US 12,331,027 B2
Herbicidal pyridylethers
Manuel Johannes, Duesseldorf (DE); Laetitia Souillart, Ludwigshafen (DE); Matthias Witschel, Ludwigshafen (DE); Tobias Seiser, Limburgerhof (DE); Liliana Parra Rapado, Limburgerhof (DE); Raphael Aponte, Limburgerhof (DE); Thomas Mietzner, Ludwigshafen (DE); Trevor William Newton, Limburgerhof (DE); Thomas Seitz, Ludwigshafen (DE); and Peter Dombo, Limburgerhof (DE)
Assigned to BASF SE
Appl. No. 16/763,004
Filed by BASF SE, Ludwigshafen (DE)
PCT Filed Nov. 7, 2018, PCT No. PCT/EP2018/080394
§ 371(c)(1), (2) Date May 11, 2020,
PCT Pub. No. WO2019/101513, PCT Pub. Date May 31, 2019.
Claims priority of application No. 17203280 (EP), filed on Nov. 23, 2017; and application No. 18169740 (EP), filed on Apr. 27, 2018.
Prior Publication US 2020/0392103 A1, Dec. 17, 2020
Int. Cl. C07D 401/04 (2006.01); A01N 43/40 (2006.01); A01N 43/54 (2006.01); A01N 43/56 (2006.01); A01N 43/58 (2006.01); A01N 43/653 (2006.01); A01N 43/66 (2006.01); A01N 43/82 (2006.01); C07D 213/73 (2006.01); C07D 213/74 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 413/04 (2006.01); C07D 471/04 (2006.01)
CPC C07D 401/04 (2013.01) [A01N 43/40 (2013.01); A01N 43/54 (2013.01); A01N 43/56 (2013.01); A01N 43/58 (2013.01); A01N 43/653 (2013.01); A01N 43/66 (2013.01); A01N 43/82 (2013.01); C07D 213/73 (2013.01); C07D 213/74 (2013.01); C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 413/04 (2013.01); C07D 471/04 (2013.01)] 9 Claims
 
1. A pyridylether of formula (I)

OG Complex Work Unit Chemistry
wherein the variables have the following meanings:
R1 is H or halogen;
R2 is H, halogen;
R3 is H;
R4 is H;
R5 is OR6, wherein
R6 is hydrogen, C1-C6-alkyl
n is 1;
Q is O;
W is O;
X is O;
Y is a heterocycle selected from the group consisting of Y2, Y13, Y31, Y37, Y38, Y39, or Y67

OG Complex Work Unit Chemistry
wherein
A1, A2, A3 are oxygen or sulphur;
A4 is sulphur;
R19, R21, R22, R23, R24 are hydrogen, C1-C6-haloalkyl, or C1-C6-haloalkyl; or
R21 and R22 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 C1-C6-alkyl radicals;
R26 and R27 are C1-C6-alkyl;
R28 is halogen or C1-C6-alkyl;
R35 and R36 are C1-C6-alkyl;
Z is Z-1 or Z-7

OG Complex Work Unit Chemistry
wherein
* denotes the point of attachment of Z to X;
* denotes the point of attachment of Z to Q; and
Ra, Rb, Rc, and Rd are H,
or an agriculturally salt thereof.