Carbamoyl triazolinone-based herbicides

Abstract

The invention relates to new herbicidal, synergistic active compound combinations composed of carbamoyltriazolinones and herbicidally active compounds.

1 - 11 . (canceled)  
     
     
         12 . A composition comprising a synergistically effective amount of an active compound combination comprising  
       (a) a carbamoyltriazolinone of the formula (I)  
       
         
           
           
               
               
           
         
       
       wherein 
 R 1  represents hydrogen, hydroxyl, amino, or optionally substituted alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylamino, alkenyl-amino, alkynylamino, alkylideneamino, dialkylamino, cycloalkyl, cycloalkylalkyl, aryl, or arylalkyl,  
 R 2  represents optionally substituted alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, alkylamino, alkenylamino, alkynylamino, dialkylamino, cycloalkyl, cycloalkyloxy, cycloalkylalkyl, aryl, aryloxy, arylthio, arylamino, or arylalkyl, and  
 R 3  represents optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, arylalkyl, arylalkenyl, or arylalkynyl,  
 and  
 (b) one or more compounds selected from the group consisting of sodium 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitrobenzoate(acifluorfen-sodium), 1H-1,2,4-triazol-3-amine(amitrole), 2-[2,4-dichloro-5-(2-propynyloxy)-phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]-pyridin-3(2H)-one(azafenidin), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-[1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazol-5-ylsulphonyl]urea(azimsulfuron), N-benzyl-2-(4-fluoro-3-trifluoro-methyl-phenoxy)-butanamide(beflubutamid), 4-chloro-2-oxo-3(2H)-benzo-thiazoleacetic acid(benazolin), N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethyl-benzenamine(benfluralin), N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(2-methoxy-carbonyl-phenylmethylsulphonyl)-urea(bensulfuron), methyl 2-[2-[4-(3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidinyl-phenoxy-methyl]-5-ethyl-phenoxy-propanoate(benzfendizone), 3-(2-chloro-4-methyl-sulfonyl-benzoyl)-4-phenylthio-bicyclo-[3.2.1]-oct-3-en-2-one(benzobicyclon), ethyl N-benzoyl-N-(3,4-dichloro-phenyl)-DL-alaninate(benzoylprop-ethyl), 2-(1 -ethoximino-propyl)-3-hydroxy-5-[2,4,6-trimethyl-3-(1-oxo-butyl)-phenyl]-2-cyclohexen-1-one(butroxydim), N,N-diethyl-3-(2,4,6-trimethyl-phenylsulfonyl)-1H-1,2,4-triazole-1-carboxamide(cafenstrole), 2-[1-[(3-chloro-2-propenyl)-oxy-imino]-propyl]-3-hydroxy-5-(tetrahydro-2H-pyran-4-yl)-2-cyclohexen-1-one (caloxydim, tepraloxydim), N-(4-chloro-6-methoxy-pyrimidin-2-yl)-N′-(2-ethoxycarbonyl-phenylsulfonyl)-urea(chlorimuron-ethyl), ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)-phenyl]-2-propanoate(cinidon-ethyl), 2-[1-[2-(4-chloro-phenoxy)-propoxyaminobutyl]-5-(tetrahydro-2H-thiopyran-3-yl)-1,3-cyclohexanedione(clefoxydim), (E,E)-(+)-2-[1-[[(3-chloro-2-propenyl)-oxy]-imino]-propyl]-3-hydroxy-2-cyclohexene-1-one (clethodim), 2-(1-ethoximinobutyl)-3-hydroxy-5-(tetrahydro-2H-thiopyran-3-yl)-2-cyclohexen-1-one(cycloxydim), butyl (R)-2-[4-(4-cyano-2-fluoro-phenoxy)-phenoxy]-propanoate(cyhalofop-butyl), N-(2,6-dichloro-phenyl)-5-ethoxy-7-fluoro-[1,2,4]-triazolo-[1,5-c]-pyrimidine-2-sulphonamide(diclosulam), 2-[1-[(3,5-difluoro-phenyl)-amino-carbonyl-hydrazono]-ethyl]-pyridine-3-carboxylic acid(diflufenzopyr), S-(1-methyl-1-phenyl-ethyl) 1-piperidine-carbothioate(dimepiperate), (S)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methyl-ethyl)-acetamide(dimethenamid-P), 2-[2-(3-chloro-phenyl)-oxiranyl-methyl]-2-ethyl-1H-indene-1,3(2H)-dione(epropodan), (R)-ethyl 