IL46462A - Synergistic herbicidal compositions containing a 3-alkyl-1synergistic herbicidal compositions containing a 3-alkyl-1h-2,1,3-benzothiadiazin-4(3h)-one 2,2-dioxide and a urea dh-2,1,3-benzo-thiadiazin-4(3h)-one 2,2-dioxide and a urea erivative derivative - Google Patents

Synergistic herbicidal compositions containing a 3-alkyl-1synergistic herbicidal compositions containing a 3-alkyl-1h-2,1,3-benzothiadiazin-4(3h)-one 2,2-dioxide and a urea dh-2,1,3-benzo-thiadiazin-4(3h)-one 2,2-dioxide and a urea erivative derivative

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Publication number
IL46462A
IL46462A IL46462A IL4646275A IL46462A IL 46462 A IL46462 A IL 46462A IL 46462 A IL46462 A IL 46462A IL 4646275 A IL4646275 A IL 4646275A IL 46462 A IL46462 A IL 46462A
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spp
substituted
dioxide
urea
alkyl
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IL46462A
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IL46462A0 (en
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Basf Ag
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/15Six-membered rings
    • C07D285/16Thiadiazines; Hydrogenated thiadiazines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

Composition containing a) a cpd. of formula (I) or its salts (where R1 = lower alkyl) and b) a urea deriv. (II) chosen from:- N-3-chloro-4-isopropyl-phenyl-N'-methyl-N'-methoxy-urea, N-3-methyl-4-bromophenyl-N',('-dimethyurea, N- 4-4'-chlorophenoxy)-phenyl -N',N'-dimethylurea, N-3-methyl-4-chloro-phenyl N',N'-dimethylurea and N- 4-(4'-methoxy-phenoxy)-phenyl -N',N'-dimethylurea is a synergistic total or selective herbicide which may be applied before sawing or at pre- or post-emergent stages opt. with other active cpds. [FR2258791A1]

