MXPA00007232A - Selective herbicides based on n-aryl- triazoline(thi)ons and n-arlysulfonylamino (thio)carbonyl- triazoline(thi) ons - Google Patents

Selective herbicides based on n-aryl- triazoline(thi)ons and n-arlysulfonylamino (thio)carbonyl- triazoline(thi) ons

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Publication number
MXPA00007232A
MXPA00007232A MXPA/A/2000/007232A MXPA00007232A MXPA00007232A MX PA00007232 A MXPA00007232 A MX PA00007232A MX PA00007232 A MXPA00007232 A MX PA00007232A MX PA00007232 A MXPA00007232 A MX PA00007232A
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Mexico
Prior art keywords
amino
cyano
chlorine
carbon atoms
substituted
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MXPA/A/2000/007232A
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Spanish (es)
Inventor
Wilhelm Drewes Mark
Dollinger Markus
Wilhelm Haas
Klaushelmut Muller
Original Assignee
Bayer Ag 51373 Leverkusen De
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Publication of MXPA00007232A publication Critical patent/MXPA00007232A/en

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Abstract

The invention relates to novel herbicidal, synergetic active agent combinations which comprise known N-aryl- triazoline(thi)ons and known N-arylsulfonylamino (thio)carbonyl- triazoline(thi) ons and which can be utilized with especially good results for selective weed control in different useful plant cultures.

Description

SELECTIVE HERBICIDES BASED ON N-ARIL-TRIAZOLIN (TIO) ONAS AND N-ARILSULFONILAMINO (TIO) CARBONIL-TRIAZOLIN (TIO) -ONAS. Field of the invention. The invention relates to new combinations of herbicidal, synergistic active compounds, comprising, on the one hand, known N-arytriazolin (thio) ones and, on the other hand, N-arylsulfonylamino (thio) carbonyltriazolin (thio) onas known and that can be used, with an especially good suc, for the selective fight against weeds in various crops of useful plants. Description of the prior art. The N-aryltriazolin (thio) Ones constitute, as products with herbicidal activity, the subject of a series of patent applications (see DE-A-3024316, DE-A-3514057, DE-A-3636318, EP-A-220952, EP-A-370332, EP-A-597360, EP-A-609734, US-A-4702763, US-A-4806145, US-A-4818275, US-A-4906284, US- A-4909831, US-A-5035740, US-A-5041 155, WO-A-8501637, WO-A-8504307, WO-A-8602642, WO-A-8604481, WO-A-8700730, WO-A -8703782, WO-A-8809617, WO-A-9002120, WO-A-9530661). In the same way, N-arylsulfonylamino (thio) carbonyltriazolin- (thio) -ones also constitute, as products with herbicidal activity, the subject of a series of patent applications (see EP-A-341489, EP-A). -422469, EP-A-425948, EP-A-431291, EP-A-507171, EP-A-534266, WO-A-9611 188, WO-A-9627590, WO-A-9627591, WO-A- 9703056). Detailed description of the invention. Surprisingly it has now been found that a series of known active compounds of the N-aryltriazolin (thio) -nanes series, when used in conjunction with known compounds, with herbicidal activity, of the N-aryltriazolin (thio) - REF. 12.1740 arylsulphonylamino (thio) carbonyl-thiazolin (thio) ones show synergistic effects in terms of activity against weeds and can be used in a particularly advantageous manner, in the form of preparations with a broad spectrum of activity for the selective control against weeds. weeds in crops of useful plants, such as for example in wheat. The object of the invention are selective herbicidal agents, characterized by an active content of a combination of active compounds comprising (a) at least one N-aryltriazolin (thio) -one of the general formula (I) wherein Q 1 signifies oxygen or sulfur, R means alkyl having from 1 to 5 carbon atoms, optionally substituted by halogen, R means alkyl having from 1 to 5 carbon atoms, optionally substituted by halogen, R means hydrogen or halogen, R means cyano, thiocarbamoyl or halogen, and R means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, halogen, means alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl or alkylamino with respectively 1 to 6 carbon atoms, each optionally substituted by cyano, by hydroxy, by alkoxy with 1 to 4 carbon atoms, by alkylcarbon with 1 to 4 carbon atoms and / or by alkoxycarbonyl with 1 to 4 carbon atoms means alkenyl, alkynyl, alkenyloxy, or alkynyloxy with 2 to 6 carbon atoms, respectively substituted, if appropriate, by cyano, carboxy, halogen no and / or by alkoxycarbonyl having 1 to 4 carbon atoms, means alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N, N-bis-alkylsulfonyl-amino or N-alkoxycarbonyl-N-phenylsulfonyl-amino with respectively 1 to 6 atoms of carbon in the alkyl groups, respectively substituted, if appropriate, by halogen, or means N-phenylcarbonyl-N-alkyl-sulfonyl-amino, N-pyridylcarbonyl-N-alkylsulfonyl-amino, N-furylcarbonyl-N-alkylsulfonyl-amino or N -thienyl-carbonyl-N-alkylsulfonyl-amino with respectively 1 to 6 carbon atoms in the alkyl groups, optionally substituted by cyano, by halogen, by alkyl with 1 to 4 carbon atoms, by haloalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkoxy with 1 to 4 carbon atoms, ("active product of group 1") and (b) at least one N-arylsulfonylamino (thio) carbonyltriazolin ( thio) ona of a general formula (II) wherein Q and Q respectively represent oxygen or sulfur, R means alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylamino or dialkylamino with, respectively, up to 6 carbon atoms, respectively substituted, if appropriate, by cyano, by halogen or by alkoxy; to 4 carbon atoms, or means cycloalkyl, cycloalkylalkyl or cycloalkylamino with respectively 3 to 6 carbon atoms in the cycloalkyl groups and, optionally, 1 to 4 carbon atoms in the alkyl part, respectively substituted by cyano, by halogen or by alkyl having 1 to 4 carbon atoms, R7 means hydrogen, meaning halogen, means alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkynyl, alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenylamino or alkynylamino with respectively up to 6 carbon atoms substituted, where appropriate, by cyano, by halogen or by alkoxy with 4 carbon atoms, or means cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino or cycloalkylaryl with respectively 3 to 6 carbon atoms in the cycloalkyl groups and, optionally, 1 to 4 carbon atoms in the alkyl part, each optionally substituted by cyano, by halogen or by alkyl having 1 to 4 carbon atoms, R8 signifies nitro, cyano, halogen, phenyl, phenoxy, means alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, dialkylaminosulfonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino alkynyl, alkynyloxy, alkynylthio with respectively up to 6 carbon atoms, optionally substituted by cyano, by halogen or by alkoxy with 1 to 4 carbon atoms, or means cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino with respectively 3 a 6 carbon atoms in the cycloalkyl groups, each substituted, where appropriate, by cyano, by halogen or by alkyl having 1 to 4 carbon atoms, and R9 signifies hydrogen, nitro, cyano, halogen, phenyl, phenoxy, means alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio alkenylamino, alkynyl, alkynyloxy or alkynylthio with respectively up to 6 carbon atoms, optionally substituted by cyano, by halogen or by alkoxy with 1 to 4 carbon atoms, or means cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino with respectively to 6 carbon atoms in the cycloalkyl groups, each optionally substituted by cyano, by halogen or by alkyl having 1 to 4 carbon atoms, and / or a salt of a compound of the formula (II) ("active group 2"), corresponding, in general, to a part by weight of an active product of group 1 - that is to say of the general formula (I) - from 0.01 to 100 parts by weight of an active group 2- that is to say of the general formula (II) -. Of particular interest are the selective herbicidal agents according to the invention, which are characterized by a content of a combination of active compounds comprising (a) at least one N-aryltriazolin (thio) -one of the general formula (I), that Q1 signifies oxygen or sulfur, R means methyl, ethyl, n- or i-propyl, n-, i, -s- or t-butyl respectively substituted, if appropriate, by fluorine and / or by chlorine, R means methyl, ethyl , n- or i-propyl, n-, i-, s- or t-butyl substituted respectively where appropriate by fluorine and / or by chlorine, R3 means hydrogen, fluorine, chlorine or bromine, R means cyano, thiocarbamoyl, fluorine , chlorine, or bromine and R means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n-, i -, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, Ethylsulfinyl, methylsulfonyl, ethylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, etoxicarbbnilo, n- or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t butylamino substituted in each case optionally cyano-, hydroxy, methoxy, ethoxy, acetyl, propionyl by, methoxycarbonyl and / or ethoxycarbonyl, means ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy or butynyloxy substituted in each case optionally cyano-, carboxyl, fluorine, chlorine, bromine, methoxycarbonyl and / or ethoxycarbonyl, means acetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonyl-amino, methylsulfonylamino, ethylsulfonylamino, n - or i-propylsulfonylamino, n, i-, s- or t-butylsulphonylamino, N, N-bismetilsulfonil- amino, N, N-bis-ethylsulfonyl-amino, N-methylsulfonyl-N-etilsufonil-amino, N-acetyl- N-methylsulfonyl-amino, N-propionyl-N-methylsulfonyl-amino, Nn-butyroyl -N-methyl-sulfonylamino, Ni-butyroyl-N-methylsulfonyl-amino, N-acetyl-N-ethylsulfonyl-amino, N-propionyl-N-ethyl-sulfonyl-amino, Nn-butyroyl-N-ethylsulfonyl-amino, Ni -butyryl-N-ethylsulfonyl-amino substituted respectively by fluorine and / or by chlorine, or means N-phenylcarbonyl-N-methylsulfonyl-amino, N-phenylcarbonyl-N-ethyl-sulfonyl-amino, N-thienylcarbonyl-N -methylsulfonyl-amino or N-thienylcarbonyl-N-ethylsulfonyl-amino substituted respectively by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, by n-, i -, s- or t-butyl, trifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy or trifluoromethoxy, ("active group 1") and (b) at least one N-arylsulfonylamino (thio) carbonyltriazolin (thio) -one of the general formula (II), in which Q and Q respectively mean oxygen or sulfur, R means methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy, butenyloxy, methylamino, ethylamino, n- or i-propylamino, n-, i-, s - or t-butylamino, dimethylamino or diethylamino substituted in each case optionally cyano-, fluorine, chlorine, methoxy or ethoxy, or represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylamino, cyclobutylamino, cyclopentyl-amino or cyclohexylamino substituted, where appropriate, by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, R7 means fluorine, chlorine, bromine, means methyl, ethyl n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n - or i- propylthio, n-, i-, s- or t-butylthio, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino, diethylamino, ethenyl, propenyl , butenyl, ethinyl, propi nile, butynyl, ethenyloxy, propenyloxy, butenyloxy, propynyloxy, butynyloxy, etini- ite, propenylthio, butenylthio, propynylthio, butynylthio, propenylamino, butenylamino, propynylamino, butynylamino or substituted in each case optionally cyano-, fluorine, chlorine, methoxy or by ethoxy, or means cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclopentyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl substituted respectively, optionally by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, R means nitro, cyano, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl , n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsufonyl, n- or i-propylsulfonyl, methylamino, ethylamino , n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, butenylamino, ethynyl. propynyl, butynyl, propynyloxy, butynyloxy, propynylthio, butynylthio or substituted in each case optionally cyano-, fluorine, chlorine, methoxy or ethoxy, or represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyl piloxi, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino substituted in each case optionally cyano-, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, R9 hydrogen, nitro, cyano, fluoro, chloro, bromo, means methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methyl-sulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or i- propylsulfonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, butenylamino, ethinyl, propynyl, butynyl, propynyloxy, butynyloxy, propynylthio or butynylthio substituted in each case optionally cyano-, fluorine, chlorine, methoxy or ethoxy, or represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino substituted, where appropriate, by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, and / or a salt of a compound of the formula (II) ("active product of group 2"), corresponding, in general, to a part by weight of an active product of group 1 - that is to say of formula (I) - from 0.05 to 50 parts by weight of a active product of group 2 - that is to say of formula (II) -. Of particular interest are the selective herbicidal agents according to the invention, which are characterized by a content of a combination of active compounds comprising (a) at least one N-aryltriazolin (thio) -one of the general formula (I) , wherein Q 1 signifies oxygen or sulfur, R 1 signifies methyl, ethyl or difluoromethyl, R 2 signifies methyl, ethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl,. trifluoroethyl, tetrafluoroethyl or pentafluoroethyl, R is fluorine or chlorine, R4 represents cyano, thiocarbamoyl, chlorine or bromine, and R5 represents nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxicar- bonyl, methylamino, ethylamino, n- or i-propylamino substituted respectively by cyano, by methoxy, by ethoxy, by methoxycarbonyl and / or by ethoxycarbonyl, means ethenyl or propenyl respectively substituted by cyano, by carboxy , by fluorine, by chlorine, by bromine, by methoxycarbonyl and / or by ethoxycarbonyl, means propenyloxy, butenyloxy, propynyloxy or butynyloxy, means methylsulfonylamino, ethylsulfonylamino, n- or i-propylsulfonylamino, n-, i-, s- or t- butylsulfonylamino, N, N-bis-meti l-sulfonyl-amino, N, N-bis-ethylsulfonyl-amino, N-ethylsulfonyl-N-methylsulfonyl-amino, N-acetyl-N-methylsulfonyl-amino, N-propionyl-N-methylsulfonyl-amino, Nn-butyroyl-N- methylsulfonyl-amino, Ni-butyroyl-N-methylsulfonyl-amino, N-acetyl-N-ethylsulfonyl-amino, N-propionyl-N-ethylsulphonyl-amino, Nn-butyroyl-N-ethylsulphonyl-amino, Ni-butyroyl-N -amylsulfonyl-amino substituted respectively by fluorine and / or chlorine or by N-phenylcarbonyl-N-methylsulfonyl-amino, N-phenylcarbonyl-N-ethylsulphonyl-amino, N-thienylcarbonyl-N-methylsulphonyl-amino or N- tienylcarbonyl-N-ethylsulphonyl-amino substituted, where appropriate, by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, by n-, i-, s- or t- butyl, by trifluoromethyl, by methoxy, by ethoxy, by n- or i-propoxy, by difluoromethoxy or by trifluoromethoxy, ("active product of group 1") and (b) by at least one N-arylsulfonylamino (thio) carbonyltriazolin (thio ) one of the general formula (II) in which Q and Q respectively mean oxygen or sulfur, R6 means methyl, ethyl, methoxy or ethoxy substituted respectively by fluorine, chlorine, methoxy or ethoxy, or means cyclopropyl, R7 means chlorine, bromine, means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylamino, ethylamino, n- or i-propylamino, substituted respectively by fluorine, by chlorine, by methoxy or by ethoxy means dimethylamino, propenylthio, propynylthio, or means cyclopropyl, R8 means fluorine, chlorine, bromine, means methyl, ethyl, n- or i- propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulphonyl, ethylsulphonyl, n- or i-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino respectively substituted, if appropriate, by fluorine, by chlorine, by methoxy or by ethoxy or means cyclopropyl, R9 means hydrogen, nitro, cyano, fluorine, chlorine , bromine, means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxy rbonyl, n- or i- propoxycarbonyl, methylthio, ethylthio, n-? i-propylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulphonyl, n- or i-propylsulphonyl substituted, where appropriate, by fluorine, by chlorine, by methoxy or by ethoxy, or means cyclopropyl, and / or a salt of a compound of the formula (II) ("active product of group 2"), corresponding, in general, to a part by weight of an active product of group 1 - that is to say of the formula (I) - of 0, 1 to 10 parts by weight of an active product of group 2 - that is to say of formula (II) -. Instead of a pure product of the formula (II), salts of the compounds of the formula (II) with metals and / or with basic nitrogen compounds can also be used in the active compound combinations according to the invention. In this case, the salts of the compounds of the formula (II) with alkali metals, such as, for example, lithium, sodium, potassium, rubidium and cesium, in a very special manner with sodium or potassium, with alkaline earth metals, such as for example magnesium, calcium or barium, in a very special way with calcium or with earth metals such as for example aluminum. Further preferred are the salts of the compounds of the formula (II) with ammonia, with alkyl amines having from 1 to 6 carbon atoms, such as for example with methylamine, ethylamine, n- or i-propylamine, n-, i- , s- or t-butylamine, n-, i-, s- or t-pentylamine, with di- (C 1-6 -alkyl) -amines, such as for example dimethylamine, diethylamine, dipropylamine, diisopropylamine , dibutylamine, diisobutyl