2-[4-(6-chloro-benzoxazol-2-yl-oxy)-phenoxy]-propanoate(fenoxaprop-P-ethyl), 4-(2-chloro-phenyl)-N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazole-1-carbox-amide(fentrazamide), N-(2,6-difluoro-phenyl)-8-fluoro-5-methoxy-[1,2,4]-triazolo-[1,5-c]-pyrimidine-2-sulphonamide(florasulam), butyl (R)-2-[4-(5-trifluoromethyl-pyridin-2-yl-oxy)-phenoxy]-propanoate(fluazifop, -butyl, -P-butyl), i-propyl 5-(4-bromo-1-methyl-5-trifluoromethyl-1 H-pyrazol-3-yl)-2-chloro-4-fluoro-benzoate(fluazolate), the sodium salt of 4,5-dihydro-3-methoxy-4-methyl-5-oxo-N-[(2-trifluoromethoxy-phenyl)-sulphonyl]-1-H-1,2,4-triazole-1-carboxamide(flucarbazone-sodium), ethyl [2-chloro-4-fluoro-5-(5-methyl-6-oxo-4-trifluoromethyl-1(6H)-pyridazinyl)-phenoxy]-acetate(flufenpyr), 2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3-dione(flumioxazin), 2-[4-chloro-2-fluoro-5-[(1-methyl-2-propynyl)-oxy]-phenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione (flumipropyn), 3-chloro-4-chloromethyl-1-(3-trifluoromethyl-phenyl)-2-pyrrolidinone(fluorochloridone), the sodium salt of N-(4,6-dimethoxy-pyrimidin-2-yl)-N′-(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl)-urea(flupyrsulfuron-methyl-sodium), 5-(2-chloro-4-trifluoromethyl-phenoxy)-N-methylsulfonyl-2-nitro-benzamide(fomesafen), 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-amino]-sulphonyl]-4-formylamino-N,N-dimethyl-benzamide(foramsulfuron), (R)-2-[4-(3-chloro-5-trifluoro-methyl-pyridin-2-yl-oxy)-phenoxy]-propanoic acid and its methyl, -2-ethoxy-ethyl and butyl esters (haloxyfop, -methyl, -P-methyl, -ethoxyethyl, -butyl), the sodium salt of N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-N′-(5-iodo-2-methoxycarbonyl-phenyl-sulphonyl)-urean(iodosulfuron-methyl-sodium), (4-chloro-2-methylsulphonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl)-methanone(isoxachlortole), 2-[2-[4-[3,5-dichloro-2-pyridinyl)-oxy]-phenoxy]-1-oxo-propyl]-isoxazolidine(isoxapyrifop), (2-ethoxy-1-methyl-2-oxo-ethyl) 5-(2-chloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoate(lactofen), 2-(2-benzo-thiazolyloxy)-N-methyl-N-phenyl-acetamide (mefenacet), methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulphonyl]-4-[[(methylsulphonyl)-amino]-methyl]-benzoate (mesosulfuron), 2-(4-methylsulphonyl-2-nitro-benzoyl)-1,3-cyclohexanedione (mesotrione), 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one (metamitron), (S)-2-chloro-N-(2-ethyl-6-methyl-phenyl)-N-(2-methoxy-1-methyl-ethyl)-acetamide (S-metolachlor), S-(2-chloro-benzyl) N,N-diethyl-thio-carbamate(orbencarb), 4-dipropylamino-3,5-dinitro-benzenesulphonamide (oryzalin), 3-[2,4-dichloro-5-(2-propynyloxy)-phenyl]-5-(t-butyl)-1,3,4-oxa-diazol-2(3H)-one(oxadiargyl), 3-[2,4-dichloro-5-(1-methyl-ethoxy)-phenyl]-5-(t-butyl)-1,3,4-oxadiazol-2(3H)-one(oxadiazon), 3-[1-(3,5-dichloro-phenyl)-1-i-propyl]-2,3-dihydro-6-methyl-5-phenyl-4H-1,3-oxazin-4-one(oxaziclomefone), 2-chloro-1-(3-ethoxy-4-nitro-phenoxy)-4-trifluoromethyl-benzene(oxyfluorfen), 2-(2,2-difluoro-ethoxy)-N-(5,8-dimethoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-yl)-6-trifluoromethylbenzenesulphonamide(penoxsulam), 2-chloro-N-(2-ethoxy-ethyl)-N-(2-methyl-1-phenyl-1-propenyl)-acetamide(pethoxamid), N-(4-fluoro-phenyl)-6-(3-trifluoromethyl-phenoxy)-pyridine-2-carboxamide(picolinafen), 1-chloro-N-[2-chloro-4-fluoro-5-[(6S,7aR)-6-fluoro-tetrahydro-1,3-dioxo-1H-pyrrolo[1,2-c]imidazol-2(3H)-yl]-phenyl]-methanesulphonamide(profluazol), N-(3,4-dichloro-phenyl)-propanamide(propanil), (R)-[2-[[(1-methyl-ethylidene)-amino]-oxy]-ethyl]2-[4-(6-chloro-2-quinoxalinyloxy)-phenoxy]-propanoate(propaquizafop), 