesulfonyl, nitrobenzenesulfonyl, or a monocycloaliphatic, bicycloaliphatic or tricycloaliphatic radical, R denotes unsubstituted or halogen-substituted lower alkyl, alkenyl or alkynyl, unsubstituted or halogen- or alkyl-substituted phenyl or benzyl, the radical ##STR2## or ##SPC3## Y denoting methyl or hydrogen and R.sup.3 denoting lower alkyl, and X denotes oxygen or sulfur, or D. a compound of the formula ##STR3## where X denotes hydrogen or halogen, R denotes alkyl, haloalkyl, benzamidooxy, unsubstituted benzyl, or benzyl substituted by halogen, methyl, methoxy or haloalkyl, and R.sup.1 denotes unsubstituted or halogen-substituted alkyl or benzyl, or hydrogen, or a salt thereof, or E. a compound of the formula ##SPC4## Where R denotes hydrogen, .alpha.,.alpha.-dimethyl-.beta.-acetoxypropionyl or acetyl, or F. the compound ##SPC5## Or G. a compound of the formula ##SPC6## Where R denotes alkoxy, unsubstituted phenyl, or phenyl substituted by halogen or lower alkyl, has a better herbicidal action than its components.

Preferred compositions are a+b, a+c, a+d, a+e, a+f, a+g, a+b+c, a+b+d, a+b+e, a+b+f, a+b+g, a+c+d, a+c+e, a+c+f, a+c+g, a+d+e, a+d+f, a+d+g, a+e+f, a+e+g and a+f+g.

The compositions may contain one or more compounds of the formula a and of the formulas b, c, d, e, f, and g.

The ratio of the active ingredients to each other may be selected at will, and is for instance from 0.1 to 10 parts by weight of a : 1 part by weight of b to g, preferably 0.3 to 3 parts by weight of a : 1 part by weight of b to g.

The amount used of the agents according to the invention may vary and depends in essence on the type of effect to be achieved; it is generally from 0.1 to 30 (and more), preferably from 0.2 to 6, kg per hectare of active ingredient. The agents according to the invention may be used once or several times before or after planting, before sowing, and before, during or after emergence of the crop plants and unwanted plants.

The compositions may also be used as total herbicides on ditches, aquatic areas, railroad tracks, and barren or waste land, etc.

Application may be effected for instance in the form of directly sprayable solutions, powders, suspensions, dispersions, emulsions, oil dispersions, pastes, dusts, broadcasting agents, or granules by spraying, atomizing, dusting, broadcasting or watering. The forms of application depend entirely on the purpose for which the agents are being used; in any case they should ensure a fine distribution of the active ingredient.

For the preparation of solutions, emulsions, pastes and oil dispersions to be sprayed direct, mineral oil fractions of medium to high boiling point, such as kerosene or diesel oil, further coal-tar oils, etc. and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons such as benzene, toluene, xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes and their derivatives such as methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, etc., and strongly polar solvents such as dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, water, etc. are suitable.

Aqueous formulations may be prepared from emulsion concentrates, pastes, oil dispersions or wettable powders by adding water. To prepare emulsions, pastes and oil dispersions the ingredients as such or dissolved in an oil or solvent may be homogenized in water by means of wetting or dispersing agents, adherents or emulsifiers. Concentrates which are suitable for dilution with water may be prepared from active ingredient, wetting agent, adherent, emulsifying or dispersing agent and possibly solvent or oil.

Examples of surfactants are: alkali metal, alkaline earth metal and ammonium salts of ligninsulfonic acid, naphthalenesulfonic acids, phenolsulfonic acids, alkylaryl sulfonates, alkyl sulfates, and alkyl sulfonates, alkali metal and alkaline earth metal salts of dibutylnaphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, alkali metal and alkaline earth metal salts of fatty acids, salts of sulfated hexadecanols, heptadecanols, and octadecanols, salts of sulfated fatty alcohol glycol ether, condensation products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctylphenol, ethoxylated octylphenol and ethoxylated nonylphenol, alkylphenol polyglycol ethers, tributylphenyl polyglycol ethers, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignin, sulfite waste liquors and methyl cellulose.

Powders, dusts and broadcasting agents may be prepared by mixing or grinding the active ingredients with a solid carrier.

Granules, e.g., coated, impregnated or homogeneous granules, may be prepared by bonding the active ingredients to solid carriers. Examples of solid carriers are mineral earths such as silica gel, silicic acid, silica gels, silicates, talc, kaolin, Attaclay, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground plastics, fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, and ureas, and vegetable products such as grain flours, bark meal, wood meal, and nutshell meal, cellulosic powders, etc.

The formulations contain from 0.1 to 95, and preferably 0.5 to 90, % by weight of active ingredient.

There may be added to the compositions or individual active ingredient (if desired, immediately before use (tankmix)) oils of various types, herbicides, fungicides, nematocides, insecticides, bactericides, trace elements, fertilizers, antifoams (e.g., silicones), growth regulators, antidotes and other herbicidally effective compound such as

substituted anilines substituted aryloxycarboxylic acids and salts, esters and amides thereof, substituted ethers substituted arsonic acids and their salts, esters and amides substituted benzimidazoles substituted benzisothiazoles substituted benzothiadiazinone dioxides substituted benzoxazines substituted benzoxazinones substituted benzothiadiazoles substituted biurets substituted quinolines substituted carbamates substituted aliphatic carboxylic acids and their salts, esters and amides substituted aromatic carboxylic acids and their salts, esters and amides substituted carbamoylalkylthiol- or -dithiophosphates substituted quinazolines substituted cycloalkylamidocarbothiolic acids and their salts, esters and amides substituted cycloalkylcarbonamidothiazoles substituted dicarboxylic acids and their salts, esters and amides substituted dihydrobenzofuranyl sulfonates substituted disulfides substituted dipyridylium salts substituted dithiocarbamates substituted dithiophosphoric acids and their salts, esters and amides substituted ureas substituted hexahydro-1H-carbothioates substituted hydantoins substituted hydrazides substituted hydrazonium salts substituted isoxazole pyrimidones substituted imidazoles substituted isothiazole pyrimidones substituted ketones substituted naphthoquinones substituted aliphatic nitriles substituted aromatic nitriles substituted oxadiazoles substituted oxadiazinones substituted oxadiazolidine diones substituted oxadiazine diones substituted phenols and their salts and esters substituted phosphonic acids and their salts, esters and amides substituted phosphonium chlorides substituted phosphonalkyl glycines substituted phosphites substituted phosphoric acids and their salts, esters and amides substituted piperidines substituted pyrazoles substituted pyrazole alkylcarboxylic acids and their salts, esters and amides substituted pyrazolium salts substituted pyrazolium alkyl sulfates substituted pyridazines substituted pyridazones substituted pyridine carboxylic acids and their salts, esters and amides substituted pyridines substituted pyridine carboxylates substituted pyridinones substituted pyrimidines substituted pyrimidones substituted pyrrolidine carboxylic acid and its salts, esters and amides substituted pyrrolidines substituted pyrrolidones substituted arylsulfonic acids and their salts, esters and amides substituted styrenes substituted tetrahydrooxadiazine diones substituted tetrahydroxadiazole diones substituted tetrahydromethanoindenes substituted tetrahydroxadiazole thiones substituted tetrahydrothiadiazine thiones substituted tetrahydrothiadiazole diones substituted aromatic thiocarbonylamides substituted thiocarboxylic acids and their salts, esters and amides substituted thiol carbamates substituted thioureas substituted thiophosphoric acids and their salts, esters and amides substituted triazines substituted triazoles substituted uracils, and substituted uretidine diones.

