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, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal 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 according to Formula One
wherein:
(A) R 1 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , SF 5 , and (C 1 -C 3 )haloalkyl;
(B) R 2 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , SF 5 , and (C 1 -C 3 )haloalkyl;
(C) R 3 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , SF 5 , and (C 1 -C 3 )haloalkyl;
(D) R 4 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , SF 5 , and (C 1 -C 3 )haloalkyl;
(E) R 5 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , SF 5 , and (C 1 -C 3 )haloalkyl;
(F) R 6 is H;
(G) R 7 is selected from the group consisting of F, Cl, and Br;
(H) R 8 is selected from the group consisting of F, Cl, and Br;
(I) R 9 is H;
(J) Q 1 is selected from the group consisting of O and S;
(K) Q 2 is selected from the group consisting of O and S;
(L) R 10 is selected from the group consisting of H, (C 1 -C 3 ) alkyl, (C 2 -C 3 )alkenyl, (C 2 -C 3 )alkynyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, and (C 1 -C 3 )alkylOC(═O)(C 1 -C 3 )alkyl;
(M) R 11 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, and (C 1 -C 3 )alkoxy;
(N) R 12 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, and (C 1 -C 3 )alkoxy;
(O) R 13 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, and (C 1 -C 3 )alkoxy;
(P) R 14 is selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, and (C 1 -C 3 )alkoxy;
(Q) R 15 is selected from the group consisting of H, (C 1 -C 3 )alkyl, (C 2 -C 3 )alkenyl, (C 2 -C 3 )alkynyl, (C 1 -C 3 )haloalkyl, (C 1 -C 3 )alkylphenyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, (C 1 -C 3 )alkylOC(═O)(C 1 -C 3 )alkyl, and C(═O)(C 1 -C 3 )alkyl;
(R) R 16 , R 17 , R 18 , R 19 , and R 20 are independently selected from the group consisting of H, F, C, Br, I, CN, NO 2 , NH 2 , OH, SF 5 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, (C 2 -C 3 )alkenyl, (C 2 -C 3 )haloalkenyl, and N(R 21 )C(═O)(R 22 ), wherein at least one and no more than two of R 16 , R 17 , R 18 , R 19 , and R 20 are N(R 21 )C(═O)(R 22 );
(S) R 21 is selected from the group consisting of H, (C 1 -C 3 )alkyl, (C 2 -C 3 )alkenyl, (C 2 -C 3 )alkynyl, (C 1 -C 3 )haloalkyl, (C 2 -C 3 )haloalkenyl, (C 1 -C 3 )alkylphenyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, (C 1 -C 3 )alkylOC(═O)(C 1 -C 3 )alkyl, C(═O)(C 1 -C 3 )alkyl, and phenyl;
(T) R 22 is selected from the group consisting of (C 1 -C 6 )alkyl-S(═O) n —(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 1 -C 6 )alkyl-S(═O) n -aryl, (C 1 -C 6 )alkyl-S(═O) n -heterocyclyl, (C 2 -C 6 )alkenyl-S(═O) n —(C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 2 -C 6 )alkenyl-S(═O) n -aryl, (C 2 -C 6 )alkenyl-S(═O) n -heterocyclyl,
wherein n=0, 1, or 2, and
wherein each said alkyl and alkenyl may be substituted with one or more substituents selected from the group consisting of F, Cl, Br, I, CN, OH, oxo, NO 2 , NH 2 , NH(C 1 -C 3 )alkyl, N((C 1 -C 3 )alkyl) 2 , O(C 1 -C 6 )alkyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, and (C 3 -C 6 )cycloalkyl and
wherein each said aryl and heterocyclyl may be substituted with one or more substituents selected from the group consisting of (C 1 -C 3 )alkyl, F, Cl, Br, I, CN, OH, oxo, NO 2 , NH 2 , NH(C 1 -C 3 )alkyl, N((C 1 -C 3 )alkyl) 2 , O(C 1 -C 6 )alkyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, and (C 3 -C 6 )cycloalkyl; and
N-oxides, agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, isotopes, resolved stereoisomers, tautomers, pro-insecticides, of the molecules of Formula One,
with the proviso that the following molecule is excluded
2 . A molecule according to claim 1 wherein said molecule has a structure according to Formula Two
3 . A molecule according to claim 1 wherein R 1 is selected from the group consisting of H, F, Cl, Br, SF 5 , and CF 3 .
4 . A molecule according to claim 1 wherein R 2 is selected from the group consisting of H, F, Cl, Br, SF 5 , and CF 3 .
5 . A molecule according to claim 1 wherein R 3 is selected from the group consisting of H, F, Cl, Br, SF 5 , and CF 3 .
6 . A molecule according to claim 1 wherein R 4 is selected from the group consisting of H, F, Cl, Br, SF 5 , and CF 3 .
7 . A molecule according to claim 1 wherein R 5 is selected from the group consisting of H, F, Cl, Br, SF 5 , and CF 3 .
8 . A molecule according to claim 1 wherein at least one of R 2 , R 3 , and R 4 , is SF 5 .
9 . A molecule according to claim 1 wherein R 7 is Cl.
10 . A molecule according to claim 1 wherein R 8 is Cl.
11 . A molecule according to claim 1 wherein R 7 and R 8 are not the same substituent.
12 . A molecule according to claim 1 wherein Q 1 is O.
13 . A molecule according to claim 1 wherein Q 2 is O.
14 . A molecule according to claim 1 wherein R 10 is H.
15 . A molecule according to claim 1 wherein R 11 is H.