Description

46462/2 m mi 7*ορικ»-?-2#2 ϊ¾κ-<Η3)4-ϊ'»τι'»ηκ,»ηιιτ¾¾-3,1 ,2 Synergistic herbicidal compositions containing a 3-al½yl«aJf"2.v1,5-benzothtadiaain-4(3H)-one 2,2-dioxide and a urea derivative BASF A^IBNGESBLLSCHAI^ C. 44453 The present invention relates to a synergistic herbicide comprising a composition of active ingredients. It is known that 1H - 2,1,3 - benzothiadiazin ·- 4 (3H) - one 2,2 - dioxides and substituted urea derivatives have a herbicidal action. However, this action is not always satisfactory.
There are also known from German OS 2131401 herbicidal mixtures of l-H-2 , 1 , 3-benzothiadiazin-4 (3H) - one 2,2-dioxides and substituted ureas. These mixtures are suitable for combating weeds in cereal crops, but if they are used in Glycine max. crops, they cause damage to the crop itseJLf.
We have now found that a composition of a) : cuiii u uiid of the iormuia where R denotes lower alkyl, or a salt thereof, and b) a urea derivative selected from the group consisting of N- (3-chloro-4-isopropylphenyl) -N' -methyl-N 'methoxy-urea, N- (3-methyl-4-bromophenyl) - ' , * -dimethylurea, N- [4- (4 * -chlorophenoxy) -phenyl] -N ' , ' dimethylurea , N- (3-methyl-4-chlorophenyl) -N* ,Ν' -dimethylurea and N- [4- (4 'methoxyphenoxy) -phenyl] - 1 , 1 -dimethylurea has a better herbicidal action than its components.
The compositions may contain one or more compounds of the formula a and of the formula b.
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 to 1 part by weight of b, and preferably 0.3 to 3 parts by weight of a to 1 part by weight of b .
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 b, kg per hectare of active ingredient. The agents according to the invention may be used once or several times before or af-er planting, before sowing, and before, during or after emergence of the crop plants and unwanted plants .
The compositions are suitable for combating undesired weeds both in cereal crops, e.g. Triticum aestivum, Hordeum vulgare, Secale cereale,and in Glycine max. crops, without causing damages to these crops. The compositions are further use for combating undesired weeds in other crops , such as Zea mays, Sorghum spp. , Solanum tuberosum and Pisum sativum.
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 ior which the agents are being used; in any "case they should ensure a fine distribution of the active o.z. 30,354 For the preparation of solutions, emulsions, pastes and oil dispersions to be sprayed direct mineral oil fractions medium to high boiling point, such as kerosene or diesel oil, further coal-tar oils, etc. and oils of vegetable or mineral 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, c clohexanone, 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 emulsi iers . 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, naph-thalenesulfonic 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 O.Z. 0,35^ products of sulfonated naphthalene and naphthalene derivatives with formaldehyde, condensation products of naphthalene * or naphthalenesulfonic acids with phenol and ormaldehyde, polyoxyethylene octylphenol ethers, ethoxylated isooctyl-phenol, 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 polyoxypropyl-ene, 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 &ilioa golf 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 ingredients (if desired, immediately before use (tank- mix)) oils of various types, herbicides, fungicides, nemato-cides, insecticides, bactericides, trace elements, fertili-zers, antifoams (e.g., silicones), growth regulators, antidotes and other herbicidally effective compounds 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 excluding those of formula (I) herein substituted benzoxazines substituted benzoxazinones substituted benzothiadiazoles substituted biurets substituted quinolir.es 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 cycloalkycarboxamidocarbothiolic acids and their salts, esters and amides substituted cycloalkylcarboxamidothiazoles 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, excluding those listed herein as components of the synergistic compositions of the invention substituted hexahydro-lH-azepinecarbothioates substituted hydantoins substituted hydrazides substituted hydrazonium salts substituted isoxazole pyrimidones substituted