The last-mentioned herbicidal compounds may also be applied before or after the active ingredients or compositions thereof according to the invention.

These agents may be added to the herbicides according to the invention in a ratio by weight of from 1:10 to 10:1. The same applies to oils, fungicides, nematocides, insecticides, bactericides, antidotes and growth regulators.

The new compositions have a strong herbicidal action and may therefore be used as weedkillers or for controlling the growth of unwanted plants. Whether the new active ingredients are used as total or selective agents depends in essence on the amount of ingredient used per unit area.

By weeds and unwanted plant growth are meant all monocotyledonous and dicotyledonous plants which grow in loci where they are not desired.

______________________________________Gramineae, such as Cynodon spp. Dactylis spp. Digitaria spp. Avena spp. Echinochloa spp. Bromus spp. Setaria spp. Uniola spp. Panicum spp. Poa spp. Alopecurus spp. Leptochloa spp. Lolium spp. Brachiaria spp. Sorghum spp. Eleusine spp. Agropyron spp. Cenchrus spp. Phalaris spp. Eragrostis spp. Apera spp. Phragmites communis etc.;Cyperaceae, such as Carex spp. Eleocharis spp. Cyperus spp. Scirpus spp. etc.;dicotyledonous weeds, such asMalvaceae, e.g., Abutilon theoprasti Hibiscus spp. Sida spp. Malva spp. etc.;Compositae, such as Ambrosia spp. Centaurea spp. Lactuca spp. Tussilago spp. Senecio spp. Lapsana communis Sonchus spp. Tagetes spp. Xanthium spp. Erigeron spp. Iva spp. Anthemis spp. Galinsoga spp. Matricaria spp. Taraxacum spp. Artemisia spp. Chrysanthemum spp. Bidens spp. Cirsium spp. etc.;Convolvulaceae, such as Convolvulus spp. Cuscuta spp. Ipomoea spp. Jaquemontia tamnifolia etc.;Cruciferae, such as Barbarea vulgaris Arabidopsis thaliana Brassica spp. Descurainia spp. Capsella spp. Draba spp. Sisymbrium spp. Coronopus didymus Thlaspi spp. Lepidium spp. Sinapis arvensis Raphanus spp. etc.;Geraniaceae, such as Erodium spp. Geranium spp. etc.;Portulacaceae, such as Portulaca spp. etc.;Primulaceae, such as Anagallis arvensis Lysimachia spp. etc.;Rubiaceae, such as Richardia app. biodia spp. Galium spp.Scrophulariaceae, such as Linaria spp. Digitalis spp. Veronica spp. etc.;Solanaceae, such as Physalis spp. Nicandra spp. Solanum spp. Datura spp. etc.;Urticaceae, such as Urtica spp.Violaceae, such as Viola spp. etc.;Zygophyllaceae, such as Tribulus terrestris etc.;Euphorbiaceae, such as Mercurialis annua Euphorbia spp.Umbelliferae, such as Daucus carota Ammi majus Aethusa cynapium etc.;Commelinaceae, such as Commelina spp. etc.;Labiatae, such as Lamium spp. Galeopsis spp. etc.;Leguminosae, such as Medicago spp. Sesbania exaltata Trifolium spp. Cassia spp. Vicia spp. Lathyrus spp. etc.;Plantaginaceae, such as Plantago spp. etc.;Polygonaceae, such as Polygonum spp. Fagopyrum spp. Rumex spp. etc.;Aizoaceae, such as Mollugo verticillata etc.;Amaranthaceae, such as Amaranthus spp. etc.;Boraginaceae, such as Amsinckia spp. Anchusa spp. Myostis spp. Lithospermum spp. etc.;Caryophyllaceae, such as Stellaria spp. Silene spp. Spergula spp. Cerastium spp. Saponaria spp. Agrostemma githago Scleranthus annuus etc.;Chenopodiaceae, such as Chenopodium spp. Atriplex spp. Kochia spp. Monolepsis nuttalliana Salsola Kali etc.;Lythraceae, such as Cuphea spp. etc.;Oxalidaceae, such as Oxalis spp.Ranunculaceae, such as Ranunculus spp. Adonis spp. Delphinium spp. etc.;Papaveraceae, such as Papaver spp. Fumaria officinalis etc.;Onagraceae, such as Jussiaea spp. etc.;Rosaceae, such as Alchemillia spp. Potentilla spp. etc.;Potamogetonaceae, such as Potamogeton spp. etc.;Najadaceae, such as Najas spp. etc.;Equisetaceae Equisetum spp. etc.;Marsileaceae, such as Marsilea quadrifolia etc.;Polypodiaceae, Pteridium quilinumAlismataceae, such as Alisma spp. Sagittaria sagittifolia etc.;______________________________________

The agents according to the invention may be employed in cereal crops such as

______________________________________ Avena spp. Sorghum Triticum spp. Zea mays Hordeum spp. Panicum milaceum Secale spp. Oryza spp. Saccharum officinarumand in dicotyledonous crops such asCruciferae, e.g. Brassica spp. Raphanus spp. Sinapis spp. Lepidium spp.Compositae, e.g. Lactuca spp. Carthamus spp. Helianthus spp. Scorzonera spp.Malvaceae, e.g. Gossypium hirsutumLeguminosae, e.g. Medicago spp. Phaseolus spp. Trifolium spp. Arachis spp. Pisum spp. Glycine max.Chenopodium, e.g. Beta vulgaris Spinacia spp.Solanaceae, e.g. Solanum spp. Capsicum annuum Nicotiania spp.Linaceae, e.g. Linum spp.Umbelliferae, e.g. Petroselinum spp. Apium graveolens Daucus carotaRosaceae, e.g. FragariaCucurbitaceac, e.g. Cucumis spp. Cucurbita spp.Liliaceae, e.g. Allium spp.Vitaceae, e.g. Vitis viniferaBromeliaceae, e.g. Ananas sativus______________________________________

In the greenhouse and in the open, compositions of the following compounds were tested on the abovementioned plants. Their action corresponds to that of the compositions employed in Examples 1 to 11:

