Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).
1. A molecule having the following formula
wherein:
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(E) R 10 is selected from the group consisting of F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy; or
(F) R 9 and R 10 together can optionally form a 3- to 5-membered saturated or unsaturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, and CN;
(G) Q is selected from the group consisting of O or S;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2;
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 3 -C 4 )cycloalkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and phenyl,
wherein each alkyl, alkenyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, and phenyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH; and
agriculturally acceptable acid addition salts, salts, solvates, esters, crystal polymorphs, isotopes, and resolved stereoisomers, of the molecules of Formula One.
2. A molecule having the following formula
wherein:
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is selected from the group consisting of H, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy;
(E) R 10 is selected from the group consisting of, F, Cl, Br, I, CN, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, and (C 1 -C 4 )haloalkoxy; or
(F) R 9 and R 10 together can optionally form a 3- to 5-membered saturated or unsaturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, and CN;
(G) Q is selected from the group consisting of O or S;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2; and
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 3 -C 4 )cycloalkyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and phenyl,
wherein each alkyl, alkenyl, cycloalkyl, haloalkyl, alkoxy, haloalkoxy, and phenyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH.
3. A molecule according to claim 2 wherein R 1 , R 3 , R 4 , R 5 , R 6 , R 9 , R 11 , R 12 , and R 13 are H.
4. A molecule according to claim 2 wherein R 2 is Cl, Br, or CH 3 .
5. A molecule according to claim 2 wherein R 3 is F, Cl, Br, or CH═CH 2 .
6. A molecule according to claim 2 wherein R 4 is Cl, Br, or CH 3 .
7. A molecule according to claim 2 wherein R 2 , R 3 , and R 4 are Cl.
8. A molecule according to claim 2 wherein R 7 is CF 3 or CF 2 CH 3 .
9. A molecule according to claim 2 wherein R 10 is Cl, Br, CH 3 , or CF 3 .
10. A molecule according to claim 2 wherein Q is O.
11. A molecule according to claim 2 wherein L is CH 2 CH 2 or CH(CH 3 )CH 2 .
12. A molecule according to claim 2 wherein R 14 is CH 2 CH 3 or CH 2 CF 3 .
13. A molecule according to claim 2 wherein
(A) R 1 , R 5 , R 6 , R 11 , R 12 , and R 13 are H;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, (C 1 -C 4 )alkyl, and (C 2 -C 4 )alkenyl;
(C) R 2 is (C 1 -C 6 )haloalkyl;
(D) R 9 is H;
(E) R 10 is selected from the group consisting of Cl, Br, (C 1 -C 4 )alkyl, and (C 1 -C 4 )haloalkyl;
(G) Q is O;
(H) L is (C 1 -C 6 )alkyl;
(I) n is 0, 1, or 2;
(J) R 14 is selected from the group consisting of (C 1 -C 4 )alkyl and (C 1 -C 4 )haloalkyl,
wherein each alkyl or haloalkyl may optionally be substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, and OH.
14. A pesticidal composition comprising a molecule according to claim 2 further comprising one or more active ingredients.
15. A pesticidal composition according to claim 14 wherein said active ingredient is selected from the group consisting of N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)-N-ethyl-3-((3,3,3-trifluoropropyl)thio)propanamide[AI-1], 1,3-dichloropropene, chlorpyrifos, chlorpyrifos-methyl, hexaflumuron, methoxyfenozide, noviflumuron, spinetoram, spinosad, sulfoxaflor, and sulfuryl fluoride.
16. A pesticidal composition comprising a molecule according to claim 2 and a seed.
17. A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a pesticidal composition wherein said pesticidal composition comprises a molecule according to claim 2 .
18. A molecule according to claim 2 wherein said molecule is selected from one of the following molecules
No.
Structure
F1
F2
F3
F4
F5
F6
F7
F8
F9
F10
F11
F12
F13
F14
F15
F16
F17
F18
F19
F20
F21
F22
F23
F24
F25
F26
F27
F28
F29
F30
F31
F32
F33
F34
F35
F36
F37
F38
F39
F40
F41
F42
F43
F44
F45
F46
F47
F48
F49
F50
F51
F52
F53
F54
F55
F56
F57
F58
F59
F60
F61
F62
F63
F64
F65
F66
F67
F68
F69
F70
F71
F72
F73
F75
F77
F78
F79
F80
F81
F82
F83
F84
F85
F86
F87
F88
F89
F90
F91
F92
F93
F94
F95
F96
F97
F98
F99
F100
F101
F102
F103
F104
F109
F110
F112
F113
F114
F116
F117
F119
F120
F121
F122
F123
F124
F125
F126
F127
F128
F129
F130
F131
F132
F133
F136
F137
F138
F141
F142
F143
19. A molecule according to claim 2 wherein said molecule is selected from one of the following molecules
No.
Structure
P1
P2
P3
P4
P5
P6
P7
P8
P9
P10
P11
20. A pesticidal composition comprising a pesticidally effective amount of a molecule according to claim 1 , and further comprising a seed.
21. A pesticidal composition comprising a pesticidally effective amount of a molecule according to claim 18 , and further comprising a seed.
22. A process to control a pest said process comprising applying to a locus, wherein the locus is a habitat, breeding ground, plant, seed, soil, material, or environment, in which a pest is growing, may grow, or may traverse, a pesticidally effective amount of a pesticidal composition wherein said pesticidal composition comprises a molecule according to claim 1 .
23. A process to control a pest said process comprising applying to a locus, wherein the locus is a habitat, breeding ground, plant, seed, soil, material, or environment, in which a pest is growing, may grow, or may traverse, a pesticidally effective amount of a pesticidal composition wherein said pesticidal composition comprises a molecule according to claim 18 .