Herbicidal tetrazole compounds
AssigneeSyngenta Crop Protection AG
InventorsPaul Matthew Burton, Nicholas John Taylor, Ramya Rajan, Sarah Armstrong, Ashwini Shirsale
Life of this patent
Estimating the term…
Abstract
The present invention relates to a compound of Formula (I): or an agronomically acceptable salt thereof, wherein R1, R2, R3, R4 and R5 are as described herein. The invention further relates to an herbicidal composition comprising the compound of Formula (I), a method of controlling weeds at a locus comprising application to the locus a weed-controlling amount of the compound of Formula (I) or the herbicidal composition comprising the compound of Formula (I) and to an intermediate compound used to make the compound of Formula (I).
Claims20
A compound of Formula (I):
- or an agronomically acceptable salt thereof,
- wherein:
- R1 is selected from the group consisting of C1-C4alkyl-, C1-C4haloalkyl-, C1-C4alkoxy-C1-C4alkyl- and C1-C4haloalkoxy-C1-C4alkyl-;
- R2 is selected from the group consisting of halogen, C1-C6alkyl-, C1-C3alkoxy-, C1-C6haloalkyl- and —S(O)pC1-C6alkyl;
- R3 is C1-C6haloalkyl;
- R4 is selected from the group consisting of C1-C6alkyl, C1-C6haloalkyl, C3-C6cycloalkyl, C1-C3alkoxy-C1-C3-alkyl-, C3-C6-cycloalkyl-C1-C3alkyl-, phenyl and heteroaryl, wherein the phenyl or heteroaryl groups, where chemically feasible, may be optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, C1-C3-alkyl, C1-C3alkoxy, C1-C3haloalkyl, C1-C3-haloalkoxy and cyano;
- R5 is hydrogen or C1-C3alkyl;
- and
- p is 0, 1 or 2.
A compound, or an agronomically acceptable salt thereof, selected from the group consisting of:
- Compound
- Number
- Structure
- 1.001
- 1.002
- 1.003
- 1.004
- 1.005
- 1.006
- 1.007
- 1.008
- 1.009
- 1.010
- 1.011
- 1.012
- 1.013
- 1.014
- 1.015
- 1.016
- 1.017
- 1.018
- 1.019
- 1.020
- 1.021
- 1.022
- 1.023
- 1.024
- 1.025
- 1.026
- 1.027
- 1.028
- 1.029
- 1.030
- 1.031
- 1.032
- 1.033
- 1.034
- 1.035
- 1.036
- 1.037
- 1.038
- 1.039
- 1.040
- 1.041
- 1.042
- 1.043
- 1.044
- 1.045
- 1.046
- 1.047
- 1.048
- 1.049
- 1.050
- 1.051
- 1.052
- 1.053
- 1.054
- 1.055
- 1.056
- 1.057
- 1.058
- 1.059
- 1.060
- 1.061
- 1.062
- 1.063
- 1.064
- 1.065
- 1.066
- 1.067
- 1.068
- 1.069
- 1.070
- 1.071
- 1.072
- 1.073
- 1.074
- 1.075
- 1.076
- 1.077
- 1.078
- 1.079
- 1.080
- 1.081
- 1.082
- 1.083
- 1.084
- 1.085
- 1.086
- 1.087
- 1.088
A method of making a compound of Formula (I):
- or an agronomically acceptable salt thereof,
- wherein:
- R1 is selected from the group consisting of C1-C4alkyl-, C1-C4haloalkyl-, C1-C4alkoxy-C1-C4alkyl- and C1-C4haloalkoxy-C1-C4alkyl-;
- R2 is selected from the group consisting of halogen, C1-C6alkyl-, C1-C3alkoxy-, C1-C6haloalkyl- and —S(O)pC1-C6alkyl;
- R3 is C1-C6haloalkyl;
- R4 is selected from the group consisting of C1-C6alkyl, C1-C6haloalkyl, C3-C6cycloalkyl, C1-C3alkoxy-C1-C3-alkyl-, C3-C6-cycloalkyl-C1-C3alkyl-, phenyl and heteroaryl, wherein the phenyl or heteroaryl groups, where chemically feasible, may be optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, C1-C3-alkyl, C1-C3alkoxy, C1-C3haloalkyl, C1-C3-haloalkoxy and cyano;
- R5 is hydrogen or C1-C3alkyl;
- and
- p is 0, 1 or 2.
- the method comprising reacting a compound of Formula (II):
- wherein R2, R3, R4, and R5 are as defined for Formula (I),
- with a compound of Formula (III):
- wherein R1 is as defined for Formula (I);
- thereby providing the compound of Formula (I).
Dependencies are inferred from the claim text.