__________________________________________________________________________ ##STR4##R.sup.1 R.sup.2 R.sup.3__________________________________________________________________________H CH.sub.3 CH.sub.3H CH.sub.3 C.sub.2 H.sub.5H CH.sub.3 C.sub.3 H.sub.7 nH CH.sub.3 C.sub.3 H.sub.7 iH CH.sub.3 ##STR5##H CH.sub.3 ##STR6##H C.sub.2 H.sub.5 CH.sub.3H C.sub.2 H.sub.5 C.sub.2 H.sub.5H C.sub.3 H.sub.7 n CH.sub.3H C.sub.2 H.sub.5 C.sub.3 H.sub.7 nH C.sub.2 H.sub.5 C.sub.3 H.sub.7 iH C.sub.3 H.sub.7 n C.sub.2 H.sub.5H C.sub.3 H.sub.7 n C.sub.3 H.sub.7 nH C.sub.3 H.sub.7 n C.sub.3 H.sub.7 iH C.sub.3 H.sub.7 i CH.sub.3H C.sub.3 H.sub.7 i C.sub.2 H.sub.5H C.sub.3 H.sub.7 i C.sub.3 H.sub.7 nH C.sub.3 H.sub.7 i C.sub.3 H.sub.7 iCH.sub.3 CH.sub.3 CH.sub.3CH.sub.3 CH.sub.3 ##STR7##CH.sub.3 CH.sub.3 C.sub.2 H.sub.5CH.sub.3 CH.sub.3 ##STR8##CH.sub.3 CH.sub.3 ##STR9##CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 nCH.sub.3 CH.sub.3 C.sub.3 H.sub.7 iC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3C.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.2 H.sub.5C.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.3 H.sub.7 nC.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.3 H.sub.7 iH CH.sub.3 ##STR10## ##STR11##X Y Z__________________________________________________________________________NH.sub.2 Cl H ##STR12## Cl HOCH.sub.3 Cl HNH.sub.2 Br H ##STR13## Br H ##STR14## Br H ##STR15## Br H ##STR16## Br H ##STR17## Br H ##STR18## Br H ##STR19## Br H ##STR20## Br H ##STR21## Br H ##STR22## Br H ##STR23## Br H ##STR24## Br HNH.sub.2 OCH.sub.3 HOCH.sub.3 OCH.sub.3 HOCH.sub.3 Br H ##STR25## Br H ##STR26## Br HNH.sub.2 Br CH.sub.3NH.sub.2 Cl CH.sub.3 ##STR27## Br CH.sub.3OCH.sub.3 Br CH.sub.3OCH.sub.3 Cl CH.sub.3OCH.sub.3 OCH.sub.3 CH.sub.3NH.sub.2 Cl CF.sub.3NH.sub.2 Br CF.sub.3 ##STR28## Br CF.sub.3 ##STR29## Cl CF.sub.3 ##STR30## Br CF.sub.3 ##STR31## Cl CF.sub.3 ##STR32## Cl CF.sub.3 ##STR33## Br CF.sub.3 ##STR34## Cl CF.sub.3 ##STR35## Br CF.sub.3 ##STR36## Br CF.sub.3 ##STR37## Cl CF.sub.3 ##STR38## Br CF.sub.3 ##STR39## Br CF.sub.3 ##STR40## Br CF.sub.3 ##STR41## Cl CF.sub.3 ##STR42## Cl CF.sub.3 ##STR43## Br CF.sub.3 ##STR44## Cl CF.sub.3OCH.sub.3 Cl CF.sub.3OCH.sub.3 Cl CF.sub.3OCH.sub.3 Br CF.sub.3OCH.sub.3 OCH.sub.3 CF.sub.3 ##STR45## Cl CF.sub.3 ##STR46## Br CF.sub.3 ##STR47## Br CF.sub.3 ##STR48## Cl CF.sub.3 ##STR49## Br CF.sub.3 - ##STR50##R.sup.1 R.sup.2 X R__________________________________________________________________________H CH.sub.3 O ##STR51##H CH.sub.3 O ##STR52## ##STR53## O ##STR54##H ##STR55## O ##STR56##H ##STR57## O ##STR58##H ##STR59## O CH.sub.3H ##STR60## O ##STR61##H ##STR62## O ##STR63##H ##STR64## O ##STR65##H ##STR66## O ##STR67##H ##STR68## O ##STR69##C.sub.3 H.sub.7 i C.sub.3 H.sub.7 i S ##STR70##C.sub.3 H.sub.7 i C.sub.3 H.sub.7 i S ##STR71##C.sub.3 H.sub.7 n C.sub.3 H.sub.7 n S ##STR72##C.sub.4 H.sub.9 n C.sub.4 H.sub.9 n S ##STR73##C.sub.4 H.sub.9 i C.sub.4 H.sub.9 i S ##STR74##C.sub.4 H.sub.9 n C.sub.2 H.sub. 5 S ##STR75##C.sub.3 H.sub.7 n C.sub.3 H.sub.7 n S ##STR76##C.sub.3 H.sub.7 n C.sub.3 H.sub.7 n S ##STR77##C.sub.2 H.sub.5 ##STR78## S ##STR79## ##STR80## ##STR81## S ##STR82## ##STR83## ##STR84## S ##STR85##C.sub.2 H.sub.5 ##STR86## S C.sub.2 H.sub.5C.sub.2 H.sub.5 ##STR87## S C.sub.3 H.sub.7 iC.sub.2 H.sub.5 ##STR88## S CH.sub.3C.sub.2 H.sub.5 ##STR89## S C.sub.2 H.sub.5C.sub.2 H.sub.5 ##STR90## S C.sub.2 H.sub.5 ##STR91##R X X R.sup.1__________________________________________________________________________CH.sub.3 Cl Cl NaCH.sub.2 Cl Cl Cl NaH Cl Cl NaCl Cl Cl NaCH.sub.3 Cl Cl ##STR92##CH.sub.3 Cl Cl ##STR93## ##STR94## Cl Cl NaCHF.sub.2 F F Na ##STR95## H Cl CH.sub.3 ##STR96## H H H ##STR97##H ##STR98## ##STR99## ##STR100## ##STR101##RCH.sub.3 ##STR102## ##STR103##__________________________________________________________________________

EXAMPLE 1

In the greenhouse, loamy sandy soil was filled into pots and sown with various seeds. The soil prepared in this manner was then treated with the following amounts of the following individual active ingredients and compositions thereof as emulsions or dispersions:

I. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-ylmethylamino sulfonate

II. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yldimethylamino sulfonate

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

V. ethyl N-ethyl-N-cyclohexylthiol carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

XII. 2,3-dichloroallyl N,N-diisopropylthiol carbamate

XIII. 2,3,3-trichloroallyl N,N-diisopropylthiol carbamate

XIV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yldimethylamino sulfonate

XV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-ylmethylamino sulfonate

I, ii, vi, xiv and XV each at rates of 0.5, 0.75, 1 and 2 kg/ha and III, V, XII and XIII each at rates of 0.5, 1, 1.5 and 2 kg/ha I+iii+v, i+iii+vi, i+iii+vii, i+iii+viii, ii+iii+v, ii+iii+vi, ii+iii+vii, ii+iii+viii, xiv+iii+v, xiv+iii+vi, xiv+iii+vii, xiv+iii+viii, xv+iii+v, xv+iii+vi, xv+iii+vii and XV+III+VIII each at rates of 0.5+0.5+1, 0.5+1+0.5 and 1+0.5+0.5 kg/ha I+III, II+III, I+V and II+V each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha I+VI and II+VI each at rates of 0.5+1, 1+0.5 and 0.75+0.75 kg/ha XIV+III, XV+III, XIV+V and XV+V each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha XIV+VI and XV+VI each at rates of 0.5+1, 1+0.5 and 0.75+0.75 kg/ha I+XII, I+XIII, II+XII II+XIII, XIV+XII, XIV+XIII, XV+XII and XV+XIII each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha.

After 3 to 4 weeks it was ascertained that the compositions had a better herbicidal action than their components, combined with the same crop plant compatibility.