imidazoles substituted isothiazole pyrimidones substituted ke o es 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 phosphonoalkyl glycines substituted phosphites substituted phosphoric acids and their salts, esters and amides substituted piperidines substituted pyrazoles substituted pyrazole alkyIcarboxylic acids and their salts, esters and amides substituted pyrazolium salts substituted pyrazolium alkyl sulfates substituted pyridazines substituted pyridine carboxylic acids and their salts, esters and amides substituted pyridines substituted pyridinones substituted pyrimidines substituted pyrimidones substituted pyrrolidine carboxylic acid and its salts, esters and amides substituted pyrrolidines substituted pyrrolidor.es substituted arylsulfonic acids and their salts, esters and amides substituted styrenes substituted tetrahydrooxadiazine diones substituted tetrahydromethanoindenes ^ substituted tetrahydroxadiazole thiones substituted tetrahydrothiadiazine thzones substituted tetrahydrothiadiazole diones substituted aromatic thiocarboxamides O.Z. 30,35^ substituted thiocarboxylic acids and their salts, esters and amides ~*j 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 activo ingrodionfcs 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 mono-cotyledonous and dicotyledonous plants which grow in loci where they are not desired.
The agents according to the invention may therefore be used for controlling for instance Gramineae, such as Cynodon spp. Dactylis spp.
O.Z. 30, 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. Phragmitres communis etc . i Cyperaceae, such as Carex spp. Eleocharis spp.
Cyperus spp. Scirpus spp. etc . ; dicotyledonous weeds, such Malvaceae, e.g. , Abutilon theoprasti Hibiscus spp.
Sida spp. alva 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.
O.Z. 30,354 Taraxacum spp. Artemisia spp.
Chrysanthemum spp. Bidens spp.
Cirsium spp. etc . ; Convolvulaceae , such as Convolvulus spp. Cuscuta spp.
Ipomea 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 spp. Diodia spp.
Galium spp. etc . ; Scrophulariaceae, such as Linaria spp. Digitalis spp.
O.Z. 30,35^ Veronica spp. etc . ; Solanaceae, such as Physalis spp. Nicandra spp.
Solarium spp. Datura spp. etc . ; Urticaceae, such as Urtica spp.
Violaceae, such as Viola spp. etc . ; Zygophyllaceae j such as Tribulus terrastris etc . ; Euphorbiaceae , such as Mercurialis annua Euphorbia spp.
Umbelliferae, such as Daucus carota Ammi majus Aethusa cynapium etc . ; Commelinaeae , 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. ■Spp-T <2^) O.Z. 30,35^ 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 . i υ.Ζ. 30,354 Onagraceae, such as Jussiaea spp. etc.; *^ Kosaceae, such as Alchemillia spp. Potentilla spp. etc . ; Potamogetonaceae, such as Potamogeton spp. etc.; Najadaceae, such as Naj as spp . etc . ; Equisetaceae Equisatum spp. etc.; Marsileaceae , such as arsilea quadrifolia etc.; Polypodiaceae, Pteridium quilinum Alismataceae, such as Alisma spp. Sagittaria sagittifolia etc .
In the greenhouse and in the open, compositions of the following compounds were tested on the abovementioned plants. The action of these compositions corresponds to that of the compositions in Examples 1 to 3: R. R2 H CH. 46462/2 Na CH.
(CH,CH2)3 H CH.
CI CH2-CH2-N CH- CH.
CH- Cl CH -CH -N NH 2 2 2 CH^ (CH3)2 NH2 (CH3 CH2)2 NH2 (HO CH2 CH2)2-NH2 n. C .HnNH H . C4H9 Na (CH3)2 NH2 (HO-CH2-CH2)2 H2 CH3 Na CH2-CH-C2H5 CH3 H CH-CH-(CH3)2 C2H5 H CH C2H5 Na (CH3)2 H2 (CH3)2-CH- H3 - Ill - C2H5 (CH5-CH2-CH)2-NH2 CH CH, ■C2H5 ?2H5 Na CH-(CH2)3-CH3 CH3(CH2)9 NH3 sec.C^Hg CH3(CH2)n NH3 C13H27 NH3 CH3(CH2)13 NK3 Cl6 H33 NH3 CH3(CH2)17-NH3 CH3(CH2)7-CH=CH-(CH2)yNH3 C1 -Hoc;-NH-C-NH, ■NH H C4H9 Na (CH3)2 H2 (HO-CH2-CH2)2-NH2 CH3 CI CH2-CH2-N-CH3 CH3 CH3 CI CH -CH.- -NH, C4H9 CH, H sec. c4H Na Li (CH3)2-NH2 (HOCH2CH2)2-NH2 (CH3)2 CH-NH, :12H25 O.Z. 30,35^ CH,-(CH0)C-NH, CH3-(CH2)5-CH-CH C2H5 C10H21NH3 C12 H25 NH3 C13 H37 NH3 C«.„ H^-NH-C-NH, NH C14 H29 NH3 C16 H33 NH3 CIY H35 NH3 NH- :ΐΰ H37 / i.C3H7 Li NH4 1/2 Ca 1/2 Mg CH- CI CH2 CH2 N CH- CH.
CI CH2 CH2 — NH2 (CH3)2 H2 (HOCH2CH2)2 (CH3CH2CH2) NH0-NH, 2 5 CH,-NH, HO-CH2-CH2-NH i.C3H7- H3 (CH5) 2-CH-0- (CH2 ) 3-NH3 QH3-(CH2)3-CH-CH2-0-(CH2) C2H5 H C.H Na (CH,),-NH (CH3)2 H2 (HO CH2 CH2)2 H2 (CH5 CH2)2-NH2 HO-CH2-CH2-NH3 C4H9 n.-NH3 H Na K H Na (CH3)3 H (CH3)2 NH2 (CH3CH2)2 NH2 (HO-CH2-CH2)2 H2 C2H5 CH.