2-chloro-N-(2-ethyl-6-methyl-phenyl)-N-[(1-methyl-ethoxy)-methyl]-acetamide(propisochlor), the sodium salt of methyl 2-[[[(4,5-dihydro-4-methyl-5-oxo-3-propoxy-1H-1,2,4-triazol-1-yl)-carbonyl]-amino]-sulfonyl]-benzoate(procarbazone-sodium), 1-(3-chloro-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridin-2-yl)-5-(methyl-2-propynylamino)-1H-pyrazole-4-carbonitrile(pyrazogyl), diphenyl-methanone O-[2,6-bis-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoyl]-oxime(pyribenzoxim), 6-chloro-3-phenyl-pyridazin-4-ol(pyridatol), 7-[(4,6-dimethoxy-2-pyrimidinyl)-thio]-3-methyl-1(3H)-isobenzofuranone(pyriftalide), methyl 2-(4,6-dimethoxy-pyrimidin-2-yl-oxy)-benzoate(pyriminobac-methyl), sodium 2-chloro-6-(4,6-dimethoxy-pyrimidin-2-ylthio)-benzoate(pyrithiobac-sodium), 3,7-dichloro-quinolin-8-carboxylic acid(quinchlorac), 2-[4-(6-chloro-2-quinoxalinyloxy)-phenoxy]-propanoic acid and its ethyl and tetrahydro-2-furanyl-methyl esters (quizalofop, -ethyl, -P-ethyl, -P-tefuryl), 2-(1-ethoximinobutyl)-5-(2-ethyl-thiopropyl)-3-hydroxy-2-cyclohexen-1-one(sethoxydim), methyl 2-difluoro-methyl-5-(4,5-dihydro-thiazol-2-yl)-4-(2-methyl-propyl)-6-trifluoromethyl-pyridine-3-carboxylate(thiazopyr), (3,5,6-trichloro)-pyridin-2-yl-oxy-acetic acid (triclopyr), the sodium salt of N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(2,2,2-trifluoro-ethoxy)-2-pyridinesulphonamide(trifloxysulfuron), N-[4-dimethylamino-6-(2,2,2-trifluoro-ethoxy)-1,3,5-triazin-2-yl]-N′-(2-methoxy-carbonyl-phenylsulphonyl)-urea(triflusulfuron-methyl), N-(4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl)-N′-(2-trifluoromethyl-phenylsulphonyl)-urea (tritosulfuron), N-[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-3-(N-methyl-N-methylsulphonyl-amino])-2-pyridinesulphonamide, methyl 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)-amino]-carbonyl]-amino]-sulphonyl]-4-[[(methyl-sulphonyl)-amino]methyl]-benzoate, and 4-[4,5-dihydro-4-methyl-5-oxo-(3-trifluoromethyl)-1H-1,2,4-triazol-1-yl]-2-[(ethylsulphonyl)amino]-5-fluoro-benzenecarbothioamide, and, optionally,  
 (c) one or more compounds that improve crop plant tolerance selected from the group consisting of 4-dichloroacetyl-1-oxa-4-aza-spiro[4.5]-decane (AD-67), 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-one (dicyclonon, BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine(benoxacor), 1-methyl-hexyl 5-chloro-quinoxalin-8-oxy-acetate (cloquintocet-mexyl), α-(cyanometh-oximino)-phenylacetonitrile(cyometrinil), 2,2-dichloro-N-(2-oxo-2-(2-propenylamino)-ethyl)-N-(2-propenyl)-acetamide (DKA-24), 2,2-dichloro-N,N-di-2-propenyl-acetamide(dichlormid), N-(4-methyl-phenyl)-N′-(1-methyl-1-phenyl-ethyl)-urea(dymron), 4,6-dichloro-2-phenyl-pyrimidine(fenclorim), ethyl 1-(2,4-dichloro-phenyl)-5-trichloromethyl-1H-1,2,4-triazole-3-carboxylate(fenchlorazol-ethyl), phenylmethyl 2-chloro-4-trifluoromethyl-thiazole-5-carboxylate(flurazole), 4-chloro-N-(1,3-dioxolan-2-yl-methoxy)-α-trifluoro-acetophenone oxime(fluxofenim), 3-dichloroacetyl-5-(2-furanyl)-2,2-dimethyl-oxazolidine(furilazole, MON-13900), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate(isoxadifen-ethyl), diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 1,8-naphthalenedicarboxylic anhydride, α-(1,3-dioxolan-2-yl-methoximino)-phenylacetonitrile(oxabetrinil), 2,2-dichloro-N-(1,3-dioxolan-2-yl-methyl)-N-(2-propenyl)-acetamide (PPG-1292), 3-dichloroacetyl-2,2-dimethyl-oxazolidine (R-28725), 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148), methyl 1-(2-chloro-phenyl)-5-phenyl-1H-pyrazole-3-carboxylate, and N-(2-methoxy-benzoyl)-4-[(methylamino-carbonyl)-amino]-benzenesulphonamide.  
 