The results are given below:

__________________________________________________________________________Active ingredient I II__________________________________________________________________________kg/ha 0.5 0.75 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 20 30 40 60 95 70 85 95 100 100Echinochloa-crus-galli 10 20 30 37 58 70 80 90 100 100Galium aparine 15 25 32 50 60 20 30 40 52 70Matricaria chamomilla 7 15 30 35 40 5 15 20 30 50__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III V VI__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0 20Unwanted plants:Avena fatua 5 12 15 20 12 30 40 60 5 15 18 20 30Echinochloa crus-galli 8 13 20 32 20 46 60 80 16 25 35 70 90Galium aparine 15 40 50 75 0 10 15 20 10 30 50 60 75 Matricaria chamomilla 30 50 60 85 5 7 9 10 20 56 70 75 95__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XII XIII XIV__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 7 0 0 0 0 0Unwanted plants:Avena fatua 20 60 83 95 30 67 90 98 70 80 90 100 100Echinochloa crus-galli 16 30 40 50 15 38 50 60 70 80 90 100 100Galium aparine 0 0 5 8 0 0 5 10 17 25 35 50 65Matricaria chamomilla 5 10 13 19 9 12 15 21 5 10 20 28 45__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV I+II+V I+II+VI__________________________________________________________________________ 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5kg/ha 0.5 0.75 1 1.5 2 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0Avena fatua 15 26 35 55 85 97 85 97 83 77 95Echinochloa crus-galli 12 20 30 40 80 100 83 98 94 80 94Galium aparine 10 20 30 40 50 80 93 84 100 100 97Matricaria chamomilla 12 20 36 45 60 86 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+III+XII I+III+XIII II+III+V II+III+VI__________________________________________________________________________ 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5kg/ha 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 95 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 88 80 94 94 80 91 100 100 100 100 100 100Galium aparine 75 96 86 75 95 85 83 100 91 100 100 100Matricaria chamomilla 87 100 100 89 100 100 85 100 92 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+III+XII II+III+XIII XIV+III+V XIV+III+VI__________________________________________________________________________ 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5kg/ha 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-gali 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 76 98 93 75 98 75 79 96 87 100 100 100Matricaria chamomilla 85 95 94 87 100 85 80 100 94 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III+XII XIV+III+XIII XV+III+V XV+III+VI__________________________________________________________________________ 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5kg/ha 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 90 80 92 80 72 95Echinochloa crus-galli 100 100 100 100 100 100 100 85 96 95 82 94Galium aparine 75 95 87 76 96 88 75 87 85 100 100 96Matricaria chamomilla 85 100 95 87 100 98 89 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+III+XII XV+III+XIII I+III II+III__________________________________________________________________________ 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1.5 1 0.5 1.5 1kg/ha 1 0.5 0.5 1 0.5 0.5 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 85 100 100 100 100 79 100 95 100 100 100Echinochloa crus-galli 88 82 94 100 80 93 74 84 83 100 100 100Galium aparine 67 90 83 70 90 85 100 100 100 100 100 100Matricaria chamomilla 92 100 100 91 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________ACtive ingredient I+V II+V I+VI II+VI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1 0.75 0.5 1 0.75kg/ha 1.5 0.5 1 1.5 0.5 1 1 0.5 0.75 1 0.5 0.75__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 98 100 100 100 100 100 82 87 88 100 100 100Echinochloa crus-galli 100 95 100 100 100 100 90 90 89 100 100 100Galium aparine 70 86 82 75 89 85 100 81 94 100 100 100Matricaria chamomilla 56 80 76 54 73 66 100 95 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III XV+III XIV+V XV+V__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 72 98 86 100 100 100 95 100 100Echinochloa crus-galli 100 100 100 75 86 83 100 100 100 100 100 100Galium aparine 100 100 100 98 93 100 72 87 81 65 78 77Matricaria chamomilla 100 98 100 100 100 100 54 70 65 60 87 81__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+VI XV+VI I+XII I+XIII__________________________________________________________________________ 0.5 1 0.75 0.5 1 0.75 0.5 1.5 1 0.5 1.5 1kg/ha 1 0.5 0.75 1 0.5 0.75 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 78 85 86 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 90 86 90 90 91 95 96 90 100Galium aparine 100 82 91 98 80 86 62 86 70 63 87 70Matricaria chamomilla 100 84 100 100 97 100 59 78 79 61 83 78__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+XII II+XIII XIV+XII XIV+XIII__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 65 100 80 70 90 78 65 90 75 65 90 75Matricaria chamomilla 58 72 66 60 74 68 58 70 70 60 77 72__________________________________________________________________________ 0 = no damage 100 = complete destruction ______________________________________Active ingredient XV+XII XV+XIII______________________________________ 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1______________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 75 100 93Echinochloa crus-galli 92 96 100 100 94 100Galium aparine 55 81 70 100 90 100Matricaria chamomilla 66 89 85 100 100 100______________________________________ 0 = no damage 100 = complete destruction

EXAMPLE 2

In the greenhouse, loamy sandy soil was filled into pots and sown with various seeds. The soil prepared in this manner was then treated with the following amounts of the following individual active ingredients and compositions thereof as granules:

I. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-ylmethylamino sulfonate

II. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yldimethylamino sulfonate

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

V. ethyl N-ethyl-N-cyclohexylthio carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

XII. 2,3-dichloroallyl N,N-diisopropylthiol carbamate

XIII. 2,3,3-trichloroally N,N-diisopropylthiol carbamate

XIV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yldimethylamino sulfonate