CH -CH2 HO-CH2-CH2- H5 nfC4HgNH3 and N- (3-chloro-4-isopropylphenyl). -N 1 -methyl- ' -methoxyurea N-(3-methyl-4-bromophenyl) - ' y N ' -dimethylurea N-I4- (4 ' -chlorophenoxy) -phenyl ]-N' ,N * -dimethylurea N-{3-methyl-4 -chlorophenyl ) -Ν' , N ' -dimethylurea N-[4- (4 'methoxyphenoxy) -phenyl] -N ' ,Ν' -dimethylurea.
EXAMPLE 1 In the greenhouse, various plants were treated at a height of from 5 to 22 cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions or emulsions: I 3-isopropyl -1H-2 , 1 , 3-benzothiadiazin-4 (3H) -one 2,2-dioxide, 0.25,0.5, 0.75 and 1 kg/ha; II 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one 2 , 2-dioxide, sodium salt, 0.25,0.5,0.75 and 1 kg/ha; III 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one- 2, 2-dioxide, dimethylamine sal;t, 0.25, 0.5, 0.75 and 1 kg/ha; IV 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one 2,2-dioxide, diethanolamine salt, 0.25^0.5, 0.75 and 1 kg/ha; V N- (3-chloro-4-isopropylphenyl) -N'-methyl-N' -methoxyurea » 0.25, 0.5, 0.75 and 1 kg/ha; I+V, II+V, III+V and IV+V each at rates of 0.25+0.75, O.Z. 30,354 After 2 to 3 weeks it was ascertained that the compositions had a better herbicidal action than their components, combirfei with the same crop plant compatibility.
The results are given below: Active ingredient I kg/ha 0.25 0.5 0,7 1 0.25 Crop plants : Hordeum vulgare ϋ 0 0 0 0 Secale cereale 0 0 0 0 0 Triticum aestivum 0 0 0 0 0 Unwanted plants : Alopecurus myosuroides 0 3 5 10 0 Echinochloa crus-galli 0 5 8 10 0 Matricaria chamomilla 10 20 40 60 10 Galium aparine 15 30 45 65 15 0 = no damage 100 = complete destruction Active ingredient IV kg/ha 0.25 0.5 0.75 1 0 Crop plants : Hordeum vulgare 0 0 0 0 Secale cereale 0 0 0 0 Triticum aestivum 0 0 0 0 Unwanted plants: Alopecurus myosuroides 0 4 7 12 Echinochloa crus-galli 0 7 10 12 Matricaria chamomilla 15 35 5 70 Galium aparine 25 35 1 65 0 = no damage 100 = complete destruction Active ingredient I + V kg/ha 0.25 0.75 0.5 0.2 0.75 0.25 0.5 0.7 Crop plants : Hordeum vulgare 0 0 0 0 Secale cereale 0 0 0 0 Triticum aestivum 0 0 0 0 Unwanted plants : Alopecurus myosuroides 80 74 76 79 Echinochloa crus-galli 80 72 74 80 Matricaria chamomilla 83 97 88 82 Galium aparine 92 100 98 95 0 = no damage 100 = complete destruction Active ingredient III + V kg/ha 0.25 0.75 0.5 0.75 0.25 0.5 Crop plants: Hordeum vulgare 0 0 0 Secale cereale 0 0 0 Triticum aestivum 0 0 0 Unwanted plants: Alopecurus myosuroides 80 78 76 Echinochloa crus-galli 60 73 79 Matricaria chamomilla 88 98 96 Galium aparine 97 100 100 0 = no damage 100 = complete destruction EXAMPLE 2 In the greenhouse, various plants were treated at a height of from 5 to 22 cm with the following amounts of the following individual active ingredients and compositions thereof as dispersions, or emulsions: .
I 3-isopropyl-lH-2,l, 3-benzothiadiazin-4 (3H) -one 2,2-dioxide, II^3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 ( 3H) -one 2? 2-dioxide , sodium salt, i III 3-isopropyl-I.H-2 , 1 , 3-benzothiadiazin-4 (3H)-one 2,2-dioxide, dimethylamine salt, IV 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one 2,2-dioxide, diethanolamine salt, V N-(3-chloro-4-isopropylphenyl) - ' -methyl-N ' -methoxyurea each at rates of 1, 1.5, 2 and 3 kg/ha; I+V, II+V, III+V and IV+V each at rates of 2+1, 1+2 and 1.5+1.5 kg/ha; and, for comparison, VI N-p-chlorophenyl-N' , ' -dimethylurea , at rates of 2 and 3 kg/ha; I+VI and II+VI each at a rate of 1+2 kg/ha After 2 to 3 weeks it was ascertained that the compositions , I + V, II+V, III+V and IV+V had better crop plant compatibility than VI and the compositions I+VI and II+VI, combined with the same herbicidal action.