16 . A molecule according to claim 1 wherein R 12 is selected from the group consisting of H, F, Cl, CH 3 , and CF 3 .
17 . A molecule according to claim 1 wherein R 13 is selected from the group consisting of F, Cl, CH 3 , and OCH 3 .
18 . A molecule according to claim 1 wherein R 14 is selected from the group consisting of H, F, and Cl.
19 . A molecule according to claim 1 wherein R 15 is H.
20 . A molecule according to claim 1 wherein:
(a) R 16 , R 18 , R 19 , and R 20 are independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NH 2 , OH, SF 5 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, (C 2 -C 3 )alkenyl, and (C 2 -C 3 )haloalkenyl, and R 17 is N(R 21 )C(═O)(R 22 ); or
(b) R 16 , R 17 , R 19 , and R 20 are independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NH 2 , OH, SF 5 , (C 1 -C 3 )alkyl, (C 1 -C 3 )haloalkyl, (C 2 -C 3 )alkenyl, and (C 2 -C 3 )haloalkenyl, and R 18 is N(R 21 )C(═O)(R 22 ).
21 . A molecule according to claim 1 wherein R 21 is H.
22 . A molecule according to claim 1 wherein R 22 is selected from the group consisting of (C 1 -C 6 )alkyl-S(═O) n —(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 1 -C 6 )alkyl-S(═O) n -aryl, (C 1 -C 6 )alkyl-S(═O) n -heterocyclyl, wherein n=0, 1, or 2, and wherein each said alkyl and alkenyl may be substituted with one or more substituents selected from the group consisting of F, C, Br, I, CN, OH, oxo, NO 2 , NH 2 , NH(C 1 -C 3 )alkyl, N((C 1 -C 3 )alkyl) 2 , O(C 1 -C 6 )alkyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, and (C 3 -C 6 )cycloalkyl and wherein each said aryl and heterocyclyl may be substituted with one or more substituents selected from the group consisting of (C 1 -C 3 )alkyl, F, Cl, Br, I, CN, OH, oxo, NO 2 , NH 2 , NH(C 1 -C 3 )alkyl, N((C 1 -C 3 )alkyl) 2 , O(C 1 -C 6 )alkyl, (C 1 -C 3 )alkylO(C 1 -C 3 )alkyl, and (C 3 -C 6 )cycloalkyl.
23 . A molecule according to claim 1 wherein R 22 is selected from the group consisting of (C 1 -C 6 )alkyl-S(═O) n —(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 1 -C 6 )alkyl-S(═O) n -phenyl, (C 1 -C 6 )alkyl-S(═O) n -pyridyl, wherein n=0, 1, or 2, and wherein each said alkyl and alkenyl may be substituted with one or more substituents selected from the group consisting of F, Cl, Br, and I, and wherein each said phenyl and pyridyl may be substituted with one or more substituents selected from the group consisting of F, Cl, Br, and I.
24 . A molecule according to claim 1 wherein:
R 1 is H;
R 2 is selected from the group consisting of H, F, C, and CF 3 ;
R 3 is selected from the group consisting of H, F, and Cl;
R 4 is selected from the group consisting of H, F, C, and CF 3 ;
R 5 is H;
R 7 is Cl;
R 8 is Cl;
Q 1 is O;
Q 2 is O;
R 10 is H;
R 11 is H;
R 12 is H;
R 13 is Cl;
R 14 is H;
R 15 is H;
R 16 is F;
R 17 is N(R 21 )C(═O)(R 22 );
R 18 is F;
R 19 is H;
R 20 is H;
R 21 is H; and
R 22 is selected from the group consisting of (C 1 -C 6 )alkyl-S(═O) n —(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 1 -C 6 )alkyl-S(═O) n -phenyl, (C 1 -C 6 )alkyl-S(═O) n -pyridyl,
wherein n=0, 1, or 2,
wherein each said alkyl, alkenyl, phenyl, and pyridyl may be substituted with one or more substituents selected from the group consisting of F and Cl.
25 . A molecule according to claim 1 wherein:
R 1 is H;
R 2 is selected from the group consisting of H, F, C, and CF 3 ;
R 3 is selected from the group consisting of H, F, and Cl;
R 4 is selected from the group consisting of H, F, C, and CF 3 ;
R 5 is H;
R 7 is Cl;
R 8 is Cl;
Q 1 is O;
Q 2 is O;
R 10 is H;
R 11 is H;
R 12 is H;
R 13 is Cl;
R 14 is H;
R 15 is H;
R 16 is F;
R 17 is H;
R 18 is N(R 21 )C(═O)(R 22 );
R 19 is H;
R 20 is H;
R 21 is H; and
R 22 is selected from the group consisting of (C 1 -C 6 )alkyl-S(═O) n —(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl-S(═O) n —(C 2 -C 6 )alkenyl, (C 1 -C 6 )alkyl-S(═O) n -phenyl, (C 1 -C 6 )alkyl-S(═O) n -pyridyl,
wherein n=0, 1, or 2,
wherein each said alkyl, alkenyl, phenyl, and pyridyl may be substituted with one or more substituents selected from the group consisting of F and Cl.
26 . A molecule according to claim 1 wherein said molecule is selected from Table 2
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
27 . A composition comprising a molecule according to claim 26 further comprising a carrier.
28 . A composition comprising a molecule according to claim 1 further comprising a carrier.
29 . A composition according to claim 27 further comprising an active ingredient.
30 . A composition according to claim 28 further comprising an active ingredient.
31 . A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a composition according claim 27 .
32 . A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a composition according claim 28 .
33 . A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a composition according claim 29 .
34 . A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a composition according claim 30 .