     
     
         13 . The composition of  claim 12  wherein 
 R 1  represents hydrogen, hydroxyl, or amino; represents C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, C 1 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkenyloxy, C 1 -C 6 -alkynyloxy, C 1 -C 6 -alkylamino, C 1 -C 6 -alkenylamino, C 1 -C 6 -alkynylamino, C 1 -C 6 -alkylidene-amino, or C 1 -C 6 -dialkylamino, each of which is optionally substituted by halogen or cyano; represents cycloalkyl, cycloalkyl-alkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl groups and, optionally 1 to 4 carbon atoms in the alkyl group and each of which is optionally substituted by halogen, cyano, or C 1 -C 4 -alkyl; or represents phenyl or phenyl-C 1 -C 4 -alkyl, each of which is optionally substituted by halogen, cyano, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy,    R 2  represents C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, C 1 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkenyloxy, C 1 -C 6 - alkynyloxy, C 1 -C 6 -alkylthio, C 1 -C 6 -alkenylthio, C 1 -C 6 -alkynylthio, C 1 -C 6 -alkylamino, C 1 -C 6 -alkenylamino, C 1 -C 6 - alkynylamino, or C 1 -C 6 -dialkylamino, each of which is optionally substituted by halogen, cyano, C 1 -C 4 -alkoxy, or C 1 -C 4 -alkylthio; represents cycloalkyl, cycloalkyloxy or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl group and each of which is optionally substituted by halogen, cyano, or C 1 -C 4 -alkyl; or represents phenyl, phenoxy, phenylthio, phenylamino, or phenyl-C 1 -C 4 -alkyl, each of which is optionally substituted by halogen, cyano, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy, and    R 3  represents C 1 -C 10 -alkyl, C 1 -C 10 -alkenyl or C 1 -C 10 -alkynyl, each of which is optionally substituted by halogen, cyano, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -alkylsulphinyl, C 1 -C 4 -alkylsulphonyl, C 1 -C 4 -alkylamino, or di-(C 1 -C 4 -alkyl)-amino; represents cycloalkyl or cycloalkylalkyl, each of which has 3 to 6 carbon atoms in the cycloalkyl moiety and optionally 1 to 4 carbon atoms in the alkyl moiety and each of which is optionally substituted by halogen, cyano, or C 1 -C 4 -alkyl; or represents phenyl-C 1 -C 6 -alkyl, phenyl-C 2 -C 6 -alkenyl, or phenyl-C 2 -C 6 -alkynyl, each of which is optionally substituted by halogen, cyano, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy.    
     
     
         14 . The composition of  claim 12  wherein 
 R 1  represents hydrogen, hydroxyl, or amino; represents methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, propenyl, butenyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s-, or t-butoxy, propenyloxy, butenyloxy, propynyloxy, butynyloxy, methylamino, ethylamino, n- or i-propylamino, n-, i-, s-, or t-butylamino, propenylamino, butenylamino, propynylamino, butynylamino, ethylideneamino, propylideneamino, butylideneamino, dimethylamino, or diethylamino, each of which is optionally substituted by fluorine, chlorine, or cyano; represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, or cyclohexylmethyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, or n- or i-propyl; or represents phenyl or benzyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, methoxy, or ethoxy,    R 2  represents methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, propenyl, butenyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s-, or t-butoxy, propenyloxy, butenyloxy, propynyloxy, butynyloxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-, or t-butylthio, propenylthio, butenylthio, propynylthio, butynylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s-, or t-butylamino, propenylamino, butenylamino, propynylamino, butynylamino, dimethylamino, or diethylamino, each of which is optionally substituted by fluorine, chlorine, cyano, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio; represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, or cyclohexylmethyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, or n- or i-propyl; or represents phenyl, phenoxy, phenylthio, phenylamino, or benzyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, methoxy, or ethoxy, and    R 3  represents methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, propenyl, butenyl, pentenyl, hexenyl, propynyl, butynyl, pentynyl, or hexynyl, each of which is optionally substituted by fluorine, cyano, methoxy, ethoxy, n- or i-propoxy, n-, i-, s-, or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-, or t-butyl-thio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, methyl-amino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethyl-amino, diethylamino, dipropylamino, or dibutylamino; represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclohexylethyl, or cyclohexylpropyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, or n- or i-propyl; or represents benzyl, phenylethyl, phenyl-propyl, phenylbutyl, phenylethenyl, phenylpropenyl, phenylbutenyl, phenylethinyl, phenylpropynyl, or phenylbutynyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, methoxy, or ethoxy.    
     
