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US 9,211,280 B2Granted
Pesticidal compositions and processes related thereto
AssigneeDow AgroSciences LLC
InventorsWilliam C. Lo, James E. Hunter, Gerald B. Watson, Akshay Patny, Pravin S. Iyer, Joshodeep Boruwa
Life of this patent
Estimating the term…
Abstract
This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.
Claims72
A molecule according to Formula One:
- wherein:
- (a) R1 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), N(R14)(R15),
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN and NO2,
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- (4) substituted (C1-C8)alkoxy, wherein said substituted (C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2, and
- (5) substituted halo(C1-C8)alkoxy, wherein said substituted halo(C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2;
- (b) R2 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), N(R14)(R15),
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN and NO2,
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- (4) substituted (C1-C8)alkoxy, wherein said substituted (C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2, and
- (5) substituted halo(C1-C8)alkoxy, wherein said substituted halo(C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2;
- (c) R3 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), N(R14)(R15),
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN and NO2,
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- (4) substituted (C1-C8)alkoxy, wherein said substituted (C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2, and
- (5) substituted halo(C1-C8)alkoxy, wherein said substituted halo(C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2;
- (d) R4 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), N(R14)(R15),
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN and NO2,
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- (4) substituted (C1-C8)alkoxy, wherein said substituted (C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2, and
- (5) substituted halo(C1-C8)alkoxy, wherein said substituted halo(C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2;
- (e) R5 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), N(R14)(R15),
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN and NO2,
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- (4) substituted (C1-C8)alkoxy, wherein said substituted (C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2, and
- (5) substituted halo(C1-C8)alkoxy, wherein said substituted halo(C1-C8)alkoxy has one or more substituents selected from the group consisting of CN and NO2;
- (f) R6 is a (C1-C8)haloalkyl;
- (g) R7 is selected from the group consisting of H, F, Cl, Br, I, OH, (C1-C8)alkoxy, and halo(C1-C8)alkoxy;
- (h) R8 is selected from the group consisting of H, (C1-C8)alkyl, halo(C1-C8)alkyl, OR14, and N(R14)(R15);
- (i) R9 is selected from the group consisting of H, F, Cl, Br, I, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, OR14, and N(R14)(R15);
- (j) R10 is selected from the group consisting of
- (1) H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, cyclo(C3-C6)alkyl, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), S(O)(C1-C8)alkyl, S(O)(halo(C1-C8)alkyl), S(O)2(C1-C8)alkyl, S(O)2(halo(C1-C8)alkyl), NR14R15, C(═O)H, C(═O)N(R14)(R15), CN(R14)(R15)(═NOH), (C═O)O(C1-C8)alkyl, (C═O)OH, heterocyclyl, (C2-C8)alkenyl, halo(C2-C8)alkenyl, (C2-C8)alkynyl,
- (2) substituted (C1-C8)alkyl, wherein said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of OH, (C1-C8)alkoxy, S(C1-C8)alkyl, S(O)(C1-C8)alkyl, S(O)2(C1-C8)alkyl, NR14R15, and
- (3) substituted halo(C1-C8)alkyl, wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of (C1-C8)alkoxy, S(C1-C8)alkyl, S(O)(C1-C8)alkyl, S(O)2(C1-C8)alkyl, and N(R14)(R15);
- (k) R11 is C(═X5)N(H)((C0-C8)alkyl)N(R11a)(C(═X5)(R11b))
- wherein each X5 is independently selected from the group consisting of O or S, and
- wherein each R11a is independently selected from the group consisting of H, (C1-C8)alkyl, substituted (C1-C8)alkyl, halo(C1-C8)alkyl, substituted halo(C1-C8)alkyl, cyclo(C3-C8)alkyl, and substituted cyclo(C3-C8)alkyl,
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, OC(═O)H, OH, S(C1-C8)alkyl, S(O)(C1-C8)alkyl, S(O)2(C1-C8)alkyl, OS(O)2aryl, N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), aryl, substituted aryl, heterocyclyl, substituted heterocyclyl, wherein each said substituted aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, wherein each said substituted heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), C(═O)(C1-C8)alkyl, C(═O)(C3-C6)cycloalkyl, S(═O)2(C1-C8)alkyl, NR14R15, and oxo, wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo,
- wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- wherein said substituted cyclo(C3-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2
- wherein each R11b is independently selected from the group consisting of (C1-C8)alkyl, substituted (C1-C8)alkyl, halo(C1-C8)alkyl, substituted halo(C1-C8)alkyl, cyclo(C3-C8)alkyl, substituted cyclo(C3-C8)alkyl, (C2-C8)alkenyl, and (C2-C8)alkynyl,
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, OC(═O)H, OH, S(C1-C8)alkyl, S(O)(C1-C8)alkyl, S(O)2(C1-C8)alkyl, OS(O)2aryl, N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), aryl, substituted aryl, heterocyclyl, substituted heterocyclyl, wherein each said substituted aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, wherein each said substituted heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), C(═O)(C1-C8)alkyl, C(═O)(C3-C6)cycloalkyl, S(═O)2(C1-C8)alkyl, NR14R15, and oxo, wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo,
