Substituted aromatic thiocarboxylic acid amides and their use as herbicides
AssigneeBayer Aktiengesellschaft
InventorsKarl-Heinz Linker, Kurt Findeisen, Roland Andree, Mark-Wilhelm Drewes, Andreas Lender, Otto Schallner, Wilhelm Haas, Hans-Joachim Santel, Markus Dollinger
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Abstract
There is disclosed substituted thiocarboxamides of the general formula (I) ##STR1## , wherein Z, R.sup.1, R.sup.2 and R.sup.3 are as defined by the specification, which are useful herbicidal agents.
Claims5
A substituted aromatic thiocarboxamide of the general formula ##STR195## wherein R.sup.1 represents hydrogen, fluorine, chlorine or bromine,
- R.sup.2 represents the group
- --A.sup.1 --A.sup.2 --A.sup.3
- in which
- A.sup.1 represents a single bond, or represents oxygen, sulphur, --SO--, --SO.sub.2 --, --CO-- or the group --N--A.sup.4 --, in which A.sup.4 represents hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, C.sub.1 --C.sub.4 -alkylsulphonyl or phenylsulphonyl,
- A.sup.1 further represents in each case optionally fluorine- or chlorine-substituted C.sub.1 -C.sub.6 -alkanediyl, C.sub.2 --C.sub.6 -alkenediyl, C.sub.2 --C.sub.6 -alkinediyl, C.sub.3 -C.sub.6 -cycloalkanediyl, C.sub.3 -C.sub.6 -cycloalkenediyl or phenylene,
- A.sup.2 represents a single bond, or represents oxygen, sulphur, --SO--, --SO.sub.2 --, --CO-- or the group --N--A.sup.4 --, in which A.sup.4 represents hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -aIkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, C.sub.1 -C.sub.4 -alkylsulphonyl or phenylsulphonyl,
- A.sup.2 further represents in each case optionally fluorine- or chlorine-substituted C.sub.1 -C.sub.6 -alkanediyl, C.sub.2 --C.sub.6 -alkenediyl, C.sub.2 -C.sub.6 -alkinediyl, C.sub.3 -C.sub.6 -cycloalkanediyL C.sub.3 -C.sub.6 -cycloalkenediyl or phenylene,
- A.sup.3 represents hydrogen, hydroxyl, amino, cyano, isocyano, thiocyanato, nitro, carboxyl, carbomyl, thiocarbamoyl, sulpho, chlorosulphonyl, halogen, or represents in each case optionally halogen- or C.sub.1 -C.sub.4 -alkoxy-substituted alkyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylamino, dialkylamino, alkoxycarbonyl or dialkoxy(thio)phosphoryl having in each case 1 to 6 carbon atoms in the alkyl groups, or represents in each case optionally halogen-substituted alkenyl, alkenyloxy, alkenylamino, alkylideneamino, alkenyloxycarbony, alkinyl, alkinyloxy, alkinylamino or alkinyloxycarbonyl having in each case 2 to 6 carbon atoms in the aIkenyl, alkylidene or alkinyl groups,
- or represents in each case optionally halogen-, cyano-, carboxyl-, C.sub.1 -C.sub.4 -alkyl- and/or C.sub.1 -C.sub.4 -alkoxycarbonyl-substituted cycloalkyl, cycloalkyloxy, cycloalkylalkyl cycloalkylalkoxy, cycloalkylideneamino, cycloalkyloxycarbonyl or cycloalkylalkoxycarbonyl having in each case 3 to 6 carbon atoms in the cycloalkyl groups and optionally 1 to 4 carbon atoms in the alkyl groups, or represents in each case optionally nitro-, cyano-, carboxyl-, halogen-, C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -halogenoalkyl-, C.sub.1 -C.sub.4 -alkyloxy-, C.sub.1 -C.sub.4 -halogenoalkyloxy- and/or C.sub.1 -C.sub.4 -alkoxy-carbonyl-substituted phenyl, phenyloxy, phenyl-C.sub.1 -C.sub.4 -alkyl, phenyl-C.sub.1 -C.sub.4 -alkoxy, phenyloxycarbonyl or phenyl-C.sub.1 -C.sub.4 -alkoxycarbonyl, (m each case optionally totally or partially hydrogenated)
- R.sup.3 represents hydrogen, fluorine, chlorine or bromine or together with R.sup.2 represents an alkanediyl or alkenediyl group having in each case up to 4 carbon atoms, and
- Z is selected from the group consisting of ##STR196## where in each case Q.sup.1 is selected he group consisting of --CO--, --CS--, --CH.sub.2 --, --CH(OH)--CHCl--, CHBr--, --C(.dbd.CH.sub.2)--, --C(.dbd.CHF)--, --C(.dbd.CF.sub.2)--, --C(.dbd.CHCl), --C(.dbd.CHBr)--, --C(.dbd.CHOCHF.sub.2)--, --C(.dbd.CHOCF.sub.3)--, and --C(.dbd.CHOCH.sub.2 CF.sub.3)--,
- Q.sup.2 represents oxygen, sulphur or a substituent selected from the group consisting of --CO--, --CS--, --CH.sub.2 --, --CHF--, CF.sub.2 --, -CHCl--, --CHBr--, --CHOCHF.sub.2 --, --CHOCF.sub.3 --, and --CHOCH.sub.2 CF.sub.3 --,
- R.sup.6 represents hydrogen, amino, nitro, cyano, carboxyl, carbamoyl, fluorine, chlorine, bromine, methyl, ethyl, n- or i-propyl, cyclopropyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, methoxy, ethoxy, n- or i-propoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, methylthio, ethylthio, n- or i-propylthio, difluoromethylthio, trifluoromethylthio, chlorodifluoromethylthio, methylamino, ethylamino, n- or i-propylamino, dimethylamino, diethylamino, methoxycarbonyl or ethoxycarbonyl, and
- R.sup.7 represents hydrogen, hydroxyl, amino, cyano, methyl, ethyl, n- or i-propyl, difluoromethyl, methoxy, ethoxy, n- or i-propoxy,
- or where two adjacent groups --R.sup.6 and R.sup.6 or R.sup.7 and R.sup.7 or R.sup.6 and R.sup.7 -- together represent in each case optionally fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-substituted alkanediyl or alkenediyl having in each case up to 4 carbon atoms.
A method of combating unwanted plants, comprising applying an herbicidally effective, amount of a substituted aromatic thiocarboxamide of the general formula (1) according to clam 1 to said unwanted plants or to an area in which it is desired to exclude said unwanted plants.
Dependencies are inferred from the claim text.