Plant protecting and regulating compositions – Plant growth regulating compositions – Plural active ingredients
Reexamination Certificate
1999-03-19
2001-11-13
Clardy, S. Mark (Department: 1616)
Plant protecting and regulating compositions
Plant growth regulating compositions
Plural active ingredients
C504S132000, C504S134000, C504S136000, C504S137000, C504S139000
Reexamination Certificate
active
06316386
ABSTRACT:
TECHNICAL FIELD OF THE INVENTION
The invention relates to novel herbicidal synergistic active compound combinations comprising, on the one hand, known arylsulphonylaminocarbonyltriazolinones and, on the other hand, known herbicidally active compounds, which can be used particularly successfully for selectively controlling weeds in a variety of crops of useful plants.
BACKGROUND OF THE INVENTION
Sulphonylaminocarbonyltriazolinones, which are herbicides having a broad spectrum of action, are the subject of a series of patent applications (cf. EP 341489, EP 422469, EP 425948, EP 431291, EP 507171, EP 534266, WO 96/11188, DE 19508118). However, the known sulphonylaminocarbonyltriazolinones have a number of gaps in their action.
Surprisingly, it has now been found that a number of known active compounds from the series of the arylsulphonylaminocarbonyltriazolinones, when used together with known herbicidally active compounds from various substance classes, exhibit pronounced synergistic effects with regard to the activity against weeds and can be used particularly advantageously as broad-spectrum combination preparations for the selective control of weeds in crops of useful plants, such as, for example, wheat.
DETAILED DESCRIPTION OF THE INVENTION
The invention accordingly provides selective herbicidal compositions, characterized by an effective content of a combination of active compounds comprising
(a) an arylsulphonylaminocarbonyltriazolinone of the general formula (I)
in which
R
1
represents hydrogen, hydroxyl, amino, alkylideneamino or represents alkyl, alkenyl, alkinyl, alkoxy, alkenyloxy, alkylamino, dialkylamino, cycloalkyl, cycloalkylalkyl, cycloalkylamino, aryl or arylalkyl, each of which is optionally substituted,
R
2
represents hydrogen, hydroxyl, mercapto, amino, cyano, halogen or represents alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkinyl, alkenyloxy, alkinyloxy, alkenylthio, alkinylthio, alkenylamino, alkinylamino, cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, cycloalkylalkyl, aryl, aryloxy, arylthio, arylamino or arylalkyl, each of which is optionally substituted,
R
3
represents nitro, cyano, halogen or represents alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkinyl, alkinyloxy, alkinylthio, cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino, each of which is optionally substituted, and
R
4
represents hydrogen, nitro, cyano, halogen or represents alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkinyl, alkinyloxy, alkinylthio, cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino, aryl, aryloxy, arylthio, arylsulphinyl, arylsulphonyl or arylamino, each of which is optionally substituted, and/or a salt of a compound of the formula (I) (“active compounds of Group I”)
and
(b) one or more compounds from a second group of herbicides comprising the active compounds listed below:
2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methyl-phenyl)-acetamide (acetochlor), 2-chloro-6-nitro-3-phenoxy-aniline (aclonifen), 2-chloro-N-(methoxymethyl)-N-(2,6-diethyl-phenyl)-acetamide (alachlor), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(N-methyl-N-methylsulphonyl-sulphamoyl)-urea (amidosulfuron), 6-chloro4-ethylamino-2-isopropylamino-1,3,5-triazine (atrazine), 4-chloro-2-oxo-3(2H)-benzothiazolylacetic acid (benazolin), ethyl N-benzoyl-N-(3,4-dichloro-phenyl)-DL-alaninate(benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothiadiazin4(3H)-one (bentazon), methyl 5-(2,4-dichloro-phenoxy)-2-nitro-benzoate (bifenox), 2-bromo-3,3-dimethyl-N-(1-methyl-1-phenyl-ethyl)-butanamide (bromobutide), 3,5-dibromo-4-hydroxy-benzaldehyde O-(2,4-dinitr-phenyl)-oxime (bromofenoxim), 3,5-dibromo-4-hydroxy-benzonitrile (bromoxynil), N-butoxymethyl-2-chloro-N-(2,6-diethyl-phenyl)-acetamide (butachlor), S-ethyl bis-(2-methyl-propyl)-thiocarbamate (butylate), 2-(4-chloro-2-fluoro-5-(2-chloro-2-ethoxycarbonyl-ethyl)-phenyl)-4-difluoromethyl-5-2,4-dihydro-3H-1,2,4-triazol-3-one (carfentrazone-ethyl, F-8426), 2,4-dichloro-1-(3-methoxy-4-nitro-phenoxy)-benzene (chlomethoxyfen), 3-amino-2,5-dichloro-benzoic acid (chloramben), 1,3,5-trichloro-2-(4-nitro-phenoxy)-benzene (chlornitrofen), N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N′-(2-chloro-phenylsulphonyl)-urea (chlor-sulfuron), N′-(3-chloro-4-methylphenyl)-N,N-dimethyl-urea (chlortoluron), N-(4,6-dimethoxy-1,3,5-triazin-2-yl)-N′-(2-(2-methoxy-ethoxy)-phenylsulphonyl)-urea (cinosulfuron), (R)-(2-propinyl)-2-[4-(5-chloro-3-fluoro-pyridin-2-yl-oxy)-phenoxy-propanoate (clodinafop-propargyl), 3,6-dichloro-pyridine-2-carboxylic acid (clopyralid), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(3-chloro-4-methoxycarbonyl-1-methyl-pyrazol-5-yl-sulphonyl)-urea (clopyrasulfuron, halosulfuron, NC-319), methyl-3-chloro-2-[(5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]-pyrimidin-2-yl-sulphonyl)-amino]-benzoate (cloransulam-methyl), 2-chloro-4-ethyl-amino-6-(1-cyano-1-methyl-ethylamino)-1,3,5-triazine (cyanazine), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(2-cyclopropylcarbonyl-phenylsulphonyl)-urea (cyclosulfamuron, AC-322140), 2,4-dichloro-phenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxy-benzoic acid (dicamba), (R)-2-(2,4-dichloro-phenoxy)-propionic acid (dichlorprop-P), methyl 2-[4-(2,4-dichloro-phenoxy)-phenoxy]-propate (diclofop-methyl), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methyl sulphate (difenzoquat), N-(2,4-difluoro-phenyl)-2-(3-trifluoromethyl-phenoxy)-pyridine-3-carboxamide (diflufenican), 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamide (dimethenamide, SAN-582), 2-amino-4-(1-fluoro-1-methyl-ethyl)-6-(1-methyl-2-(3,5-dimethyl-phenoxy)-ethylamino)-1,3,5-triazine (dimexyflam, IDH-1105), N3,N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (dinitramine), the sodium salt of N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulphonyl)-urea (DPX-KE459), 6,7-dihydro-dipyrido[1,2-a:2′,1′-c]pyrazinediium (diquat), S,S-dimethyl 2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5-dicarbothioate (dithiopyr), the sodium salt of N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(3-methoxycarbonyl-6-trifluoromethyl-pyrimidin-2-yl-sulphonyl)-urea (DPX-KE-459), S-ethyl dipropylthio-carbamate (EPTC), S-(phenylmethyl) N-ethyl-N-(1,2-dimethyl-propyl)-thiocarbamate (esprocarb), ethyl [2-chloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-4-fluoro-phenoxy]-acetate (ET-751), (S)-(2-ethoxy-1-methyl-2-oxoethyl) 2-chloro-5-(2-chloro-4-trifluoromethyl-phenoxy)-benzoate (ethoxyfen), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(2-ethoxy-phenoxysulphonyl)-urea (ethoxysulfuron, HOE-095404), ethyl 2-[4-(6-chloro-benzoxazol-2-yl-oxy)-phenoxy]-propanoate (fenoxaprop-ethyl), isopropyl N-benzoyl-N-(3-chloro-4-fluoro-phenyl)-DL-alaninate (flamprop-isopropyl), isopropyl N-benzoyl-N-(3-chloro-4-fluoro-phenyl)-L-alaninate (flamprop-isopropyl-L), methyl N-benzoyl-N-(3-chloro-4-fluoro-phenoxy)-DL-alaninate (flamprop-methyl), N-(2,6-difluorophenyl)-5-methyl-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulphonamide (flumetsulam, DE-498), pentyl [2-chloro-4-fluoro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenoxy]-acetate (flumiclorac-pentyl), 2-[4-chloro-2-fluoro-5-[(1-methyl-2-propinyl)-oxy]-phenyl]4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione (flumipropyn), ethoxycarbonylmethyl 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoate (fluoroglycofen-ethyl), 1-(4-chloro-3-(2,2,3,3,3-pentafluoro-propoxymethyl)-phenyl)-5-phenyl-1H-1,2,4-triazole-3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidyl)-benzoate (flupropacil), 9-hydroxy-9H-fluorene-9-carboxylic acid (flurenol), 4-amino-3,5-dichloro-6-fluoro-pyridin-2-yl-oxy)-acet
Dahmen Peter
Feucht Dieter
Muller Klaus-Helmut
Santel Hans-Joachim
Bayer Aktiengesellschaft
Clardy S. Mark
Gil Joseph C.
LandOfFree
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