3-amino-2-nitro-substituted benzoyl derivatives and use thereof as herbicides
View Patent ↗A description is given of 3-amino-2-nitro-substituted benzoyl derivatives of the formula (I) as herbicides. In this formula (I), X, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are radicals such as hydrogen, organic radicals such as alkyl, and other radicals such as halogen.
1. A compound of the formula (I) and/or a salt thereof
in which
X is halogen, ethylsulfonyl, methylsulfonyl, 1,2,4-triazol-1-yl or 1,2,4-triazol-4-yl,
R 1 and R 2 are independently of one another each hydrogen, (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, halo-(C 1 -C 6 )-alkyl, halo-(C 1 -C 6 )-alkenyl, halo-(C 1 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl-(C 1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkenyl-(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl,
R 4 and R 7 independently of one another are each hydrogen or methyl,
R 3 and R 8 independently of one another are each hydrogen or methyl, or R 3 and R 8 together form the group CH 2 CH 2 or CH═CH,
R 5 and R 6 independently of one another are each hydrogen or methyl, or R 5 and R 6 , together with the carbon atom to which they are attached, form the group C═O.
2. The compound and/or salt as claimed in claim 1 , in which
X is chlorine, bromine, fluorine or methylsulfonyl,
R 1 and R 2 are independently of one another each hydrogen, (C 1 -C 6 )-alkyl, halo-(C 1 -C 6 )-alkyl, halo-(C 1 -C 6 )-alkenyl, (C 3 -C 6 )-cycloalkyl-(C 1 -C 6 )-alkyl or (C 1 -C 6 )-alkoxy-(C 1 -C 6 )-alkyl,
R 4 and R 7 are independently of one another each hydrogen or methyl,
R 3 and R 8 are independently of one another each hydrogen or methyl, or R 3 and R 8 together form the group CH 2 CH 2 ,
R 5 and R 6 are independently of one another each hydrogen or methyl, or R 5 and R 6 , together with the carbon atom to which they are attached, form the group C═O.
3. The compound and/or salt as claimed in claim 1 , in which
X is chlorine or bromine,
R1 is hydrogen or methyl,
R 2 is hydrogen, (C 1 -C 4 )-alkyl, halo-(C 1 -C 4 )-alkyl, (C 3 -C 6 )-cycloalkyl-(C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkoxy-(C 1 -C 4 )-alkyl,
R 4 and R 7 are independently of one another each hydrogen or methyl,
R 3 and R 8 are independently of one another each hydrogen or methyl, or R 3 and R 8 together form the group CH 2 CH 2 ,
R 5 and R 6 are independently of one another each hydrogen or methyl, or R 5 and R 6 , together with the carbon atom to which they are attached, form the group C═O.
4. A herbicidal composition which comprises a herbicidally effective amount of at least one compound and/or salt as claimed in claim 1 .
5. The herbicidal composition as claimed in claim 4 in a mixture with at least one formulation auxiliary.
6. The herbicidal composition as claimed in claim 4 , comprising at least one further pesticidally active compound selected from the group consisting of the insecticides, acaricides, herbicides, fungicides, safeners and growth regulators.
7. A method for controlling unwanted plants, which comprises applying an effective amount of at least one compound of the formula (I) and/or salt thereof as claimed in claim 1 to the plants and/or to the location of the unwanted plant growth.
8. A method for controlling unwanted plants comprising applying a herbicidal composition as claimed in claim 4 to the plants and/or to the location of the unwanted plant growth.
9. The method as claimed in claim 8 , wherein the compound of the formula (I) and/or salt is used for controlling unwanted plants in crops of useful plants.
10. The method as claimed in claim 9 , wherein the useful plants are transgenic useful plants.