The results are given below: Active ingredient I II kg/ha 1 1.5 2 3 1 1.5 Crop plants: Hordeum vulgare 0 0 0 0 0 0 Secale cereale 0 0 0 0 0 0 Triticum aestivum 0 0 0 0 0 0 Unwanted plants: Alopecurus myosuroides 10 15 20 30 12 15 1 Echinochloa crus-galli 10 15 20 25 15 20 2 Matricaria chamomilla 60 85 90 95 60 70 8 Galium aparine 65 75 80 95 60 75 8 0 = no damage 100 = complete destruction Active ingredient IV kg/ha 1 1.5 2 Crop plants : Hordeum vulgare 0 0 0 Secale cereale 0 0 0 Triticum aestivum 0 0 0 Unwanted plants : Alopecurus myosuroides 12 15 19 Echinochloa crus-galli 12 20 25 Matricaria chamomilla 70 95 100 1 Galium aparine 65 70 80 0 = no damage 100 = complete destruction Active ingredient I + V II + kg/ha 2 1 1.5 2 1 1 2 1.5 1 2 Crop plants : Hordeum vulgare 0 5 0 0 5 Secale cereale 0 5 0 0 5 Triticum aestivum 0 5 0 0 5 Unwanted plants : Alopecurus myosuroides 100 100 100 100 100 Echinochloa crus-galli 100 100 100 100 100 Matricaria chamomilla 100 100 100 100 100 Galium aparine 100 100 100 100 100 0 = no damage 100 = complete destruction Active ingredient IV + V kg/ha 2 1 1.5 1 2 1.5 Crop plants : Hordeum vulgare 0 5 0 Secale cereale 0 5 0 Triticum aestivum 0 5 0 Unwanted plants : Alopecurus myosuroides 100 100 100 Echinochloa crus-galli 100 100 100 Matricaria chamomilla 100 100 100 Galium aparine 100 100 100 0 = no damage 100 = complete destruction In the greenhouse, various plants were treated at a height of from H to 20 cm with the following amounts of the following individual active ingredients and compositions thereof as tankmix dispersions or aqueous solutions: I 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one- 2 , 2-dioxide II 3-isopropyl-lH-r2y 1 , 3-benzothiadiazin-4 (3H) -one 2, 2-dioxide, sodium salt, -itf < III 3-isopropy] -2 ,1 , 3-benzothiadiazin-4 (3H) -one 2, 2-dioxide, dimethylamine salt, IV 3-isopropyl-lH-2 , 1 , 3-benzothiadiazin-4 (3H) -one 2, 2-dioxide, diethanolamine salt, V N- (3-methyl-4-bromophenyl) -N 1 , ' -dimethylurea VI N- (3-methyl-4-chlorophenyl) - ' , ' -dimethylurea each at rates of 0.25, 0.5, 0.75 and 1 kg/ha; I+V, II+V, II+V, IV+V, I+VI, II+VI, III+VI and IV+VI each at rates of 0.25+0.75, 0.75+0.25 and 0.5+0.5 kg/ha.
After 2 to 3 weeks it was ascertained that the compositio had a better herbicidal action than their components, combined with the same crop plant compatibility.
The results are given below: Active ingredient I kg/ha 0.25 0.5 0.75 1 0.25 Crop plants : Hordeum vulgare 0 0 0 0 0 Secale cereale 0 0 0 0 0 Triticum aestivum 0 0 0 0 0 Unwanted plants : Alopecurus myosuroides 0 3 5 10 0 Apera spica venti 0 5 7 a 0 Galium aparine 15 30 45 65 15 Viola tricolor 5 10 15 20 5 0 = no damage 100 = complete destruction Active Ingredient IV kg/ha 0.25 0.5 0.75 1 0.25 Crop plants : Hordeum vulgare 0 0 0 0 0 Secale cereale 0 0 0 0 0 Triticum aestivum 0 0 0 0 0 Unwanted plants: Alopecurus myosuroides 0 4 7 12 20 Apera spica venti 0 0 0 5 15 Galium aparine 25 35 45 65 25 Viola tricolor 5 12 15 20 10 0 = no damage 100 = complete destruction Active ingredient I + V II kg/ha 0.25 0.75 0.5 0.25 0.75 0.75 0.25 0.5 0.75 0.25 Crop plants : Hordeum vulgare 0 0 0 0 0 Secale cereale 0 0 0 0 -0 Triticum aestivum 0 0 0 0 0 Unwanted plants : Alopecurus myosuroides 82 65 71 84 70 Apera spica venti 80 63 70 81 · 60 Galium aparine 98 100 100 97 98 Viola tricolor 75 70 67 65 64 no damage complete destructi Active ingredient IV + V I kg/ha 0.25 0.75 0.5 0.25 0.75 0.25 0.5 0.75 Crop plants : Hordeum vulgare 0 0 0 0 Secale cereale 0 0 0 0 Triticum aestivum 0 0 0 0 Unwanted plants; Alopecurus myosuroides 80 69 73 80 Apera spica venti 80 66 67 77 Galium aparine 100 , 8 100 98 Viola tricolor 65 65 68 75 0 = no damage 100 = complete destruction Active ingredient kg/ha 0.25 0.75 Crop plants : Hordeum vulgare 0 Secale cereale 0 Triticum aestivum 0 Unwanted plants : Alopecurus myosuroides 80 Apera spica venti 77 Galium aparine 97 Viola tricolor 76 0 = no damage 100 = complete destruction EXAMPLE 4 In the greenhouse, various plants were treated at a height of from 4 to 20cm with the following amounts of the following individual active ingredients and compositions thereof as aqueous solutions or dispersions: I 3-isopropyl-lH-2,l,3-benzothiadiazin-4 (3H)-one 2,2- dioxide i II/ 3-isopropyl-lH-2,l,3-benzothiadiazin-4 (3H)-one 2,2- dioxide, sodium salt III N- [4- (4 * -chlorophenoxy) -phenyl ] - 1 ,Ν' -dimethylurea each at rates of 1, 1.5, 2 and 3 kg/ha; I+III and II+III each at rates of 2+ 1, 1*2 and 1.5+1-5 kE/h After 12 to 17 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 kg/ha 1 1.5 2 3 1 Crop plants: Glycine max. 0 0 5 10 0 Unwanted plants : Echinochloa crus-galli 10 15 20 25 15 Lamium amplexicaule 30 40 60 70 25 0 = no damage 100 = complete destruction Active ingredient kg/ha + Crop plants : Glycine max.
Unwanted plants : EchinoclUoa crus-galli Lamium amplexicaule 1 0 = no damage 100 = complete destruction 46462/3

