Herbicidal compositions based on substituted pyrazolin-5-one derivatives and use thereof
AssigneeBayer Aktiengesellschaft
InventorsReinhold Gehring, Markus Lindig, Heinz-Jurgen Wroblowsky, Hans-Joachim Santel, Robert R. Schmidt, Wilhelm Brandes, Robert H. Strang
Life of this patent
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Abstract
The invention relates to the use of partly known substituted pyrazolin-5-one derivatives of the formula (I) ##STR1## as herbicides and fungicides, new substituted pyrazolin-5-one derivatives and processes for their preparation.
Claims5
A herbicidal composition comprising a herbicidally effective amount of a substituted pyrazolin-5-one of the formula ##STR1800## in which R.sup.1 represents aryl with 6 to 10 carbon atoms optionally mono-, di-, tri-, tetra- or pentasubstituted by identical or different substituents listed under Ar,
- R.sup.2 represents the groupings --NHR.sup.3 or --NR.sup.4 R.sup.5,
- wherein
- R.sup.3 represents hydrogen, straight-chain or branched alkyl with 1 to 8 carbon atoms, halogenoalkyl with 1 to 6 carbon atoms and 1 to 12 identical or different halogen atoms, or straight-chain or branched alkenyl with 2 to 12 carbon atoms, halogenalkenyl with 2 l to 6 carbon atoms and 1 to 10 identical or different halogen atoms,
- R.sup.4 represents alkyl with 1 to 6 carbon atoms,
- R.sup.5 represents alkyl with 1 to 6 carbon atoms, and
- Ar represents optionally mono- or polysubstituted aryl with 6 to 10 carbon atoms, the substituents being identical or different, and when present are:
- halogen;
- nitro;
- cyano;
- carboxyl;
- alkoxycarbonyl with 1 to 4 carbon atoms, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy;
- or C.sub.1 -C.sub.4 -alkylthio;
- C.sub.3 -C.sub.6 -alkinyloxy;
- halogeno-(C.sub.1 -C.sub.4)-alkyl, halogeno-(C.sub.1 -C.sub.4)-alkoxy or halogeno(C.sub.1 -C.sub.4)alkylthio with in each case 1 to 9 identical or different halogen atoms;
- phenyl;
- C.sub.1 -C.sub.4 -alkylsulphonyl and halogeno-(C.sub.1 -C.sub.4)-alkylsulphonyl with in each case 1 to 9 identical or different halogen atoms;
- and di-(C.sub.1 -C.sub.4)-alkylamino;
- or a salt thereof, excluding the compounds 1-(4-chlorophenyl)-4-[4-(fluorophenylamino)-methylene]-3-methyl-pyrazolin 5-one, 1-(4-chlorophenyl)-3-methyl-4-aminomethylene-pyrazolin-5-one, 1-phenyl-3-(4-methoxyphenyl)-4-dimethyl-aminomethylene-pyrazol-5-one and meta-trifluoromethylphenyl-1-phenyl-3-dimethyl-aminomethylen-4-pyrazoline- 2 one-5 and their salts, and a diluent.
A method of combating weeds which comprises applying to such weeds or to a locus from which it is desired to exclude them an amount effective therefor of a substituted pyrazolin-5-one of the formula ##STR1802## in which R.sup.1 represents aryl with 6 to 10 carbon atoms and optionally mono-, di-, tri-, tetra- or pentasubstituted by identical or different substituents listed under Ar,
- R.sup.2 represents the groupings --NHR.sup.3 or --NR.sup.4 R.sup.5,
- wherein
- R.sup.3 represents hydrogen, straight-chain or branched alkyl with 1 to 8 carbon atoms, halogenoalkyl with 1 to 6 carbon atoms and 1 to 12 identical or different halogen atoms, or straight-chain or branched alkenyl with 2 to 12 carbon atoms, halogenoalkenyl with 2 to 6 carbon atoms and 1 to 10 identical or different halogen atoms,
- R.sup.4 represents alkyl with 1 to 6 carbon atoms,
- R.sup.5 represents alkyl with 1 to 6 carbon atoms, and
- Ar represents optionally mono- or polysubstituted aryl with 6 to 10 carbon atoms, the substituents being identical or different, and when present are:
- halogen;
- nitro;
- cyano;
- carboxyl;
- alkoxycarbonyl with 1 to 4 carbon atoms, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy;
- or C.sub.1 -C.sub.4 -alkylthio;
- C.sub.1 -C.sub.6 -alkinyloxy;
- halogeno-(C.sub.1 -C.sub.4)-alkyl, halogeno-(C.sub.1 -C.sub.4)-alkoxy or halogeno(C.sub.1 -C.sub.4)alkylthio with in each case 1 to 9 identical or different halogen atoms;
- phenyl;
- C.sub.1 -C.sub.4 -alkylsulphonyl and halogeno-(C.sub.1 -C.sub.4)-alkylsulphonyl with in each case 1 to 9 identical or different halogen atoms;
- and di-(C.sub.1 -C.sub.4)-alkylamino;
- or a salt thereof, excluding the compounds 1-(4-chlorophenyl)-4-[4-(fluorophenylamino)-methylene]-3-methyl-pyrazolin 5-one, 1-(4-chlorophenyl)-3-methyl-4-aminomethylene-pyrazolin-5-one and their salts.
Dependencies are inferred from the claim text.