     
         15 . The composition of  claim 12  wherein 
 R 1  represents hydrogen, or amino; represents methyl, ethyl, n- or i-propyl, propenyl, butenyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, propenyloxy, or propynyloxy, each of which is optionally substituted by fluorine or chlorine; represents methylamino, ethylamino, n- or i-propylamino, propenylamino, propynylamino, dimethylamino, or diethylamino; or represents cyclopropyl or cyclopropylmethyl, each of which is optionally substituted by fluorine, chlorine, cyano, or methyl,    R 2  represents methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, propenyl, butenyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s-, or t-butoxy, propenyloxy, butenyloxy, propynyloxy, butynyloxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s-, or t-butylthio, propenylthio, butenylthio, propynylthio, butynylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s-, or t-butylamino, propenylamino, butenylamino, propynylamino, butynylamino, dimethylamino, or diethylamino, each of which is optionally substituted by fluorine, chlorine, cyano, methoxy, ethoxy, methylthio, or ethylthio; or represents cyclopropyl, cyclopropyloxy, or cyclopropylmethyl, each of which is optionally substituted by fluorine, chlorine, cyano, or methyl, and    R 3  represents methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, propenyl, butenyl, pentenyl, hexenyl, propynyl, butynyl, pentynyl, or hexynyl, each of which is optionally substituted by fluorine, cyano, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, methylamino, ethylamino, n- or i-propyl-amino, dimethylamino, or diethylamino; represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentyl-methyl, cyclohexyl-methyl, cyclohexylethyl, or cyclohexylpropyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, or n- or i-propyl; or represents benzyl, phenylethyl, phenylpropyl, phenylbutyl, phenylethenyl, phenylpropenyl, phenylbutenyl, phenylethinyl, phenylpropynyl, or phenylbutynyl, each of which is optionally substituted by fluorine, chlorine, bromine, cyano, methyl, ethyl, n- or i-propyl, n-, i-, s-, or t-butyl, methoxy, or ethoxy.    
     
     
         16 . The composition of  claim 12  wherein the compound of formula (I) is 4-amino-5-(1-methyl-ethyl)-2-(1,1-dimethyl-ethyl-aminocarbonyl)-2,4-dihydro-3H-1,2,4-triazol-3-one.  
     
     
         17 . The composition of  claim 12  wherein component (b) is one or more compounds selected from the group consisting of azafenidin, dimethenamid-P, fenoxaprop-P-ethyl, mesotrione, and S-metolachlor.  
     
     
         18 . The composition of  claim 12  wherein component (c) is one or more compounds that improve crop plant tolerance selected from the group consisting of 1-methyl-hexyl 5-chloro-quinoxalin-8-oxy-acetate(cloquintocet-mexyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazolecarboxylate(isoxadifen-ethyl), diethyl 1-(2,4-dichloro-phenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate(mefenpyr-diethyl), 4-dichloroacetyl-1-oxa-4-aza-spiro[4.5]-decane (AD-67), 1-dichloroacetyl-hexahydro-3,3,8a-trimethylpyrrolo[1,2-a]-pyrimidin-6(2H)-one (BAS-145138), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine(benoxacor), 2,2-dichloro-N,N-di-2-propenyl-acetamide(dichlormid) 3-dichloroacetyl-5-(2-furanyl)-2,2-dimethyl-oxazolidine(furilazole, MON-13900), and 3-dichloroacetyl-2,2,5-trimethyl-oxazolidine (R-29148).  
     
     
         19 . A process for the preparation of a herbicidal composition comprising mixing the composition of  claim 12  with at least one of extenders and surfactants.  
     
     
         20 . A method of controlling plant growth comprising applying a synergistically, herbicidally effective amount of a composition according to  claim 12  to the plant and/or its locus.