XV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-ylmethylamino sulfonate

I, ii, iii and XIII each at rates of 1, 1.5, 2, 3, 4 and 4.5 kg/ha, Vi, xii, xiv and XV each at rates of 1, 1.5, 2, 3 and 4 kg/ha I+III+V, I+III+VI and I+III+XII each at rates of 1+1+2, 1+2+1 and 2+1+1 kg/ha I+III+XIII at rates of 1+1+2, 1+2+1, 2+1+1 and 2+1.5+1 kg/ha II+III+V, II+III+VI and II+III+XII each at rates of 1+1+2, 1+2+1 and 2+1+1 kg/ha II+III+XIII at rates of 1+1+2, 1+2+1, 2+1+1 and 2+1.5+1 kg/ha XIV+III+XV, XIV+III+VI, XIV+III+XII, XIV+III+XIII, XV+III+V, XV+III+VI, XV+III+XII and XV+III+XIII each at rates of 1+1+2, 1+2+1, and 2+1+1 kg/ha I+iii, ii+iii, i+v and II+V each at rates of 2+1, 1+2 and 2+2 kg/ha I+vi and II+VI each at rates of 1.5+1.5, 1+2 and 2+1 kg/ha XIV+III, XV+III and XIV+V each at rates of 2+1, 1+2 and 2+2 kg/ha Xiv+vi and XV+VI each at rates of 1.5+1.5, 1+2 and 2+1 kg/ha I+XII, I+XIII II+XII, II+XIII. XIV+XIII, XIV+XIII, XV+XII and XV+XIII each at rates of 1.5+1.5, 2+1 and 1+2 kg/ha and, for comparison Xi 2-chloro-4,6-diethylamino-1,3,5-triazine at rates of 2 and 3 kg/ha I+xi at a rate of 1+2 kg/ha. __________________________________________________________________________Active ingredient I II__________________________________________________________________________kg/ha 1 1.5 2 3 4 4.5 1 1.5 2 3 4 4.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 7 10 0 0 0 5 10 12Unwanted plants:AVena fatua 40 60 95 100 100 100 95 100 100 100 100 100Echinochloa crus-galli 30 37 58 70 80 90 90 100 100 100 100 100Galium aparine 32 50 60 75 90 98 40 52 70 80 95 100Matricaria chamomilla 30 35 40 60 80 95 20 30 50 70 92 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III V__________________________________________________________________________kg/ha 1 1.5 2 3 4 4.5 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 10Unwanted plants:Avena fatua 12 15 20 40 75 85 30 40 60 95 100Echinochloa crus-galli 13 20 32 65 75 80 46 60 80 95 100Galium aparine 40 50 75 90 98 100 10 15 20 47 60Matricaria chamomilla 50 60 85 100 100 100 7 9 10 16 48__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VI XII__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 20 40 50 0 0 10 15 25Unwanted plantsAvena fatua 18 20 30 70 90 60 83 95 100 100Echinochloa crus-galli 35 70 90 100 100 30 40 50 80 90Galium aparine 50 60 75 95 100 0 5 8 10 15Matricaria chamomilla 70 75 95 100 100 10 13 19 30 40__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIII XIV__________________________________________________________________________kg/ha 1 1.5 2 3 4 4.5 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 7 10 20 28 0 0 0 4 10Unwanted plants:Avena fatua 67 90 98 100 100 100 90 100 100 100 100Echinochloa crus-galli 38 50 60 90 96 98 90 100 100 100 100Galium aparine 0 5 10 14 20 24 35 50 65 75 90Matricaria chamomilla 12 15 21 32 45 50 20 28 45 65 85__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV I+III+V I+III+VI__________________________________________________________________________ 1 1 2 1 1 2 1 2 1 1 2 1kg/ha 1 1.5 2 3 4 2 1 1 2 1 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 5 0 0 0 20 0 0Unwanted plants:Avena fatua 35 55 85 98 100 100 100 100 100 100 100Echinochloa crus-galli 30 40 80 95 100 100 100 100 100 100 100Galium aparine 30 40 50 70 90 100 100 100 100 100 100Matricaria chamomilla 36 45 60 80 95 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+II+XII I+III+XII II+III+V II+III+VI__________________________________________________________________________ 1 1 2 1 1 2 2 1 1 2 1 1 2 1 2 1 1 2 1 1.5 1 2 1 1 2 1kg/ha 2 1 1 2 1 1 1 2 1 1 2 1 1__________________________________________________________________________Crop plants:Beta vulgaris 10 0 0 7 0 0 0 0 0 0 20 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+III+XII II+III+XIII XIV+III+V XIV+III+VI__________________________________________________________________________ 1 1 2 1 1 2 2 1 1 2 1 1 2 1 2 1 1 2 1 1.5 1 2 1 1 2 1kg/ha 2 1 1 2 1 1 1 2 1 1 2 1 1__________________________________________________________________________Crop plants:Beta vulgaris 10 0 0 7 0 0 0 0 0 0 20 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III+XII XIV+III+XIII XV+III+V XV+III+VI__________________________________________________________________________ 1 1 2 1 1 2 1 1 2 1 1 2 1 2 1 1 2 1 1 2 1 1 2 1kg/ha 2 1 1 2 1 1 2 1 1 2 1 1__________________________________________________________________________Crop plants:Beta vulgaris 10 0 0 7 0 0 0 0 0 20 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+III+XII XV+III+XIII I+III II+III__________________________________________________________________________ 1 1 2 1 1 2 1 2 1 1 2 1 2 1 2 2 1 2kg/ha 2 1 1 2 1 1 1 2 2 1 2 2__________________________________________________________________________Crop plants:Beta vulgaris 10 0 0 7 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 79 82 98 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+V II+V I+VI II+VI__________________________________________________________________________ 2 1 2 2 1 2 1.5 1 2 1.5 1 2kg/ha 1 2 2 1 2 2 1.5 2 1 1.5 2 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 20 0 0 20 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 98 100 100 100Galium aparine 100 92 100 100 96 100 100 100 100 100 100 100Matricaria chamomilla 96 95 100 100 85 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III XV+III XIV+V XV+V__________________________________________________________________________ 2 1 2 2 1 2 2 1 2 2 1 2kg/ha 1 2 2 1 2 2 1 2 2 1 2 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 98 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 94 100 100 92 100Matricaria chamomilla 100 100 100 100 100 100 100 87 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+VI XV+VI I+XII I+XIII__________________________________________________________________________ 1.5 1 2 1.5 1 2 1.5 2 1 2 1.5 2 1 2kg/ha 1.5 2 1 1.5 2 1 1.5 1 2 2 1.5 1 2 2__________________________________________________________________________Crop plants:Beta vulgaris 0 20 0 0 20 0 0 0 10 10 0 7 7Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100 100 100Enchinochloa crus-galli 100 100 100 100 100 100 100 98 97 100 100 100 100 100Galium aparine 100 100 100 100 100 100 94 97 84 100 93 97 87 100Matricaria chamomilla 100 100 100 100 100 100 87 90 87 96 90 91 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+XII II+XIII XIV+XII__________________________________________________________________________ 1.5 2 1 2 1.5 2 1 2 1.5 2 1 2kg/ha 1.5 1 2 2 1.5 1 2 2 1.5 1 2 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 10 10 0 0 7 7 0 0 10 10Unwanted plants:Avena Fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 97 100 85 100 97 100 93 100 92 100 81 100Matricaria chamomilla 86 100 77 100 88 100 84 100 79 93 76 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+XIII XV+XII XV+XIII__________________________________________________________________________ 1.5 2 1 2 1.5 2 1 2 1.5 2 1 2kg/ha 1.5 1 2 2 1.5 1 2 2 1.5 1 2 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 7 7 0 0 10 10 0 0 7 7Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Echinochloa crus-galli 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 91 100 83 100 80 87 77 97 85 96 80 100Matricaria chamomilla 80 94 79 100 95 100 91 100 100 100 96 100__________________________________________________________________________ 0 = no damage 100 = complete destruction ______________________________________Active ingredient XI I+XI______________________________________ 1kg/ha 2 3 2______________________________________Crop plants:Beta vulgaris 100 100 100Unwanted plants:Avena fatua 95 100 100Echinochloa crus-galli 50 65 100Galium aparaine 30 35 90Matricaria chamomilla 100 100 100______________________________________ 0 = no damage 100 = complete destruction

In the open, various plants were treated at a growth height of from 2 to 16 cm with the following amounts of the following individual active ingredients and compositions thereof as tankmix emulsions or dispersions:

I. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-ylmethyl-amino sulfonate

II. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yldimethyl amino sulfonate

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

IV. 3-methoxycarbonylaminophenyl-N-(3'-methylphenyl)-carbamate

V. ethyl N-ethyl-N-cyclohexylthiol carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

VII. 1,2-dimethyl-3,5-diphenylpyrazolium methyl sulfate.

VIII. ethyl-N-benzoyl-N-(3,4-dichlorophenyl)-2-aminopropionate

IX. 4-chlorobutyn-2-yl-1 N-3-chlorophenylcarbamate

X. methhyl d-chloro-.beta.-(4-chlorophenyl)-propionate

XIV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yldimethylamino sulfonate

XV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-ylmethylamino sulfonate

each at rates of 0.5 1, 1.5 and 2kg/ha I+III, I+IV, I+V, I+VI, I+VII, I+VIII, I+IX, I+X, II+III, II+IV, II+V, II+VI, II+VII, II+VIII, II+IX, II+X, XIV+III, XIV+IV, XIV+V, XIV+VI, XIV+VII, XIV+VIII, XIV+IX, XIV+X, XV+III, XV+IV, XV+V, XV+VI, XV+VII, XV+VIII, XV+IX and XV+X each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha.

After 12 to 16 days it was ascertained that the compositions had a better herbicidal action than their components, combined with the same crop plant compatibility.

