Condensed isoxazoline derivatives and their use as herbicides
AssigneeBASF SE
InventorsGunther Zimmermann, Markus Kordes, Gerd Kraemer, Tobias Seiser, Thomas Seitz, Ulrike Anders, Giuseppe Allegretta, Jens Lerchl
Life of this patent
Estimating the term…
Abstract
The invention relates to compounds of formula (I), and their use as herbicides. In said formula, R1 to R6 represent groups such as hydrogen, halo-gen or organic groups such as alkyl, alkenyl, alkynyl, or alkoxy; W is a bicyclic heterocycle; X is a bond or a divalent unit; Y is hydrogen, cyano, hydroxyl or a linear or cyclic organic group. The invention further refers to a composition comprising such compound and to the use thereof for controlling unwanted vegetation.
Claims13
A compound of formula (I)
- wherein the substituents have the following meanings:
- R1 is hydrogen, (C1-C3)-alkyl, (C3-C4)-cycloalkyl, (C1-C3)-haloalkyl, (C2-C3)-alkenyl, (C2-C3)-alkynyl, (C1-C3)-alkoxy-(C1-C3)-alkyl, (C1-C3)-alkoxy, or (C1-C3)-haloalkoxy;
- R2 is hydrogen;
- R3 is halogen, cyano, or (C1-C3)-alkyl;
- R4 is hydrogen or fluorine;
- R5 is halogen, cyano, or (C1-C3)-alkyl;
- R6 is hydrogen;
- W is a divalent unit selected from the group consisting of (W1), (W2), (W3), (W6), (W7), (W16), and (W18), and wherein the divalent unit is substituted by m radicals from the group consisting of Rk and Rl, and where carbon atoms bear n oxo groups, and wherein the left arrow represents the bond to the adjacent phenyl ring and the right arrow represents the bond to the adjacent carbonyl group:
- X is a bond (X0);
- Y is Z;
- Z is a three-, four-, five- or six-membered saturated, partly unsaturated, fully unsaturated or aromatic ring, except phenyl, which is formed from r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and which is substituted by m radicals from the group consisting of CO2Re, CONRbRh, Rb, Rc, Re and Rf, and where the sulfur atoms and carbon atoms bear n oxo groups;
- Ra is (C1-C6)-alkyl or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, and hydroxy;
- Rb is hydrogen, (C1-C3)-alkoxy, or (C3-C6)-cycloalkyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, and hydroxy;
- Rc is fluorine, chlorine, bromine, iodine, cyano, hydroxyl, S(O)nRa or (C1-C6)-alkoxy, (C3-C6)-alkenyloxy or (C3-C6)-alkynyloxy, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, and (C1-C2)-alkoxy;
- Rd is hydrogen or (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, or (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, and (C1-C2)-alkoxy;
- Re is hydrogen or (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, phenyl-(C1-C3)-alkyl, or (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, and (C1-C2)-alkoxy;
- Rf is (C1-C3)-alkyl or (C1-C3)-alkoxy;
- Rh is hydrogen or (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C1-C6)-alkoxycarbonyl-(C1-C6)-alkyl, or (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, and (C1-C2)-alkoxy;
- Rk is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, hydroxyl and (C1-C2)-alkoxy;
- Rl is fluorine, chlorine, bromine, iodine, cyano, hydroxyl or (C1-C6)-alkoxy, (C3-C6)-alkenyloxy, (C3-C6)-alkynyloxy, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, iodine, cyano, and hydroxyl;
- m is 0, 1, 2, 3, 4, or 5;
- n is 0, 1, or 2;
- r is 1, 2, 3, 4, 5, or 6;
- including their agriculturally acceptable salts.
A compound having a formula
- wherein the substituents have the following meanings:
- R1 is hydrogen;
- R2 is hydrogen;
- R3 is halogen;
- R4 is hydrogen;
- R5 is halogen;
- R6 is hydrogen;
- W is a divalent unit selected from the group consisting of (W1), (W2), (W3), (W6), (W7), (W), (W12), (W16), (W18), (W20), (W21), (W22), (W23), and (W24), and wherein the divalent unit is substituted by m radicals from the group consisting of Rk, wherein the left arrow represents the bond to the adjacent phenyl ring and the right arrow represents the bond to the adjacent carbonyl group:
- X is a bond;
- Y is Z or (C1-C8)-alkyl, which is substituted by m radicals from the group consisting of CO2Re;
- Z is cyclopentyl, cyclopentenyl, or tetrahydrofuranyl, each substituted by m radicals from the group consisting of CO2Re;
- Re is hydrogen or (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, phenyl-(C1-C3)-alkyl or (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, CO2Ra and (C1-C2)-alkoxy, (C1-C3)-alkylthio, (C1-C3)-alkylsulfinyl, (C1-C3)-alkylsulfonyl, phenylthio, phenylsulfinyl, and phenylsulfonyl;
- Rk is (C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C2-C4)-alkenyl, (C2-C4)-alkynyl, each of which is substituted by m radicals selected from the group consisting of fluorine, chlorine, bromine, cyano, hydroxyl, and (C1-C2)-alkoxy;
- m is 0, 1, or 2;
- including agriculturally acceptable salts thereof.
Dependencies are inferred from the claim text.