Herbicidal sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen of the formula
First Claim
1. A process for preparing a triazolinone of the formula (II) ##STR519## in which R1 represents hydrogen, amino, or represents C1 -C6 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, C1 -C4 -alkoxy, C1 -C4 -alkylcarbonyl or C1 -C4 -alkoxy-carbonyl, or represents C3 -C5 -alkenyl or C3 -C6 -alkinyl, each of which is optionally substituted by fluorine, chlorine and/or bromine, or represents C3 -C5 -cycloalkyl which is optionally substituted by fluorine, chlorine, bromine and/or C1 -C4 -alkyl, or represents phenyl-C1 -C3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl C1 -C4 -alkoxy and/or C1 -C4 -alkoxy-carbonyl, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy, fluorine- and/or chlorine-substituted C1 -C3 -alkoxy, C1 -C4 -alkylthio, fluorine- and/or chlorine-substituted C1 -C3 -alkylthio, C1 -C4 -alkylsulphinyl, C1 -C4 -alkylsulphonyl and/or C1 -C4 -alkoxy-carbonyl, or represents C1 -C4 -alkylamino which is optionally substituted by fluorine, cyano, C1 -C4 -alkoxy or C1 -C4 -alkoxy-carbonyl, or represents C3 -C6 -cycloalkylamino or di-(C1 -C4 -alkyl)-amino,R2 represents C1 -C6 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, C3-C6 -cycloalkyl, C1 -C4 -alkoxy or C1 -C4 -alkoxycarbonyl, or represents C3 -C6 -alkenyl or C3 -C5 -alkinyl, each of which is optionally substituted by fluorine, chlorine and/or bromine, or represents C3 -C6 -cycloalkyl which is optionally substituted by fluorine, chlorine, bromine and/or C1 -C4 -alkyl, or represents cyclohexenyl, or represents phenyl-C1 -C3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy and/or C1 -C4 -alkoxy-carbonyl, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy, fluorine- and/or-chlorine-substituted C1 -C3 -alkoxy, C1 -C4 -alkylthio, fluorine- and/or chlorine-substituted C1 -C3 -alkylthio, C1 -C4 -alkyl-sulphinyl, C1 -C4 -alkyl-sulphonyl and/or C1 -C4 -alkoxy-carbonyl, which process comprises heating a compound of the formula (IX) ##STR520## in which R27 represents methyl, ethyl or phenyl, at a temperature range of 50°
- C. to 150°
C., optionally in the presence of a diluent.
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Abstract
Herbicidal sulphonylaminocarbonyltriazolinones having substituents bonded via oxygen of the formula ##STR1## in which R1 represents hydrogen, amino, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aryl, alkylamino, cycloalkylamino or dialkylamino radical,
R2 represents an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl or aryl radical, and
R3 represents an optionally substituted alkyl, aralkyl, aryl or heteroaryl radical,
and salts thereof, with the exception of the compounds:
2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)-4-methyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,
2-(2-trifluoromethoxy-phenylsulphonylaminocarbonyl)-4-cyclopropyl-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one,
2-(2-difluoromethoxy-phenylsulphonylaminocarbonyl)-4-cyclobutyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazol-3-one, and
2-(2-methoxycarbonyl-phenylsulphonylaminocarbonyl)-4-ethyl-5-ethoxy-2,4-dihydro-3H-1,2,4-triazol-3-one.
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Citations
1 Claim
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1. A process for preparing a triazolinone of the formula (II) ##STR519## in which R1 represents hydrogen, amino, or represents C1 -C6 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, C1 -C4 -alkoxy, C1 -C4 -alkylcarbonyl or C1 -C4 -alkoxy-carbonyl, or represents C3 -C5 -alkenyl or C3 -C6 -alkinyl, each of which is optionally substituted by fluorine, chlorine and/or bromine, or represents C3 -C5 -cycloalkyl which is optionally substituted by fluorine, chlorine, bromine and/or C1 -C4 -alkyl, or represents phenyl-C1 -C3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl C1 -C4 -alkoxy and/or C1 -C4 -alkoxy-carbonyl, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy, fluorine- and/or chlorine-substituted C1 -C3 -alkoxy, C1 -C4 -alkylthio, fluorine- and/or chlorine-substituted C1 -C3 -alkylthio, C1 -C4 -alkylsulphinyl, C1 -C4 -alkylsulphonyl and/or C1 -C4 -alkoxy-carbonyl, or represents C1 -C4 -alkylamino which is optionally substituted by fluorine, cyano, C1 -C4 -alkoxy or C1 -C4 -alkoxy-carbonyl, or represents C3 -C6 -cycloalkylamino or di-(C1 -C4 -alkyl)-amino,
R2 represents C1 -C6 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, C3-C6 -cycloalkyl, C1 -C4 -alkoxy or C1 -C4 -alkoxycarbonyl, or represents C3 -C6 -alkenyl or C3 -C5 -alkinyl, each of which is optionally substituted by fluorine, chlorine and/or bromine, or represents C3 -C6 -cycloalkyl which is optionally substituted by fluorine, chlorine, bromine and/or C1 -C4 -alkyl, or represents cyclohexenyl, or represents phenyl-C1 -C3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy and/or C1 -C4 -alkoxy-carbonyl, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, cyano, nitro, C1 -C4 -alkyl, trifluoromethyl, C1 -C4 -alkoxy, fluorine- and/or-chlorine-substituted C1 -C3 -alkoxy, C1 -C4 -alkylthio, fluorine- and/or chlorine-substituted C1 -C3 -alkylthio, C1 -C4 -alkyl-sulphinyl, C1 -C4 -alkyl-sulphonyl and/or C1 -C4 -alkoxy-carbonyl, which process comprises heating a compound of the formula (IX) ##STR520## in which R27 represents methyl, ethyl or phenyl, at a temperature range of 50° - C. to 150°
C., optionally in the presence of a diluent.
- C. to 150°
Specification
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- Resources
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Current AssigneeBayer AG
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Original AssigneeBayer AG
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InventorsKluth, Joachim, Muller, Klaus-Helmut, Lurssen, Klaus, Santel, Hans-Joachim, Konig, Klaus, Schmidt, Robert R.
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Primary Examiner(s)Morris, Patricia L.
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Application NumberUS08/881,269Time in Patent Office595 DaysField of Search548/263.6US Class Current548/263.6CPC Class CodesA01N 47/38 containing the group >N—CO—...C07D 249/12 Oxygen or sulfur atomsC07D 403/12 linked by a chain containin...C07D 405/12 linked by a chain containin...C07D 409/12 linked by a chain containin...