- wherein said substituted halo(C1-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2,
- wherein said substituted cyclo(C3-C8)alkyl, has one or more substituents selected from the group consisting of CN and NO2;
- (l) R12 is selected from the group consisting of (v), H, F, Cl, Br, I, CN, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, and cyclo(C3-C6)alkyl;
- (m) R13 is selected from the group consisting of (v), H, F, Cl, Br, I, CN, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, and halo(C1-C8)alkoxy;
- (n) each R14 is independently selected from the group consisting of H, (C1-C8)alkyl, (C2-C8)alkenyl, substituted (C1-C8)alkyl, halo(C1-C8)alkyl, substituted halo(C1-C8)alkyl), (C1-C8)alkoxy, cyclo(C3-C6)alkyl, aryl, substituted-aryl, (C1-C8)alkyl-aryl, (C1-C8)alkyl-(substituted-aryl), O—(C1-C8)alkyl-aryl, O—(C1-C8)alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C1-C8)alkyl-heterocyclyl, (C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl-heterocyclyl, O—(C1-C8)alkyl-(substituted-heterocyclyl), N(R16)(R17), (C1-C8)alkyl-C(═O)N(R16)(R17), C(═O)(C1-C8)alkyl, C(═O)(halo(C1-C8)alkyl), C(═O)(C3-C6)cycloalkyl, (C1-C8)alkyl-C(═O)O(C1-C8)alkyl, C(═O)H
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted halo(C1-C8)alkyl), has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, and
- wherein each said substituted-heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, (C3-C6)cycloalkyl S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), heterocyclyl, C(═O)(C1-C8)alkyl, C(═O)O(C1-C8)alkyl, and oxo, (wherein said alkyl, alkoxy, and heterocyclyl, may be further substituted with one or more substituents selected from the group consisting of F, Cl, Br, I, CN, and NO2);
- (o) each R15 is independently selected from the group consisting of H, (C1-C8)alkyl, (C2-C8)alkenyl, substituted (C1-C8)alkyl, halo(C1-C8)alkyl, substituted halo(C1-C8)alkyl), (C1-C8)alkoxy, cyclo(C3-C6)alkyl, aryl, substituted-aryl, (C1-C8)alkyl-aryl, (C1-C8)alkyl-(substituted-aryl), O—(C1-C8)alkyl-aryl, O—(C1-C8)alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C1-C8)alkyl-heterocyclyl, (C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl-heterocyclyl, O—(C1-C8)alkyl-(substituted-heterocyclyl), N(R16)(R17), (C1-C8)alkyl-C(═O)N(R16)(R17), C(═O)(C1-C8)alkyl, C(═O)(halo(C1-C8)alkyl), C(═O)(C3-C6)cycloalkyl, (C1-C8)alkyl-C(═O)O(C1-C8)alkyl, C(═O)H
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted halo(C1-C8)alkyl), has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, and
- wherein each said substituted-heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, (C3-C6)cycloalkyl S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), heterocyclyl, C(═O)(C1-C8)alkyl, C(═O)O(C1-C8)alkyl, and oxo, (wherein said alkyl, alkoxy, and heterocyclyl, may be further substituted with one or more substituents selected from the group consisting of F, Cl, Br, I, CN, and NO2);
- (p) each R16 is independently selected from the group consisting of H, (C1-C8)alkyl, substituted-(C1-C8)alkyl, halo(C1-C8)alkyl, substituted-halo(C1-C8)alkyl, cyclo(C3-C6)alkyl, aryl, substituted-aryl, (C1-C8)alkyl-aryl, (C1-C8)alkyl-(substituted-aryl), O—(C1-C8)alkyl-aryl, O—(C1-C8)alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C1-C8)alkyl-heterocyclyl, (C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl-heterocyclyl, O—(C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted halo(C1-C8)alkyl), has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, and
- wherein each said substituted-heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo;
- (q) each R17 is independently selected from the group consisting of H, (C1-C8)alkyl, substituted-(C1-C8)alkyl, halo(C1-C8)alkyl, substituted-halo(C1-C8)alkyl, cyclo(C3-C6)alkyl, aryl, substituted-aryl, (C1-C8)alkyl-aryl, (C1-C8)alkyl-(substituted-aryl), O—(C1-C8)alkyl-aryl, O—(C1-C8)alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C1-C8)alkyl-heterocyclyl, (C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl-heterocyclyl, O—(C1-C8)alkyl-(substituted-heterocyclyl), O—(C1-C8)alkyl
- wherein each said substituted (C1-C8)alkyl has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted halo(C1-C8)alkyl), has one or more substituents selected from the group consisting of CN, and NO2,
- wherein each said substituted-aryl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo, and
- wherein each said substituted-heterocyclyl has one or more substituents selected from the group consisting of F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, halo(C1-C8)alkyl, (C1-C8)alkoxy, halo(C1-C8)alkoxy, S(C1-C8)alkyl, S(halo(C1-C8)alkyl), N((C1-C8)alkyl)2 (wherein each (C1-C8)alkyl is independently selected), and oxo;
- (r) X1 is selected from the group consisting of N and CR12;
- (s) X2 is selected from the group consisting of N, CR9, and CR13;
- (t) X3 is selected from the group consisting of N and CR9;
- and
- (v) R12 and R13 together form a linkage containing 3 to 4 atoms selected from C, N, O, and S, wherein said linkage connects back to the ring to form a 5 to 6 member saturated or unsaturated cyclic ring, wherein said linkage has at least one substituent X4 wherein X4 is selected from the group consisting of R14, N(R14)(R15), N(R14)(C(═O)R14), N(R14)(C(═S)R14), N(R14)(C(═O)N(R14)(R14)), N(R14)(C(═S)N(R14)(R14)), N(R14)(C(═O)N(R14)((C2-C8)alkenyl)), N(R14)(C(═S)N(R14)((C2-C8)alkenyl)), wherein each R14 is independently selected.
73 more elements
Dependencies are inferred from the claim text.