amine, di-s-butylamine, dipentylamine, diisopentylamine, di-s-pentylamine and dihexyl-amine, with tri- (C1-C4 alkyl) -amines, such as, for example, trimethylamine, triethylamine , tripropylamine, tributylamine and N-ethyl-diisopropylamine, with cycloalkyl-amines with 3 to 6 carbon atoms such as, for example, cyclo-pentylamine or cyclohexylamine, with di- (cycloalkyl having 3 to 6 carbon atoms) - amines, such as for example dicyclopentylamine or dicyclohexylamine, with N-alkyl having 1 to 4 carbon atoms-cycloalkylamines having 3 to 6 carbon atoms such as, for example, N-methyl-cyclopentylamine, N-ethyl-cyclopentylamine, N-methyl-cyclohexylamine or N-ethyl-cyclohexylamine with N, N-di- (C 1 -C 4 -alkyl) -cycloalkyl-amines with 3 to 6 carbon atoms such as for example N, N-dimethyl-dicyclopentylamine, N, N- diethyl-cyclopentylamine, N, N-dimethyl-cyclohexyl-amine or N, N-diethyl-cyclohexylamine, with N-alkyl having 1 to 4 carbon atoms-di- • (cycloalkyl with 3 to 6 carbon atoms) -amines, such as, for example, N-methyl-dicyclopentylamine, N-ethyl-dicyclopentylamine, N-methyl-dicyclohexylamine or N-ethyl-dicyclohexylamine, with phenyl-alkyl-amine having 1 to 4 carbon atoms, such as, for example, benzylamine, 1 - phenyl-ethylamine or 2-phenyl-ethylamine, with N-alkyl having 1 to 4 carbon atoms-phenyl-alkylamines with 1 to 4 carbon atoms, such as for example or N-methyl-benzylamine or N-ethylbenzylamine, or with N, N-di- (C1-C4 alkyl) -phenyl-alkyl-amines with 1 to 4 carbon atoms such as for example N, N- dimethyl-benzylamine or N, N-diethyl-benzylamine, or with, if appropriate, rings and / or substituted by alkyl with 1 to 4 carbon atoms such as, for example, pyridine, quinoline, 2-methyl-pyridine, 3-methyl- pyridine, 4-methyl-pyridine, 2,4-dimethyl-pyridine, 2,5-dimethyl-pyridine, 2,6-dimethyl-pyridine or 5-ethyl-2-methyl-pyridine. As basic compounds which can be used for the preparation of the salts of the compounds of the formula (II), which can be used according to the invention, there may be mentioned: acetates, amides, carbonates, bicarbonates, hydrides, hydroxides or alcoholates of alkali metals or alkaline earth metals , such as, for example, sodium, potassium or calcium acetate, lithium amide, sodium, potassium or calcium amide, sodium, potassium or calcium carbonate, sodium, potassium or calcium bicarbonate; lithium, sodium, potassium or calcium hydride, lithium, sodium, potassium or calcium hydroxide, methanolate, ethanolate, n- or i-propanolate, n-, i-, s- or t-butanolate sodium or potassium. As examples of the compounds of the formula (I) to be used as the components of mixtures according to the invention, mention may be made of: 2- (4-cyano-2-fluoro-5-methylsulfonylamino-phenyl) -4-methyl-5-trifluoromethyl- 2,4-dihydro-2H-l, 2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylamino-phenyl) -4-methyl-5-tri-fluoro-methyl-2, 4-dihydro-3H-1, 2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonyl-ami-no-phenyl) -4-methyl-5-difluoromethyl-2, 4-dihydro-3H-l, 2,4-triazoI-3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylamino-phenyl) -4-methyl-5-difluoromethyl-2,4-dihydro- 3H-1, 2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonylamino-phenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro-3H- 1, 2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonylamino-phenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1, 2, 4-triazol-3-one, 2- (4-cyano-2-fluoro-5-ethyl-sulfonyl-amino-phenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1, 2, 4-triazol-3-one, 2- (4-thiocarba-moyl-2-fluoro-5-methylsulfonylamino-phenyl) -4-methyl-5-trifluoromethyl-3,4-dihydro-3H-1, 2, 4- triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonylamino-phenyl) -4-methyl-5-tri-fluoromethyl-2,4-dihydro-3H-1, 2,4-triazole- 3-one, 2- (4-thiocarbamoyl-2-fluoro-5-methylsul-fonylamino-phenyl) -4-methyl-5-difluoromethyl-2,4-dihydro-3H-1, 2,4-triazole-3- ona, 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonamino-phenyl) -4-methyl-5-difluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5-methylsulfonylamino-phenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one, 2- (4-thiocarbamoyl) -2-fluoro-5-ethyl-sulfonylamino-phenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one, 2- (4-thiocarbamoyl-2) -fluoro-5-methylsulfonylamino-phenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5) -ethylsulfonylamino-phenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one. The compound consisting of 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonylamino-phenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H- is especially to be mentioned as the mixing component of the formula (I). l, 2,4-triazol-3-one (1-1) - also designated according to Chem. Abstracts as 4- [4,5-dihydro-4-methyl-5-oxo- (3-trifluoromethyl) -lH-1, 2,4-triazol-1 -yl] -2 - [(ethylsulphonyl) amino] -5-fluoro-benzenecarbothioamide (CAS-Reg.- No.:173980-17-1) -. In addition, the compounds consisting of 2- (4-cyano-2-fluoro-5-ethylsulfonylamino-phenyl) -4-methyl-5-trifluoromethyl-2,4- are especially suitable as mixing components of the formula (I). dihydro-3H-1, 2,4-triazol-3-one (I-2) - which is also designated according to Chem. Abstracts as N- [2-cyano-5- [4,5-dihydro-4-methyl- 5-oxo-3-trifluoromethyl-lH-l, 2,4-triazol-l-yl] -4-fluoro-phenyl] -ethanesulfonamide (CAS-Reg.-N °: 157739-55-4) - and the 2- (4-cyano-2-fluoro-5-ethylsulfonylamino-phenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro- 3H-1, 2,4-triazol-3-one (1-3) -which is also designated according to Chem. Abstracts as N- [2-cyano-5- [4-ethyl-4,5-dihydro-5- oxo-3-trifluoromethyl-lH-l, 2,4-triazol-l-yl] -4-fluoro-phenyl] -ethanesulfonamide (CAS-Reg.- N °: 157739-37-2) -as well as 2- (4-cyano-2-fluoro-5-methylsulfonylamino-phenyl) -4-methyl-5-difluoromethyl-2, 4-dihydro-3H-1, 2,4-triazol-3-one (1-4) - which is also designated according to (Chem.
