Back to results
US 6,515,184 B1Granted
Cyclopentane-1,3-dione derivatives, herbicidal and pesticidal compositions containing them, methods of using them to combat pests and weeds and process for the preparation thereof
AssigneeBayer Aktiengesellschaft
InventorsReiner Fischer, Michael Ruther, Alan Graff, Arno Widdig, Jacques Dumas, Christoph Erdelen, Peter Dahmen, Markus Dollinger, Ulrike Wachendorff-Neumann
Life of this patent
Estimating the term…
Abstract
The present invention relates to novel bicyclic cyclopentane-1,3-dione derivatives of the formula (I) to a process for their preparation and to their use as pesticides and herbicides.
Claims10
A compound of the formula (I)
- in which
- X represents halogen, C1-C6-alkyl, C2-C6-alkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-halogenoalkyl, C1-C6-halogenoalkoxy, C2-C6-halogenoalkenyloxy, nitro, cyano or respectively optionally halogen-, C1-C6-alkyl-, C1-C6-alkoxy-, C1-C4-halogenoalkyl-, C1-C4-halogenoalkoxy-, nitro- or cyano-substituted phenyl, phenoxy, phenylthio, benzyloxy or benzylthio,
- Y represents hydrogen, halogen, C1-C6-alkyl, C2-C6-alkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-halogenoalkyl, C2-C6-halogenoalkoxy, C2-C6-halogenoalkenyloxy, nitro or cyano,
- Z represents halogen, C1-C6-alkyl, C2-C6-alkenyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C1-C6-halogenoalkyl, C1-C6-halogenoalkoxy, C2-C6-halogenoalkenyloxy, nitro or cyano,
- where X, Y and Z do not simultaneously represent methyl,
- A and Q together represent C1-C6-alkanediyl or C2-C6-alkenediyl, each of which is unsubstituted or mono- to trisubstituted by identical or different substituents from the group consisting of halogen, hydroxyl, mercapto, and of C1-C10-alkyl, C1-C6-alkoxy, C1-C6-alkylthio, C3-C7-cycloalkyl, each of which is unsubstituted or mono- to nonasubstituted by identical or different halogens, and of benzyloxy and phenyl, each of which is unsubstituted or mono- to pentasubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl and C1-C6-alkoxy, the C1-C6-alkanediyl or the C2-C6-alkenediyl containing or not containing one of the groups below
- or bridged or not bridged by a C1-C2-alkanediyl group,
- B and B′ independently of one another each represent hydrogen, halogen or C1-C6-alkyl or together represent respectively unsubstituted or C1-C6-alkyl-substituted C1-C6-alkanediyl or C2-C4-alkenediyl,
- G represents hydrogen (a) or represents one of the groups
- in which
- E represents a metal ion equivalent or an ammonium ion,
- L represents oxygen or sulphur and
- M represents oxygen or sulphur,
- R1 represents C1-C20-alkyl, C2-C10-alkenyl, C1-C8-alkoxy-C1-C8-alkyl, C1-C8-alkylthio-C1-C8-alkyl, poly-C1-C8-alkoxy-C1-C8-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, or represents C3-C8-cycloalkyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl and C1-C6-alkoxy and in which at least one methylene group is or is not replaced by an atom independently selected from the group consisting of oxygen and sulphur,
- represents phenyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, nitro, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl and C1-C6-halogenoalkoxy,
- represents phenyl-C1-C6-alkyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl and C1-C6-halogenoalkoxy,
- represents hetaryl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C1-C6-alkyl and has 5 or 6 ring atoms and one to three hetero atoms from the group consisting of oxygen, sulphur and nitrogen,
- represents phenoxy-C1-C6-alkyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen and C1-C6-alkyl, or
- represents hetaryloxy-C1-C6-alkyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, amino and C1-C6-alkyl and has 5 or 6 ring atoms and one to three hetero atoms from the group consisting of oxygen, sulphur and nitrogen,
- R2 represents C1-C20-alkyl, C2-C10-alkenyl, C1-C8-alkoxy-C2-C8-alkyl or poly-C1-C8-alkoxy-C2-C8-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens,
- represents C3-C6-cycloalkyl which is unsubstituted or mono- or poly-substituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl and C1-C6-alkoxy, or
- represents phenyl or benzyl, each of which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, nitro, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C3-halogenoalkoxy and C1-C3-halogenoalkyl,
- R3 represents C1-C12-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, or represents phenyl or phenyl-C1-C4-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C3-halogenoalkyl, C1-C3-halogenoalkoxy, cyano and nitro,
- R4 and R5 independently of one another each represent C1-C8-alkyl, C1-C8-alkoxy, C1-C8-alkylamino, di-(C1-C8-alkyl)-amino, C1-C8-alkylthio, C3-C5-alkenylthio, C3-C7-cycloalkylthio, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, or represents phenyl, phenoxy or phenylthio, each of which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, nitro, cyano, C1-C4-alkoxy, C1-C4-halogenoalkoxy, C1-C4-alkylthio, C1-C4-halogenoalkylthio, C1-C4-alkyl and C1-C4-halogenoalkyl,
- R6 represents hydrogen, represents C1-C10-alkyl, C3-C8-alkenyl, C1-C8-alkoxy-C2-C8-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, represents C3-C 10-cycloalkyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C3-halogenoalkyl and C1-C3-halogenoalkoxy, represents phenyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C3-halogenoalkyl, C1-C8-alkyl, C1-C3-halogenoalkoxy and C1-C8-alkoxy, or represents benzyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C8-alkyl, C1-C3-halogenoalkyl, C1-C3-halogenoalkoxy and C1-C8-alkoxy,
- R7 represents hydrogen or represents C1-C10-alkyl or C3-C10-alkenyl, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, or
- R6 and R7 combine with the linking N-atom to form an unsubstituted or oxygen- or sulphur-containing and optionally C1-C6-alkyl-substituted 3- to 7-membered ring,
- R8 and R9 independently of one another each represent hydrogen,
- represent C1-C6-alkyl which is unsubstituted or mono- or polysubstituted by identical or different halogens or represent phenyl or phenyl-C1-C4-alkyl, each of which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-halogenoalkyl, C1-C6-halogenoalkoxy, nitro and cyano,
- or together represent C2-C6-alkanediyl which is unsubstituted or mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C6-alkyl, C1-C6-alkoxy and C1-C3-halogenoalkyl, and
- R10 and R11 independently of one another each represent C1-C10-alkyl, C2-C10-alkenyl, C1-C10-alkoxy, C1-C10-alkylamino, di-(C1-C10-alkyl)-amino, C3-C10-alkenylamino, di-(C3-C10-alkenyl)-amino, each of which is unsubstituted or mono- or polysubstituted by identical or different halogens, or represent phenyl or benzyl, each of which is mono- or polysubstituted by identical or different substituents from the group consisting of halogen, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenoalkyl, nitro and cyano.
28 more elements
Dependencies are inferred from the claim text.