Herbicidal pyridylethers
The present invention relates to pyridylethers of formula (I) or their agriculturally acceptable salts or derivatives, wherein the variables are defined accord-ing to the description, processes and intermediates for preparing the pyridylethers of formula (I), compositions comprising them and their use as herbicides, i.e. for controlling harmful plants, and also a method for controlling unwanted vegetation which comprises allowing a herbicidal effective amount of at least one pyridylether of formula (I) to act on plants, their seed and/or their habitat.
1. A pyridylether of formula (I)
wherein the variables have the following meanings:
R 1 is H or halogen;
R 2 is H, halogen;
R 3 is H;
R 4 is H;
R 5 is OR 6 , wherein
R 6 is hydrogen, C 1 -C 6 -alkyl
n is 1;
Q is O;
W is O;
X is O;
Y is a heterocycle selected from the group consisting of Y 2 , Y 13 , Y 31 , Y 37 , Y 38 , Y 39 , or Y 67
wherein
A 1 , A 2 , A 3 are oxygen or sulphur;
A 4 is sulphur;
R 19 , R 21 , R 22 , R 23 , R 24 are hydrogen, C 1 -C 6 -haloalkyl, or C 1 -C 6 -haloalkyl; or
R 21 and R 22 together with the atoms to which they are attached, form a five- or six-membered cycle, which is saturated or partially unsaturated, which may comprise apart from carbon atoms one to two nitrogen atoms, and which for its part may be partially or fully halogenated, and which for its part may be substituted by one to two C 1 -C 6 -alkyl radicals;
R 26 and R 27 are C 1 -C 6 -alkyl;
R 28 is halogen or C 1 -C 6 -alkyl;
R 35 and R 36 are C 1 -C 6 -alkyl;
Z is Z-1 or Z-7
wherein
* denotes the point of attachment of Z to X;
* denotes the point of attachment of Z to Q; and
R a , R b , R c , and R d are H,
or an agriculturally salt thereof.
2. The pyridylether of formula (I) according to claim 1 wherein R 1 is H or F, and R 2 is F, or Cl.
3. A process for the preparation of a pyridylether of formula (I) as defined in claim 1 , comprising reacting pyridines of formula (II)
wherein R 1 , R 2 and Y are as defined in claim 1 ; and
L 1 is halogen, C 1 -C 6 -alkylsulfonate or arylsulfonate;
with compounds of formula (III)
wherein R 3 , R 4 , R 5 , n, Q, W, X and Z are as defined in claim 1 ;
in the presence of a base.
4. A herbicidal composition comprising an herbicidally active amount of at least one pyridylether of formula (I) as claimed in claim 1 and at least one inert liquid and/or solid carrier and, optionally, at least one surface-active substance.
5. A process for the preparation of herbicidal active compositions, which comprises mixing an herbicidally active amount of at least one pyridylether of formula (I) as claimed in claim 1 and at least one inert liquid and/or solid carrier and, optionally, at least one surface-active substance.
6. A method of controlling undesired vegetation, which comprises applying an herbicidally active amount of at least one pyridylether of formula (I) as claimed in claim 1 to the undesired vegetation, the environment thereof, or seed thereof.
7. A pyridylether of formula (I) as claimed in claim 1 for use as an herbicide.
8. The pyridylether of formula (I) according to claim 2 wherein R 1 is H and R 2 is F or Cl.
9. The pyridylether of formula (I) according to claim 2 wherein R 1 is F and R 2 is F or Cl.