Abstracts), N- [2-cyano-5- [3-difluoro-methyl-4,5-dihydro-4-methyl-5-thioxo-lH-1, 2,4-trí-azol-1-yl] - 4-fluoro-phenyl] -methanesulfon-amide (CAS-Reg.- N °: 157739-46-3) -. The compounds of the formula (I) are described in the patent applications or in the patent publications indicated above in relation to the N-aryltriazolin (thio) -ones. As the mixing components constituted by the active compounds of group 2, mention may be made in particular of 2- (2-chloro-phenylsulfonylaminocarbonyl) -2- (2-bromo-phenylsulfonylaminocarbonyl) -, 2- (2-methyl-phenylsulfonylaminocarbonyl) -, 2- (2-ethyl-phenylsulfonylaminocarbonyl, 2- (2-n-propyl-phenylsulfonylaminocarbonyl) -, 2- (2-i-propyl-phenylsulfonylaminocarbonyl) -, 2- (2-trifluoromethyl-phenylsulfonylaminocarbonyl) -, 2- (2-methoxy) -phenylsulfoniumaminocarbonyl) -, 2- (2-ethoxy-phenylsulfonylaminecarbonyl) -, 2- (2-n-propoxy-phenylsulfonylaminocarbonyl) -, 2- (2-i-propoxy-phenylsulfonylaminocarbonyl) -, 2- (2-difluoromethoxy-phenylsulfonylamino -carbonyl) -, 2- (2-trifluoromethoxy-phenylsulfonylaminocarbonyl) -, 2- (2-methoxycarbonyl-phenylsulfonylaminocarbonyl) -, 2- (2-ethoxycarbonyl-phenylsulfonylaminocarbonyl) -, 2- (2-n-propoxycarbonyl-phenylsulfonylaminocarbonyl) - , 2- (2-i-propoxycarbonyl-phenylsulfonyl-aminocarbonyl) - and 2- (2-chloro-6-methyl-phenylsulfonylaminocarbonyl) -4-methyI-5-methoxy-2,4-dihydro-3H-1, 2, 4-triazol-3-one, -4-me til-5-ethoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one, -4-methyl-5-n-propoxy-2,4-dihydro-3H-1, 2,4 -triazol-3-one, -4-methyl-5-i-propoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one, -4-methyl-5-trifluoroethoxy-2,4 -dihydro-3H-l, 2,4-tri-azol-3-one, -4-methyl-5-methylthio-2,4-dihydro-3H-1, 2,4-triazol-3-one, -4 -methyl-5-ethylthio-2,4-dihydro-3H-1, 2,4-triazol-3-one, -4-methoxy-5-methyl-2,4-dihydro-3H-1, 2,4- triazol-3-one, -4-methoxy-5-ethyl-2,4-dihydro-3H-l, 2,4-triazol-3-one, -4-methoxy-5-n-propyl-2,4- dihydro-3H-1, 2,4-triazol-3-one, -4-cyclopropyl-5-methoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one, -4-cyclopropyl- 5-ethoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one -4-cyclopropyl-5-n-propoxy-2,4-dihydro-3H-1, 2,4-triazole- 3-one, -4-cyclopro-pyl-5-i-propoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one and - ^ 1-cyclopropyl-5-tri-fluoro-2-yl , 4-dihydro-3H-l, 2,4-triazol-3-one as well as the sodium and potassium salts of these compounds. Particular mention should be made of the compounds constituted by 2- (2-methoxycarbonyl-phenylsulfonylaminocarbonyl) -4-methyl-5-n-propoxy-2,4-dihydro-3H-1,2,4-triazol-3-one (II-). 1) and by 2- (2-trifluoromethoxy-phenylsulfonylaminocarbonyl) -4-methyl-5-methoxy-2,4-dihydro-3H-1, 2,4-triazol-3-one (II-2) as well as its sodium salts -. { II- 1 -salt of Na or II-2-salt of Na) -. The compounds of the formula (II) have been described in the applications of -lepateme or in the aforementioned patent publications in relation to the N-arylsulfonylaminocarbonyl triazolinones. It has now surprisingly been found that the combinations of the previously defined active compounds constituted by N-aryltriazolinones of the general formula (I) and by the N-arylsulphonylaminocarbonyltriazoinones of the general formula (II) exhibit a particularly high herbicidal activity with a very good compatibility with respect to crop plants and that can be used in various crops, especially in wheat, as well as in corn, barley and rice for the selective fight against weeds. Surprisingly, the herbicidal activity of the combinations of the active compounds according to the invention consisting of the above-mentioned compounds of groups 1 and 2 is considerably greater than the sum of the activities of the individual active compounds. Therefore, a synergistic effect is not predictable and not only a complement of the effects. The new combinations of active products are perfectly compatible with many crops, fighting perfectly the new combinations of active products also the weeds difficultly combatible in another case. The new combinations of active products therefore represent a valuable enrichment of the selective herbicides. The combinations of the active compounds according to the invention can be used, for example, in the following plants: Dicotyledonous weeds of the following types: Sinapis Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Urtica, Senecio, Amaranthus, Portulaca, Xanthium, Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindernia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Galeopsis, Papaver, Centaurea, Trifolium, Ranunculus. Taraxacum Cultures of dicotyledonous species: Gossypium, Glycine. Beta, Daucus, Phaseolus. Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis, Cucurbita. Bad monocotyledonous herbs of the following kinds: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Oats, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum , Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus, Apera. Cultures of monocotyledonous classes: Oryza, Zea, Triticum, Hordeum, Avena, Sécale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium. The use of the combinations of the active compounds according to the invention is, however, not limited in any way to these classes, but they also extend equally over other plants. The synergistic effect of the active compound combinations according to the invention is especially marked with certain concentration ratios. However, the weight proportions of the active products may vary within relatively wide limits in the combinations of active products. In general, they correspond to 1 part by weight of the active compound of the formula (I) from 0.001 to 100 parts by weight, preferably from 0.05 to 50 parts by weight and, more preferably, from 0.1 to 10 parts by weight. weight of an active product of group 2. Combinations of active ingredients can be converted into the customary formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, dusting agents, pastes, soluble powders, granules, concentrates in suspension-emulsion, natural and synthetic materials impregnated with the active product, as well as micro-encapsulated in polymer materials. These formulations are prepared in known manner, for example, by mixing the active ingredients with extender materials, that is, with liquid solvents and / or solid excipients, where appropriate, using surfactants, that is, emulsifiers and / or dispersants and / o foam generating means. When using water as a filler, it is also possible, for example, to use organic solvents as auxiliary solvents. Particularly suitable liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane. , or paraffins, for example, fractions of crude oil, mineral and vegetable oils, alcohols such as butanol, or glycol, as well as their esters and ethers, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, as well as water. Suitable solid excipients are, for example, ammonium salts and natural ground minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite., montmorillonite or diatomaceous earths and molten synthetic minerals, such as silicic acid, highly dispersed, aluminum oxide and silicates, as solid excipients for granulates are considered: for example, broken and fractionated natural minerals such as calcite, marble, pumice , sepiolite, dolomite, as well as synthetic granules of inorganic and organic flours, as well as granulates of organic materials, such as sawdust, coconut husk shells, corn ears and tobacco stems; suitable emulsifiers and / or foam generators are, for example, non-ionic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylenated ethers of fatty alcohols, such as, for example, alkylaryl polyglycol ether, alkylsulfonates, alkyl sulfates, arylsulfonates, as well as the albumin hydrolysates; Suitable dispersants are: for example, sulfuric leaching of lignin and methylcellulose. Adhesives such as carboxymethylcellulose, natural and synthetic polymers powdery, granulated or in the form of latex, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids, such as cephalin and lecithin, and synthetic phospholipids can be used in the formulations. . Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, ferrocyanic blue and organic dyes, such as alizarin dyes, metallic azo and phthalocyanine dyes and trace nutrients, such as iron salts, can be employed. manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1 to 95% by weight of active compound, preferably between 0.5 and 90%. The active compound combinations according to the invention are generally used in the form of finished formulations. However, the active compounds contained in the active compound combinations can also be used in individual formulations, ie in the form of tank mixtures. The new active compound combinations can be used as such or in their formulations as well as in admixture with other known herbicides, in turn, finished formulations or tank mixtures being possible. A mixture with other known active ingredients is also possible, such as fungicides, insecticides, acaricides, nematicides, bird ingestion protective products, growth agents, plant nutrients and agents for improving the structure of the soil. For certain purposes of application, especially in the post-emergence process, it may be advantageous also to incorporate in the formulations, as additives, mineral or vegetable oils compatible with the plants (for example the commercial preparation "Oleo® DuPont 11E") or ammonium salts such as, for example, ammonium sulfate or ammonium rodanide. The new active compound combinations can be used as such, in the form of their formulations or of the forms of application prepared therefrom by further dilutions, such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. The use is carried out in the usual way, for example, by watering, spraying, spraying, spreading. The active compound combinations according to the invention can be applied before or after the shoot of the plants, that is to say in pre-emergence and post-emergence procedures. They can also be incorporated in the field before planting. The good herbicidal effect of the new combinations of the active products is apparent from the following Examples. While the individual active products have weaknesses in terms of their herbicidal effect, the combinations show, generally, a very good herbicidal effect, which goes beyond the simple sum of the effects. A synergistic effect is presented in the case of herbicides when the herbicidal effect of the combination of the active products is greater than that of the active products applied individually. The following examples show that the new combinations of active products have a synergistic effect. Example A.
Post-emergence trial. Solvent: 5 parts by weight of acetone. Emulsifier: 1 Part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amount of solvent, the amount of emulsifier indicated is added and the concentrate is diluted with water to the desired concentration. Test plants, having a height of 5 to 15 cm, are sprayed with the preparation of the active product in such a way that, respectively, the desired quantities of active compound per unit area are applied. The concentration of the sprayable broths is chosen in such a way that the desired quantity in each case of active product is applied in 1,000 liters of water / ha. After three weeks, the degree of damage of the plants is evaluated in% of damages compared to the development of the untreated controls. They mean: 0% = no effect (same as the untreated controls). 100% = total destruction.
Table A-1: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-2: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-3: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage. Table A-4: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage.
Table A-5: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-6: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage. Table A-7: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage.
Table A-8: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage. Table A-9: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-10: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage.
Table A-11: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-12: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage. Table A-13: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage.
Table A-14: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-15: Post-emergence / greenhouse test. The deterioration of the crop plants has been given as a percentage.
Table A-16: Post-emergence / greenhouse trial. The deterioration of the crop plants has been given as a percentage. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (5)

  1. REP7INDICATIONS If the invasion described above is claimed, the following claims are claimed to be expensive: 1. Huge herbicides, characterized in that they have a content of a combination of active products that covers (a) at least one triazolin (tio) cria of the general formula (I) wherein Q 1 signifies oxygen or sulfur, R 1 signifies alkyl having 1 to 5 carbon atoms, optionally substituted by halogen, R means alkyl having from 1 to 5 carbon atoms, optionally substituted by halogen, R 3 is hydrogen or halogen, R 4 means cyano, thiocarbamoyl or halogen, and R means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, halogen, means alkyl, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl or alkylamino respectively 1 to 6 carbon atoms, optionally substituted by cyano, by hydroxy, by alkoxy with 1 to 4 carbon atoms, by alkylcarbon with 1 to 4 carbon atoms and / or by alkoxycarbonyl with 1 to 4 carbon atoms means alkenyl, alkynyl, alkenyloxy, or alkynyloxy with 2 to 6 carbon atoms each, optionally substituted by cyano, by carboxy, by halogen ene and / or by alkoxycarbonyl having 1 to 4 carbon atoms, means alkylcarbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N, N-bis-alkylsulfonyl-amino or N-alkylalkonyl-N-phenylsulfonyl-amino with respectively 1 to 6 carbon atoms in the alkyl groups, respectively substituted, if appropriate, by halogen, or means N-phenylcarbonyl-N-alkyl-sulfonyl-amino, N-pyridylcarbonyl-N-alkylsulfonyl-amino, N-furylcarbonyl-N-alkylsulfonyl-amino or N -thienyl-carbonyl-N-alkylsulfonyl-amino with respectively 1 to 6 carbon atoms in the alkyl groups, optionally substituted by cyano, by halogen, by alkyl with 1 to 4 carbon atoms, by haloalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkoxy with 1 to 4 carbon atoms, ("active product of group 1") and (c) at least one N-arylsulfonylamino (thio) carbonyl-triazoIin ( thio) ona of a general formula (II) wherein Q and Q respectively represent oxygen or sulfur, R6 means alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkylamino or dialkylamino with respectively up to 6 carbon atoms, substituted, if appropriate, by cyano, by halogen or by alkoxy with 1; to 4 carbon atoms, or means cycloalkyl, cycloalkylalkyl or cycloalkylamino with respectively 3 to 6 carbon atoms in the cycloalkyl groups and, optionally, 