Claims (1)

1. CLAIMS A synergistic herbicide comprising a composition of a compound of the formula where denotes lower alkyl or a salt and a urea derivative selected from the group consisting of l rc and N A herbicide comprising a composition of the diethanolamine salt of 1 2 and A process for controlling the growth of unwanted plants wherein the plants or the soil are treated with a composition of a compound of the formula H where R denotes lower or a salt and a urea derivative selected from the group consisting of omopheny and insufficientOCRQuality
IL46462A 1974-01-30 1975-01-20 Synergistic herbicidal compositions containing a 3-alkyl-1synergistic herbicidal compositions containing a 3-alkyl-1h-2,1,3-benzothiadiazin-4(3h)-one 2,2-dioxide and a urea dh-2,1,3-benzo-thiadiazin-4(3h)-one 2,2-dioxide and a urea erivative derivative IL46462A (en)

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DE2404311A DE2404311A1 (en) 1974-01-30 1974-01-30 HERBICIDE

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IL46462A0 IL46462A0 (en) 1975-04-25
IL46462A true IL46462A (en) 1977-12-30

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Country Status (21)

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JP (1) JPS50107139A (en)
AR (1) AR219473A1 (en)
BE (1) BE824412A (en)
BG (1) BG26184A3 (en)
BR (1) BR7500277A (en)
CA (1) CA1048805A (en)
DD (1) DD116126A5 (en)
DE (1) DE2404311A1 (en)
DK (1) DK28275A (en)
ES (1) ES434281A1 (en)
FR (1) FR2258791A1 (en)
IL (1) IL46462A (en)
IT (1) IT1056098B (en)
LU (1) LU71740A1 (en)
NL (1) NL7501042A (en)
NO (1) NO750265L (en)
OA (1) OA04888A (en)
PL (1) PL91962B1 (en)
SE (1) SE7500781L (en)
SU (1) SU546259A3 (en)
ZA (1) ZA75600B (en)

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BR9006966A (en) * 1989-10-16 1991-11-05 Mitsui Petrochemical Ind HERBICIDE COMPOSITION AND PROCESS TO CONTROL WEEDS

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LU71740A1 (en) 1975-06-24
JPS50107139A (en) 1975-08-23
PL91962B1 (en) 1977-03-31
SU546259A3 (en) 1977-02-05
BR7500277A (en) 1975-11-04
BG26184A3 (en) 1979-02-15
IL46462A0 (en) 1975-04-25
AR219473A1 (en) 1980-08-29
NO750265L (en) 1975-08-25
DK28275A (en) 1975-09-22
NL7501042A (en) 1975-08-01
SE7500781L (en) 1975-07-31
IT1056098B (en) 1982-01-30
BE824412A (en) 1975-07-15
ZA75600B (en) 1976-02-25
ES434281A1 (en) 1977-04-01
OA04888A (en) 1980-10-31
DD116126A5 (en) 1975-11-12
FR2258791A1 (en) 1975-08-22
CA1048805A (en) 1979-02-20
DE2404311A1 (en) 1975-08-14

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