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US 8,133,849 B2Granted
Herbicidal compounds
AssigneeSyngenta Limited
InventorsNigel James Willetts, Matthew Robert Cordingley, Patrick Jelf Crowley, Suzanna Jane Riley, Michael Drysdale Turnbull
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of formula (I), wherein R1, R2, R3, R4 and R5 are as defined in claim 1; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes for preparing compounds of formula (I), to intermediates used in the preparation of compounds of formula (I), to methods of controlling plants and compositions comprising compounds of formula (I).
Claims12
A compound of formula (I)
- wherein
- R1 and R2 are independently hydrogen, C1-C4alkyl, C1-C4haloalkyl, halo, cyano, hydroxy, C1-C4alkoxy, C1-C4alkylthio, aryl or aryl substituted by one to five R6 which may be the same or different, or heteroaryl or heteroaryl substituted by one to five R6, which may be the same or different;
- R3 is hydrogen, C1-C10alkyl, C1-C4haloalkyl, C2-C10alkenyl, C2-C4haloalkenyl, C2-C10alkynyl, C2-C4haloalkynyl, C3-C10cycloalkyl, C3-C10cycloalkyl-C1-C6alkyl-, C1-C10alkoxy-C1-C6alkyl-, C1-C10cyanoalkyl-, C1-C10alkoxycarbonyl-C1-C6alkyl-, N-C1-C3alkyl-aminocarbonyl-C1-C6alkyl-, N,N-di-(C1-C3alkyl)-aminocarbonyl-C1-C6alkyl-, aryl-C1-C6alkyl- or aryl-C1-C6alkyl- wherein the aryl moiety is substituted by one to three R7, which may be the same or different, or heterocyclyl-C1-C6alkyl- or heterocyclyl-C1-C6alkyl- wherein the heterocyclyl moiety is substituted by one to three R7, which may be the same or different;
- R4 is aryl or aryl substituted by one to five R8, which may be the same or different, or heteroaryl or heteroaryl substituted by one to four R8, which may be the same or different;
- R5 is hydroxy R9-oxy-, R10-carbonyloxy-, tri-R11-silyloxy- or R12-sulfonyloxy-;
- each R6, R7 and R8 is independently halo, cyano, nitro, C1-C10alkyl, C1-C4haloalkyl, C2-C10alkenyl, C2-C10alkynyl, hydroxy, C1-C10alkoxy, C1-C4haloalkoxy, C1-C10alkoxy-C1-C4alkyl-, C3-C7cycloalkyl, C3-C7cycloalkoxy, C3-C7cycloalkyl-C1-C4alkyl-, C3-C7cycloalkyl-C1-C4alkoxy-, C1-C6alkylcarbonyl-, formyl, C1-C4alkoxycarbonyl-, C1-C4alkylcarbonyloxy-, C1-C10alkylthio-, C1-C4haloalkylthio-C1-C10alkylsulfinyl-, C1-C4haloalkylsulfinyl-, C1-C10alkylsulfonyl-, C1-C4haloalkylsulfonyl-, amino, C1-C10alkylamino-, di-C1-C10alkylamino-, C1-C10alkylcarbonylamino-, aryl or aryl substituted by one to three R13, which may be the same or different, heteroaryl or heteroaryl substituted by one to three R13, which may be the same or different, aryl-C1-C4alkyl- or alkyl-C1-C4alkyl- wherein the aryl moiety is substituted by one to three R13, which may be the same or different, heteroaryl-C1-C4alkyl- or heteroaryl-C1-C4alkyl- wherein the heteroaryl moiety is substituted by one to three R13, which may be the same or different, aryloxy- or aryloxy- substituted by one to three R13, which may be the same or different, heteroaryloxy- or heteroaryloxy- substituted by one to three R13, which may be the same or different, arylthio- or arylthio- substituted by one to three R13, which may be the same or different, or heteroarylthio- or heteroarylthio- substituted by one to three R13, which may be the same or different;
- R9 is C1-C10alkyl, C2-C10alkenyl, C2-C10alkynyl or aryl-C1-C4alkyl- or aryl-C1-C4alkyl- wherein the aryl moiety is substituted by one to five substituents independently selected from halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy;
- R10 is C1-C10alkyl, C3-C10cycloalkyl, C3-C10cycloalkyl-C1-C10alkyl-, C2-C10haloalkyl, C2-C10alkenyl, C2-C10alkynyl, C1-C4alkoxy-C1-C10alkyl-, C1-C4alkylthio-C1-C4alkyl-, C1-C10alkoxy, C2-C10alkenyloxy, C2-C10alkynyloxy, N—C1-C4alkyl-amino-, N,N-di-(C1-C4alkyl)-amino-, aryl or aryl substituted by one to three R14, which may be the same or different, heteroaryl or heteroaryl substituted by one to three R14, which may be the same or different, aryl-C1-C4alkyl- or aryl-C1-C4alkyl- wherein the aryl moiety is substituted by one to three R14, which may be the same or different, heteroaryl-C1-C4alkyl- or heteroaryl-C1-C4alkyl- wherein the heteroaryl moiety is substituted by one to three R14, which may be the same or different, aryloxy- or aryloxy- substituted by one to three R14, which may be the same or different, heteroaryloxy- or heteroaryloxy-substituted by one to three R14, which may be the same or different, arylthio- or arylthio- substituted by one to three R14, which may be the same or different, or heteroarylthio- or heteroarylthio-substituted by one to three R14, which may be the same or different;
- each R11 is independently C1-C10alkyl or phenyl or phenyl substituted by one to five substituents independently selected from halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy;
- R12 is C1-C10alkyl, C1-C10haloalkyl, or phenyl or phenyl substituted by one to five substituents independently selected from halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy;
- each R13 is independently halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy;
- and each R14 is independently halo, cyano, nitro, C1-C10alkyl, C1-C4haloalkyl, C1-C10alkoxy, C1-C4alkoxycarbonyl-, C1-C4haloalkoxy, C1-C10alkylthio-, C1-C4haloalkylthio-, C1-C10alkylsulfinyl-, C1-C4haloalkylsulfinyl-, C1-C10alkylsulfonyl-, C1-C4haloalkylsulfonyl-, aryl or aryl substituted by one to five substituents independently selected from halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy, or heteroaryl or heteroaryl substituted by one to four substituents independently selected from halo, cyano, nitro, C1-C6alkyl, C1-C6haloalkyl or C1-C6alkoxy;
- or a salt or N-oxide thereof.
10 more elements
Dependencies are inferred from the claim text.