1 to 4 carbon atoms in the alkyl part, respectively substituted by cyano, by halogen or by. alkyl with 1 to 4 carbon atoms, R7 stands for hydrogen, means halogen, means alkyl, alkoxy, alkylthio, alkylamino, dialkylamino, alkenyl, alkynyl, alkenyloxy, alkynyloxy, alkenylthio, alkynylthio, alkenylamino or alkynylamino with respectively up to 6 carbon atoms substituted respectively, cyano, halogen or alkoxy with 1 to 4 carbon atoms, or cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino or cycloalkylaryl, respectively having 3 to 6 carbon atoms in the cycloalkyl groups and, if appropriate , 1 to 4 carbon atoms in the alkyl part, respectively substituted, if appropriate, by cyano, by halogen or by alkyl having 1 to 4 carbon atoms, R8 means nitro, cyano, halogen, phenyl, phenoxy, means alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, dialkylaminosulfonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino N, alkynyl, alkynyloxy, alkynylthio with respectively up to 6 carbon atoms, substituted respectively by cyano, by halogen or by alkoxy with 1 to 4 carbon atomsor denotes cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino with respectively 3 to 6 carbon atoms in the cycloalkyl groups, optionally substituted by cyan, by halogen or by alkyl with 1 to 4 carbon atoms, and R 9 denotes hydrogen, nitro , cyano, halogen, phenyl, phenoxy, means alkyl, alkylcarbonyl, alkoxy, alkoxycarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, alkenyl, alkenyloxy, alkenylthio, alkenylamino, alkynyl, alkynyloxy or alkynylthio with respectively up to 6 carbon atoms substituted respectively given by cyano, by halogen or by alkoxy with 1 to 4 carbon atoms, or means cycloalkyl, cycloalkyloxy, cycloalkylthio, cycloalkylamino with respectively 3 to 6 carbon atoms in the cycloalkyl groups, respectively substituted, if appropriate by cyano, by halogen or alkyl with 1 to 4 carbon atoms, and / or a salt of a compound of the formula ( II) ("active product of group 2"). 2. Herbicidal agents according to claim 1, characterized by a content in a combination of active products comprising (a) at least one N-aryltriazolin (thio) -one of the general formula (I), wherein Q1 means Oxygen or sulfur, R 1 is methyl, ethyl, n- or i-propyl, n-, i, -s- or t-butyl substituted, where appropriate, by fluorine and / or chlorine, R 2 is methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl substituted respectively where appropriate by fluorine and / or by chlorine, R3 means hydrogen, fluorine, chlorine or bromine, R4 means cyano, thiocarbamoyl, fluorine, chlorine, or bromine and R5 means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n-, i- , s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i-propylthio, n-, i-, s - or t-butylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulphonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino substituted respectively in case given by cyano, by hydroxy, by methoxy, by ethoxy, by acetyl, by propionyl, by methoxycarbonyl and / or by ethoxycarbonyl, means ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, butenyloxy, propynyloxy, or butynyloxy substituted, where appropriate, by cyano, carboxy, fluorine, chlorine, bromine, methoxycarbonyl and / or ethoxycarbonyl, means acetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonyl-amino, methylsulfonylamino, ethylsulfonylamino, n- or -propylsulfonylamino, n-, i-, s- or t-butylsulfonylamino, N, N-bismethylsulfonyl-amino, N, N-bis-ethylsulfonyl-amino, N-ethylsulfonyl-N-methylsulfonyl-amino, N-acetyl- N- methylsulfonyl-amino, N-propionyl-N-methylsulfonyl-amino, Nn-butyroyl-N-methyl-sulfonylamino, Nib utyroyl-N-methylsulfonyl-amino, N-acetyl-N-ethylsulfonyl-amino,
  2. N-propionyl-N-ethyl-sulfonyl-amino, N-butyroyl-N-ethylsulfonyl-amino, Ni-butyryl-N-ethylsulfonyl-amino substituted respectively by fluorine and / or by chlorine, or means N-phenylsarbonyl- N-methylsulfonyl-amino, N-phenylcarbonyl-N-ethylsulphonyl-amino, N-thienylcarbonyl-N-methylsulfonyl-amino or N-fienylcarbonyl-N-ethylsulfonyl-amino substituted respectively by cyano, by fluorine, • by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, by n-, i-, s- or t-butyl, by trifluoromethyl, by methoxy, by ethoxy, by n- or i- propoxy, by difl ormethoxy or by trifluoromethoxy, ("active product of group 1") and (b) at least one N-arylsulfonylamino (thio) carbonyltriazolin (thio) one of the general formula (II), wherein Q and Q respectively means oxygen or sulfur, R6 means methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, methoxy, ethoxy, n - or i-propoxy, n-, i-, s- or t-butoxy, propenyloxy, butenyloxy. methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino, or diethylamine respectively substituted, if appropriate, by cyano, by fluorine, by chlorine, by methoxy or by ethoxy, or cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexylmethyl, cyclopropylamino, cyclobutylamino, cyclopenthylamino or cyclohexylamino substituted, where appropriate, by cyano, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by - or i-propyl, R7 means fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i- propylthio, n-, i-, s- or t-butylthio. methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, dimethylamino, diethylamino, ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, ethenyloxy, propenyloxy, butenyloxy, propynyloxy, butynyloxy, Ethylthio, propenylthio, butenylthio, propinylthio, butynylthio, propenylamino, butenylamino, propynylamino, or butynylamino substituted, where appropriate, by cyano, by fluorine, by chlorine, by methoxy or by ethoxy, or means cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino, cyclohexylamino, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl substituted, where appropriate, by cyano, by fluorine, by chlorine, by bromine, for methyl, for ethyl, for n- or i-propyl, R8 means nitro, cyano, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n- , i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or -propylsulfonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, butenylamino, ethynyl, propynyl, butynyl , propynyloxy, butynyloxy, propynylthio, or butynylthio substituted, where appropriate, by cyano, fluorine, chlorine, methoxy or ethoxy, or cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio , cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclobutylamino, cyclopentylamino or cyclohexylamino substituted respectively in so given by cyano. by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n- or i-propyl, R9 means hydrogen, nitro, cyano, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, n -, i-, s- or t-butyl, acetyl, propionyl, n- or i-butyroyl, methoxy, ethoxy. n- or i-propoxy, n-, i-, s- or t-butoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl, methylamino, ethylamino, n- or i-propylamino, n-, i-, s- or t-butylamino, ethenyl, propenyl, butenyl, propenyloxy, butenyloxy, propenylthio, butenylthio, propenylamino, butenylamino, ethinyl, propynyl, butynyl, propynyloxy, butynyloxy, propynylthio or butynylthio substituted in each case optionally cyano-, fluorine, chlorine, methoxy or ethoxy, or represents cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, cyclopropylthio, cyclobutylthio, cyclopentylthio, cyclohexylthio, cyclopropylamino, cyclo- butylamino, cyclopentylamino or cyclohexylamino substituted in each case optionally cyano-, fluorine- , by chlorine, by bromine, by methyl, by ethyl or, by n- or i-propyl, and / or a salt of a compound of the formula (II) ("active product of group 2").