The results are given below:

__________________________________________________________________________Active ingredient I II III__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 10 35 50 80 40 80 90 95 11 13 15 22Galium aparine 12 40 60 70 15 37 58 70 5 15 35 60Matricaria chamomilla 15 42 54 65 14 40 50 60 35 45 50 60__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient IV V VI__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 10 20 0 0 0 0 0 0 5 25Unwanted plants:Avena fatua 5 20 25 30 5 10 40 50 15 35 45 75Galium aparine 15 30 50 70 0 6 10 20 10 30 45 61Matricaria chamomilla 20 35 60 80 0 2 5 8 24 40 60 90__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VII VIII IX__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 7 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 35 65 80 90 25 45 60 70 30 70 77 90Galium aparine 0 6 10 13 0 10 14 18 0 5 8 10Matricaria chamomilla 0 5 10 14 0 5 15 25 6 10 17 24__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient X XIV XV__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 30 45 60 75 36 80 90 92 15 30 50 80Galium aparine 0 0 0 0 10 35 55 68 10 35 48 60Matricaria chamomilla 0 2 10 15 11 37 54 70 20 50 68 85__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+III I+IV I+V I+VI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 0 0 5 0 0Unwanted plants:Avena fatua 70 98 90 80 93 92 95 90 85 92 97 100Galium aparine 85 100 92 100 100 100 60 96 80 95 100 96Matricaria chamomilla 100 100 100 100 100 100 63 90 80 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+VII I+VIII I+IX I+X__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 98 100 100 100 98 100 97 100 100Galium aparine 60 97 82 65 98 87 60 94 86 56 95 60Matricaria chamomilla 66 90 84 68 90 85 70 92 82 64 90 80__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+III II+IV II+V II+VI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 0 0 5 0 0Unwanted plants:Avena fatua 90 100 100 77 90 93 100 100 100 90 95 100Galium aparine 87 96 90 95 100 100 67 95 80 95 98 90Matricaria chamomilla 95 100 100 98 100 100 60 87 80 98 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+VII II+VIII II+IX II+X__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 69 95 80 70 97 85 65 95 80 60 92 75Matricaria chamomilla 65 85 80 68 88 82 70 90 86 65 85 80__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III XIV+IV XIV+V XIV+VI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 0 0 5 0 0Unwanted plants:Avena fatua 90 100 100 96 100 100 100 100 100 100 100 100Galium aparine 80 96 90 95 100 97 64 90 80 97 100 90Matricaria chamomilla 95 100 100 100 100 95 60 90 80 98 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+VII XIV+VIII XIV+IX XIV+X__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 65 92 80 68 90 83 63 92 80 55 95 76Matricaria chamomilla 65 90 81 70 90 80 70 96 85 64 92 79__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+III XV+IV XV+V XV+VI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 0 0 5 0 0Unwanted plants:Avena fatua 76 94 80 85 90 87 92 90 84 97 98 95Galium aparine 82 90 87 96 95 98 64 85 78 92 95 92Matricaria chamomilla 100 100 100 100 100 100 70 100 90 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+VII XV+VIII XV+IX XV+X__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 98 100 100 100 100 100 98 100 100Galium aparine 65 85 80 62 90 80 60 87 76 54 85 77Matricaria chamomilla 75 90 90 80 100 90 80 100 94 75 99 88__________________________________________________________________________ 0 = no damage 100 = complete destruction

EXAMPLE 4

In the open, various plants were treated at a growth height of from 2 to 18 cm with the following amounts of the following individual active ingredients and compositions thereof as oil dispersions:

I. 2.3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-ylmethylamino sulfonate

II. 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yldimethylamino sulfonate

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

IV. 3-methoxycarbonylaminophenyl-N-(3'-methylphenyl)carbamate

V. ethyl N-ethyl-N-cyclohexylthiol carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

VII. 1,2-dimethyl-3,5-diphenylpyrazolium methyl sulfate

VIII. ethyl-N-benzoyl-N-(3,4-dichlorophenyl)-2-aminopropionate

IX. 4-chlorobutyn-2-yl-1 N-3-chlorophenylcarbamate

X. methyl .alpha.-chloro-.beta.-(4-chlorophenyl)-propionate

XIV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yldimethylamino sulfonate

XV. 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-ylmethylamino sulfonate

each at rates of 1, 1.5, 2, 3 and 4 kg/ha I+iii, i+iv, i+v, i+vi, i+vii, i+viii, i+ix, i+x, ii+iii, ii+iv, ii+v, ii+vi, ii+vii, ii+viii, ii+ix, ii+x, xiv+iii, xiv+iv, xiv+v, xiv+vi, xiv+vii, xiv+viii, xiv+ix, xiv+x, xv+iii, xv+iv, xv+v, xv+vi, xv+vii, xv+viii, xv+ix and XV+X each at rates of 1+2, 2+1, 1.5+1.5, 2+2, 3+1 and 1+3 kg/ha and, for comparison,

XI. 2-chloro-4,6-diethylamino-1,3,5-triazine at a rate of 3 kg/ha

II+XI at a rate of 1+3 kg/ha.

After 12 to 15 days it was ascertained that the compositions had better crop plant compatibility than active ingredient XI in the composition II+XI, combined with the same herbicidal action. The results are given below:

__________________________________________________________________________Active ingredient I II__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 5 0 0 0 5 8Unwanted plants:Avena fatua 35 50 80 90 97 80 90 95 98 100Galium aparine 40 60 70 80 90 37 58 70 80 92Matricaria chamomilla 42 54 65 76 87 40 50 60 70 85__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III IV__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 10 0 10 20 30 45Unwanted plants:Avena fatua 13 15 22 40 65 20 25 30 40 50Galium aparine 15 35 70 80 90 30 50 70 80 90Matricaria chamomilla 45 50 60 90 100 35 60 80 95 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient V VI__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 10 0 5 25 30 50Unwanted plants:Avena fatua 10 40 50 70 87 35 45 75 85 96Galium aparine 6 10 20 38 50 30 45 61 74 80Matricaria chamomilla 2 5 8 15 40 40 60 90 95 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VII VIII__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 3 7 10 15 0 0 0 5 8Unwanted plants:Avena fatua 65 80 90 95 100 45 60 70 95 100Galium aparine 6 10 13 26 35 10 14 18 35 45Matricaria chamomilla 5 10 14 20 30 5 15 25 30 40__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient IX X__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 18 0 0 0 0 0Unwanted plants:Avena fatua 70 77 90 100 100 45 60 75 85 100Galium aparine 5 8 10 16 25 0 0 0 10 20Matricaria chemomilla 10 17 24 29 34 2 10 15 20 25__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV XV XI__________________________________________________________________________kg/ha 1 1.5 2 3 4 1 1.5 2 3 4 3 4__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 3 7 0 0 0 0 0 100 100Unwanted plants:Avena fatua 80 90 92 97 100 30 50 80 90 95 90 100Galium aparine 35 55 68 78 90 35 48 60 75 86 70 100Matricaria chamomilla 37 54 70 75 82 50 68 85 92 97 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+III I+IV__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 20 0 10 20 0 30Unwanted plants:Avena fatua 97 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+V I+VI__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 10 0 5 10 0 30Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 87 100 100 100 100 98 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+VII I+VIII__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 7 0 3 7 0 10 0 0 0 0 0 5Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 90 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 96 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient I+IX I+X__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 10 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 88 100 100 100 100 96 82 100 100 100 100 88Matricaria chamomilla 100 100 100 100 100 100 97 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+III II+IV__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 5 0 20 0 10 20 5 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+V II+VI__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 5 0 10 0 5 10 5 30Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 97 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 85 100 93 100 100 94 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+VII II+VIII__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 7 0 3 7 5 10 0 0 0 0 5 5Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 90 100 100 100 100 100 95 100 100 100 100 100Matricaria chamomilla 94 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient II+IX II+X__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vularis 0 0 0 0 0 10 0 0 0 0 5 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 87 100 100 100 100 93 80 100 100 100 100 87Matricaria chamomilla 100 100 100 100 100 100 91 100 100 100 100 100__________________________________________________________________________ 0 = no damage? 100 = complete destruction __________________________________________________________________________Active ingredient XIV+III XIV+IV__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 3 0 20 0 10 20 3 30Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+V XIV+VI__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 3 0 10 0 5 10 3 30Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 95 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 85 100 100 100 100 89 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+VII XIV+VIII__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 7 0 3 7 3 10 0 0 0 0 0 5Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 88 100 100 100 100 100 93 100 100 100 100 100Matricaria chamomilla 91 100 100 100 100 96 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XIV+IX XIV+X__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 3 10 0 0 0 0 3 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 85 100 100 100 100 91 78 100 93 100 100 85Matricaria chamomilla 100 100 100 100 100 100 89 100 100 100 100 97__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+III XV+IV__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 20 0 10 20 0 30Unwanted plants:Avena fatua 92 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 100 100 100 100 100 100 100 100 100 100 100Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+V XV+VI__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 10 0 5 10 0 30Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 95 100 97 100 100 100 100 100 100 100 100 100Matricaria chamomilla 98 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+VII XV+VIII__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 7 0 3 7 0 10 0 0 0 0 0 5Unwanted plants:Avena fatua 100 100 100 100 30 100 100 100 100 100 100 100Galium aparine 88 100 97 100 30 100 93 100 100 100 100 100Matricaria chamomilla 100 100 100 100 30 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XV+IX XV+X__________________________________________________________________________ 1 2 1.5 2 3 1 1 2 1.5 2 3 1kg/ha 2 1 1.5 2 1 3 2 1 1.5 2 1 3__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 10 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 100 86 95 100 100 91 75 100 87 100 100 86Matricaria chamomilla 100 100 100 100 100 100 100 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction ______________________________________Active ingredient XI II+XI______________________________________kg/ha 3 4 1+3______________________________________Crop plants:Beta vulgaris 100 100 100Unwanted plants:Avena fatua 90 100 100Galium aparine 100 100 100Matricaria chamomilla 100 100 100______________________________________ 0 = no damage 100 = complete destruction

