US 11,992,012 B2
Diaminotriazine compounds
Danny Geerdink, Ludwigshafen (DE); Florian Vogt, Ludwigshafen (DE); Thomas Zierke, Ludwigshafen (DE); Martin Hartmueller, Limburgerhof (DE); Trevor William Newton, Limburgerhof (DE); Klaus Reinhard, Limburgerhof (DE); and Thomas Seitz, Ludwigshafen (DE)
Assigned to BASF SE, Ludwigshafen (DE)
Appl. No. 17/270,884
Filed by BASF SE, Ludwigshafen (DE)
PCT Filed Sep. 9, 2019, PCT No. PCT/EP2019/073915
§ 371(c)(1), (2) Date Feb. 24, 2021,
PCT Pub. No. WO2020/058009, PCT Pub. Date Mar. 26, 2020.
Claims priority of application No. 18195151 (EP), filed on Sep. 18, 2018.
Prior Publication US 2021/0186021 A1, Jun. 24, 2021
Int. Cl. A01N 43/68 (2006.01); A01N 43/76 (2006.01); A01N 43/78 (2006.01); A01N 43/80 (2006.01); A01N 43/82 (2006.01); C07D 251/18 (2006.01); C07D 401/12 (2006.01); C07D 403/12 (2006.01); C07D 409/12 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01)
CPC A01N 43/68 (2013.01) [A01N 43/76 (2013.01); A01N 43/78 (2013.01); A01N 43/80 (2013.01); A01N 43/82 (2013.01); C07D 251/18 (2013.01); C07D 401/12 (2013.01); C07D 403/12 (2013.01); C07D 409/12 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01)] 9 Claims
 
1. A diaminotriazine compound of formula (I)

OG Complex Work Unit Chemistry
wherein
q is 0, 1, 2, or 3
Q is O,
wherein
Ra is selected from the group consisting of halogen, CN, C1-C4-alkyl, and C1-C4-alkoxy, where the radicals are unsubstituted, partly or completely halogenated;
Rb is selected from the group consisting of halogen, CN, C1-C4-alkyl, and C1-C4-alkoxy, where the aliphatic parts of the radicals are unsubstituted, partly or completely halogenated,
for q=2 or 3 it being possible that Rb are identical or different;
R1 is selected from the group consisting of H and C1-C6-alkyl;
R2 is selected from the group consisting of H, halogen, OH, CN, C1-C6-alkyl, (C1-C6-alkoxy)-C1-C6-alkyl, C3-C6-cycloalkyl, (C3-C6-cycloalkyl)-C1-C4-alkyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C3-C6-cycloalkoxy, (C3-C6-cycloalkyl)-C1-C4-alkoxy, where the aliphatic and cycloaliphatic parts of the radicals are unsubstituted, partly or completely halogenated;
R3 is selected from the group consisting of H, halogen, CN, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy and C1-C6-haloalkoxy;
R4 is selected from the group consisting of halogen, CN, C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C3-C6-cycloalkyl, (C3-C6-cycloalkyl)-C1-C4-alkyl, C3-C6-cycloalkenyl and C1-C6-alkoxy-C1-C6-alkyl, where the aliphatic and cycloaliphatic parts of the radicals are unsubstituted, partly or completely halogenated;
R3 and R4 together with the carbon atom to which they are attached form a moiety selected from the group consisting of carbonyl, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, three- to six-membered saturated or partially unsaturated heterocyclyl, and the moiety >C═CRxRy, where Rx and Ry are hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl or CRxRy form a 3 to 6 membered cycloalkyl;
R5 is selected from the group consisting of H and C1-C6-alkyl;
R6 is phenyl, which is unsubstituted or carries 1, 2, 3, 4, or 5 radicals R6A which are selected from the group consisting of halogen, OH, CN, amino, NO2, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, (C1-C6-alkoxy)-C1-C6-alkyl, (C1-C6-alkoxy)-C1-C6-alkoxy, (C1-C6-alkoxy)-C2-C6-alkenyl, (C1-C6-alkoxy)-C2-C6-alkynyl, C1-C6-alkylthio, (C1-C6-alkyl)sulfinyl, (C1-C6-alkyl)sulfonyl, (C1-C6-alkyl)amino, di(C1-C6-alkyl)amino, (C1-C6-alkyl)-carbonyl, (C1-C6-alkoxy)-carbonyl, (C1-C6-alkyl)-carbonyloxy, C3-C6-cycloalkyl, C3-C6-cycloalkoxy, (C3-C6-cycloalkyl)-C1-C4-alkyl, (C3-C6-cycloalkyl)-C1-C4-alkoxy, where the aliphatic and cycloaliphatic parts of the radicals are unsubstituted, partly or completely halogenated and where the cycloaliphatic parts of the radicals may carry 1, 2, 3, 4, 5, or 6 methyl groups,
it being possible that R6A are identical or different;
R7 and R7′ are independently selected from the group consisting of hydrogen, halogen, C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C1-C6-halogenoalkoxy, and C3-C6-cycloalkyl;
including their agriculturally acceptable salts.