  3. 3. Herbicidal agents according to claim 1, characterized by a content in a combination of active products comprising (a) at least one N-aryltriazolin (thio) -one of the general formula (I), wherein Q means oxygen or sulfur, R is methyl, ethyl or difluoromethyl, R ~ is methyl, ethyl, difluoromethyl, trifluoromethyl, fluoroethyl, difluoroethyl, tri- fluoroethyl, tetrafluoroethyl or pentafluoroethyl, R is fluorine or chlorine, R4 represents cyano, thiocarbamoyl, chlorine or bromine and RD means nitro, cyano, carboxy, carbamoyl, thiocarbamoyl, hydroxy, mercapto, amino, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methylthio , ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, metilsul- fonilo, ethylsulfonyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxicar-bonilo, methylamino, ethylamino, n- or i-propylamino substituted respectively optionally cyano- , by methoxy, by ethoxy, by methoxycarbonyl oy / or ethoxycarbonyl, means ethenyl or propenyl substituted in each case optionally cyano-, carboxyl, fluorine, chlorine, bromine, methoxycarbonyl and / or ethoxycarbonyl, means propenyloxy, butenyloxy, propynyloxy or butynyloxy, means methylsulfonylamino, ethylsulfonylamino, n- or i-propylsulphonylamino, n-, i-, s- or t-butylsulphonylamino, N, N-bis-methylsulfonyl-amino, N, N-bis-ethylsulfonylamino, N-ethylsulfonyl-N-methylsulfonyl- amino, N-acetyl-N-methylsulfonyl-amino, N-propionyl-N-methylsulfonyl-amino, N-butyroyl-N-methylsulfonyl-amino, Ni-butyryl-N-methylsulfonyl-amino, N-acetyl-N- ethylsulphonyl-amino, N-propionyl-N-ethylsulphonyl-amino, Nn-butyroyl-N-ethylsulphonyl-amino, Ni-butyroyl-N-ethylsulphonyl-amino substituted respectively where appropriate by fluorine and / or by chlorine or means N - phenylcarbonyl-N-methylsulfonyl-amino, N-phenylcarbonyl-N-ethylsulfonyl-amino, N-thienylcarbonyl-N-methylsulfonyl-amino or N-thienylcarbonyl-N-ethylsulfonyl-amino substituted optionally by cyano, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, n-, i-, s- or t-butyl, trifluoromethyl, methoxy, by ethoxy, by n- or i-propoxy, by difluoromethoxy or by trifluoromethoxy, ("active product of group 1") and (b) by at least one N-arylsulfonylamino (thio) carbonyltriazolin (thio) -one of the general formula (II) ) wherein Q2 and Q3 respectively mean oxygen or sulfur. R6 means methyl, ethyl, methoxy or ethoxy substituted, where appropriate, by fluorine, chlorine, methoxy or ethoxy or cyclopropyl, R7 is chlorine, bromine means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i- propoxy, methylthio, ethylthio, n- or i-propylthio. methylamino, ethylamino, n- or i-propyl-amino, respectively substituted, if appropriate, by fluorine, by chlorine, by methoxy or by ethoxy means dimethylamino, propenylthio, propynylthio, or means cyclopropyl, R8 means fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i-propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylthio , ethylthio, n- or i-propylthio, methylsulphinyl, ethylsulfinyl, n- or i-propylsulfinyl, methyl-sulfonyl, ethylsulphonyl, n- or i-propylsulphonyl, methylamino, ethylamino, n- or i-propylamino, respectively substituted by fluorine, chlorine, methoxy or ethoxy or cyclopropyl means, R means hydrogen, nitro, cyano, fluorine, chlorine, bromine, means methyl, ethyl, n- or i-propyl, methoxy, ethoxy, n- or i- propoxy, methoxycarbonyl, ethoxycarbonyl, n- or i- propoxycarbonyl, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, n- or i-propylsulfinyl, methylsulfonyl, ethylsulfonyl, n- or i-propylsulfonyl respectively substituted, if appropriate by fluorine, by chlorine, by methoxy or by ethoxy, or means cyclopropyl, and / or a salt of a compound of the Formula (II) ("active product of group 2").
  4. 4. Process for obtaining a herbicidal agent according to one of claims 1 to 3, characterized in that at least one of the active compounds of group 1 is mixed with at least one active product of group 2 and at least one extender. if applicable using at least one surfactant.
  5. 5. - Use of the herbicidal agent according to one of claims 1 to 3, for the control of undesirable plants.
MXPA/A/2000/007232A 1998-01-24 2000-07-24 Selective herbicides based on n-aryl- triazoline(thi)ons and n-arlysulfonylamino (thio)carbonyl- triazoline(thi) ons MXPA00007232A (en)

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Application Number Priority Date Filing Date Title
DE19802697.8 1998-01-24

Publications (1)

Publication Number Publication Date
MXPA00007232A true MXPA00007232A (en) 2001-07-03

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