EXAMPLE 5

In the greenhouse, various plants were treated at a growth height of from 1 to 10 cm with the following amounts of the following individual active ingredients and compositions thereof as emulsions or dispersions:

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

IV. 3-methoxycarbonylaminophenyl-N-(3'-methylphenyl)carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

VII. 1,2-dimethyl-3,5-diphenylpyrazolium methyl sulfate

VIII. 1-ethyl-N-benzoyl-N-(3,4-dichlorophenyl)-2-aminopropionate

IX. 4-chlorobutyn-2-yl-1 N-3-chlorophenylcarbamate

X. methyl .alpha.-chloro-.beta.-(4-chlorophenyl)-propionate

XVI. 2,3-dihydro-3,3-dimethyl-2-propoxybenzofuran-5-yldimethylamino sulfonate

XVII. 2,3-dihydro-3,3-dimethyl-2-isopropoxybenzofuran-5-yldimethylamino sulfonate

XVIII. 2,3-dihydro-3,3-dimethyl-2-allyloxybenzofuran-5-ylmethylamino sulfonate

XIX. 2,3-dihydro-3,3-dimethyl-2-propargyloxybenzofuran-5-ylmethylamino sulfonate

each at rates of 0.5, 1, 1.5 and 2 kg/ha Iii+xvi, iii+xvii, iii+xviii, iii+xix, iv+xvi, iv+xvii, iv+xviii, iv+xix, vi+xvi, vi+xvii, vi+xviii, vi+xix, vii+xvi, viii+xvii, ix+xviii and X+XIX each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha III+XVI+VI, III+XVII+IX, III+XVIII+IV, III+XVIII+VII, III+XIX+VIII, III+XIX+X, XVI+IV+VI, XVII+IV+X, XVIII+IV+IX, XIX+IV+VII and XVIII+IV+VIII each at rates of 0.5.degree.1+0.5, 1+0.5+0.5 and 0.5+0.5+1 kg/ha.

After 12 to 15 days it was ascertained that the compositions had a better herbicidal action than their components, combined with the same crop plant compatibility.

The results are given below:

__________________________________________________________________________Active ingredient III IV VI__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 10 20 0 0 5 25Unwanted plants:Avena fatua 11 13 15 22 5 20 25 30 15 35 45 75Galium aparine 5 15 35 60 15 30 50 70 10 30 45 61Matricaria chamomilla 35 45 50 60 20 35 60 80 24 40 60 90__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VII VIII IX__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 7 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 35 65 80 90 25 45 60 70 30 70 77 90Galium aparine 0 6 10 13 0 10 14 18 0 5 8 10Matricaria chamomilla 0 5 10 14 0 5 15 25 6 10 17 24__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient X XIV XVII__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 30 45 60 75 25 40 50 70 20 45 50 75Galium aparine 0 0 0 0 15 30 45 60 20 35 50 65Matricaria chamomilla 0 2 10 15 12 36 48 60 15 35 45 60__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XVIII XIX III+XVI__________________________________________________________________________ 0.5 1.5 1kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 20 35 45 50 15 30 40 60 98 80 90Galium aparine 20 40 60 75 10 30 50 60 90 90 84Matricaria chamomilla 20 40 50 65 13 30 40 55 100 95 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XVII III+XVIII III+XIX IV+XVI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 10 0Unwanted plants:Avena fatua 95 75 100 100 70 85 90 70 80 90 87 100Galium aparine 97 92 90 98 90 95 92 82 82 95 100 98Matricaria chamomilla 100 98 100 100 100 100 100 95 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient IV+XVII IV+XVIII IV+XIX VI+XVI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 10 0 0 10 0 0 10 0 0 5 0Unwanted plants:Avena fatua 90 80 100 90 80 97 80 80 88 92 100 100Galium aparine 97 100 100 100 100 100 96 97 96 96 96 95Matricaria chamomilla 95 100 100 100 100 100 95 100 95 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VI+XVII VI+XVIII VI+XIX VII+XVI__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 5 0 0 5 0 0 5 0 0 0 0Unwanted plants:Avena fatua 97 98 100 95 97 100 92 98 96 100 100 100Galium aparine 95 96 98 100 96 100 98 92 95 80 62 75Matricaria chamomilla 100 100 100 100 100 100 100 100 100 90 60 80__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VIII+XVIII IX+XVIII X+XIX III+XVI+VI__________________________________________________________________________ 0.5 1 0.5 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 1 0.5 0.5kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 0.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 95 100Galium aparine 88 70 80 95 72 96 90 58 72 82 80 87Matricaria chamomilla 82 70 80 92 75 92 77 60 75 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XVII+IX III+XVIII+IV III+XVIII+VII III+XIX+VIII__________________________________________________________________________ 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5kg/ha 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 90 75 90 100 100 100 100 95 100Galium aparine 80 73 70 95 88 97 82 70 73 75 68 65Matricaria chamomilla 100 100 97 100 100 100 100 100 98 100 100 90__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XIX+X XVI+IV+VI XVII+IV+X XVIII+IV+IX__________________________________________________________________________ 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5kg/ha 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 95 100 100 100 100 100 100 100 100 100 100Galium aparine 72 80 60 90 92 100 87 90 75 92 90 80Matricaria chamomilla 100 100 90 100 100 100 95 90 80 96 97 90__________________________________________________________________________ 0 = no damage 100 = complete destruction ______________________________________Active ingredient XIX+IV+VII XVIII+IV+VIII______________________________________ 0.5 1 0.5 0.5 1 0.5 1 0.5 0.5 1 0.5 0.5kg/ha 0.5 0.5 1 0.5 0.5 1______________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100Galium aparine 77 80 74 97 90 87Matricaria chamomilla 93 96 80 98 96 89______________________________________ 0 = no damage 100 = complete destruction

