3-aminocarbonyl-substituted benzoylcyclohexanediones and their use as herbicides
View Patent ↗What is described are 3-aminocarbonyl-substituted benzoylcyclohexanediones of the formula (I) as herbicides. In this formula (I), R 1 to R 5 are radicals such as hydrogen, organic radicals such as alkyl, and other radicals such as halogen. X is alkylene.
1. A 3-aminocarbonyl-substituted benzoylcyclohexanedione of the formula (I) and/or a salt thereof
wherein
X is a straight-chain or branched (C 1 -C 6 )-alkylene chain;
R 1 is trifluoromethyl;
R 2 is halogen or (C 1 -C 6 )-alkyl-S(O) n ;
R 3 and R 4 independently of one another are hydrogen, (C 1 -C 6 )-alkyl or (C 1 -C 4 )-alkoxy;
R 5 is hydroxyl or (2-methoxy-2-oxoethyl)sulfanyl;
n is 0, 1 or 2.
2. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein
X is methylene;
R 2 is (C 1 -C 6 )-alkyl-S(O) n ;
R 3 and R 4 independently of one another are hydrogen, methyl, ethyl, methoxy or ethoxy;
R 5 is hydroxyl;
n is 0, 1 or 2.
3. A herbicidal composition which comprises a herbicidally effective amount of at least one 3-aminocarbonyl-substituted benzoylcyclohexanedione of the formula (I) and/or salt as claimed in claim 1 .
4. The herbicidal composition as claimed in claim 3 in a mixture with at least one formulation auxiliary.
5. The herbicidal composition as claimed in claim 3 which comprises at least one further pesticidally active compound selected from the group consisting of insecticides, acaricides, herbicides, fungicides, safeners and growth regulators.
6. The herbicidal composition as claimed in claim 5 which comprises at least one safener.
7. The herbicidal composition as claimed in claim 5 which comprises mefenpyr-diethyl, isoxadifen-ethyl or cyprosulfamide.
8. A method for controlling unwanted plants which comprises applying an effective amount of at least one compound of the formula (I) and/or salt as claimed in claim 1 to plants and/or to a site where vegetation is unwanted.
9. A method for controlling unwanted plants comprising applying an effective amount of a herbicidal composition of claim 3 to said plants and/or to a site where vegetation is unwanted.
10. 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.
11. The method as claimed in claim 10 , wherein the useful plants are transgenic useful plants.
12. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 5 is (2-methoxy-2-oxoethyl)sulfanyl.
13. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 2 is halogen.
14. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein X is methylene.
15. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 2 is SO 2 Et or SO 2 Me.
16. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 2 is (C 1 -C 6 )-alkyl-S(O) n .
17. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 3 and R 4 are independent of each other Me, Et, H or OMe.
18. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 5 is OH.
19. The 3-aminocarbonyl-substituted benzoylcyclohexanedione and/or salt of claim 1 wherein R 3 and R 4 are independent of each other Me, Et, or OMe.