EXAMPLE 6

In the greenhouse, loamy sandy soil was filled into pots and sown with various seeds. The soil prepared in this manner ws then treated with the following amounts of the following individual active ingredients and compositions thereof as emulsions or dispersions:

III. 1-phenyl-4-amino-5-chloropyridazone-(6)

V. ethyl N-ethyl-N-cyclogexylthiol carbamate

VI. 3-cyclohexyl-5,6-trimethylene uracil

XII. 2,3-dichloroallyl N,N-diisopropylthiol carbamate

XIII. 2,3,3-trichloroallyl N,N-diisopropylthiol carbamate

XVI. 2,3-dihydro-3,3-dimethyl-2-propoxybenzofuran-5-yldimethylamino sulfonate

XVII. 2,3-dihydro-3,3-dimethyl-2-isopropoxybenzofuran-5-yldimethylamino sulfonate

XVIII. 2,3-dihydro-3,3-dimethyl-2-allyloxybenzofuran-5-ylmethylamino sulfonate

XIX. 2,3-dihydro-3,3-dimethyl-2-propargyloxybenzofuran-5-ylmethylamino sulfonate

XX. 2,3-dihydro-3,3-dimethyl-2-allyloxybenzofuran-5-yldimethylamino sulfonate

Iii, v, xii and XIII each at rates of 0.5, 1, 1.5 and 2 kg/ha VI, XVI, XVII, XVIII, XIX and XX each at rates of 0.5, 0.75, 1, 1.5 and 2 kg/ha Iii+xvi, iii+xvii, iii+xviii, iii+xix, iii+xx, xvi+v, xvii+xii, xviii+xii, xix+xiii and XX+XIII each at rates of 0.5+1.5, 1.5+0.5 and 1+1 kg/ha III+XVII+XII, III+XVI+V, III+XVIII+XIII, III+XIX+VI, III+XX+XII, XVI+XII+VI, XVII+XIII+V, XVIII+VI+V and XX+XII+V each at rates of 0.5+0.5+1, 1+0.5+0.5 and 0.5+1+0.5 kg/ha VI+XVI+XVII, VI+XVIII VI+XIX and VI+XX each at rates of 0.5+1, 1+0.5 and 0.75+0.75 kg/ha.

After 3 to 4 weeks it was ascertained that the compositions had a better herbicidal action than their components, combined with the same crop plant compatibility.

The results are given below:

__________________________________________________________________________Active ingredient III V VI__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0 20Unwanted plants:Avena fatua 5 12 15 20 12 30 40 60 5 15 18 20 30Galium aparine 15 40 50 75 0 10 15 20 10 30 50 60 75Matricaria chamomilla 30 50 60 85 5 7 9 10 20 56 70 75 95__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XII XIII XVI__________________________________________________________________________kg/ha 0.5 1 1.5 2 0.5 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 10 0 0 0 7 0 0 0 0 0Unwanted plants:Avena fatua 20 60 83 95 30 67 90 98 20 30 40 70 90Galium aparine 0 0 5 8 0 0 5 10 24 30 36 52 65Matricaria chamomilla 5 10 13 19 9 12 15 21 5 15 24 30 42__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XVII XVIII XIX__________________________________________________________________________kg/ha 0.5 0.75 1 1.5 2 0.5 0.75 1 1.5 2 0.5 0.75 1 1.5 2__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 25 40 50 75 90 30 45 55 80 95 15 35 50 65 80Galium aparine 20 28 35 55 65 25 34 40 60 70 12 20 30 50 60Matricaria chamomilla 8 17 26 35 45 10 20 30 40 50 6 15 25 32 40__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XX III+XVI III+XVII III+XVIII__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 0.5 0.75 1 1.5 2 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 25 40 52 70 85 100 80 90 100 80 97 100 87 100Galium aparine 17 24 35 45 62 100 100 100 100 100 100 100 100 100Matricaria chamomilla 7 18 25 30 40 98 98 100 98 100 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XIX III+XX VI+XVI VI+XVIII__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1 0.75 0.5 1 0.75kg/ha 1.5 0.5 1 1.5 0.5 1 1 0.5 0.75 1 0.5 0.75__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 75 100 100 82 97 87 75 85 98 80 92Galium aparine 98 98 100 100 100 100 85 100 98 80 100 100Matricaria chamomilla 98 100 100 98 100 100 85 100 100 90 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient VI+XVIII VI+XIX VI+XX XVI+V__________________________________________________________________________ 0.5 1 0.75 0.5 1 0.75 0.5 1 0.75 0.5 1.5 1kg/ha 1 0.5 0.75 1 0.5 0.75 1 0.5 0.75 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 98 85 97 92 70 90 95 80 90 97 100 100Galium aparine 87 100 100 80 98 86 80 100 90 80 90 85Matricaria chamomilla 92 100 100 85 100 100 83 100 100 50 70 70__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient XVII+XII XVIII+XII XIX+XIII XX+XIII__________________________________________________________________________ 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1 0.5 1.5 1kg/ha 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1 1.5 0.5 1__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 100 100 100 100 100 100 100 100 100 100Galium aparine 65 90 75 70 95 83 60 90 68 65 80 70Matricaria chamomilla 58 75 70 60 80 80 60 70 75 60 80 75__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XVI+V III+XVII+XII III+VIII+XIII III+XIX+VI__________________________________________________________________________ 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1kg/ha 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 92 80 100 100 95 100 100 100 95 78 75Galium aparine 90 90 95 90 75 97 90 80 95 97 100 95Matricaria chamomilla 95 80 97 95 87 100 100 90 100 100 100 100__________________________________________________________________________ 0 = no damage 100 = complete destruction __________________________________________________________________________Active ingredient III+XX+XII XVI+XII+VI XVII+XIII+ V XVIII+VI+V XX+XII+V__________________________________________________________________________ 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1kg/ha 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5 1 0.5 0.5__________________________________________________________________________Crop plants:Beta vulgaris 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0Unwanted plants:Avena fatua 100 100 95 100 95 100 100 100 100 97 100 100 100 100 100Galium aparine 100 70 95 74 100 85 60 70 75 100 80 90 60 65 72Matricaria chamomilla 100 85 98 80 100 90 62 65 80 100 80 92 60 58 75__________________________________________________________________________ 0 = no damage 100 = complete destruction

Claims

1. A herbicide composition consisting essentially of an inert carrier and a herbicidally effective amount of a mixture of

a. a compound of the formula ##SPC7##

where R is methyl, ethyl, propyl, isopropyl, allyl or propargyl, R.sup.1 is methyl and R.sup.2 is hydrogen or methyl, and

b. 1-phenyl-4-amino-5-chloropyridazone-(6) in a weight ratio of a to b in the range of 3:1 to 1:3.

2. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yldimethylamino sulfonate.

3. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-ethoxybenzofuran-5-yl monomethylamino sulfonate.

4. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-yldimethylamino sulfonate.

5. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-methoxybenzofuran-5-ylmethylamino sulfonate.

6. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-propoxybenzofuran-5-yldimethylamino sulfonate.

7. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-isopropoxybenzofuran-5-yldimethylamino sulfonate.

8. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-allyloxybenzofuran-5-ylmethylamino sulfonate.

9. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-propargyloxybenzofuran-5-ylmethylamino sulfonate.

10. A herbicide composition as claimed in claim 1 wherein compound a is 2,3-dihydro-3,3-dimethyl-2-allyloxybenzofuran-5-yldimethylamino sulfonate.