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 having the following formula
wherein:
(A) R 1 , R 2 , R 3 , R 4 , R 5 , R 7 , R 8 , R 9 , and R 10 are each independently selected from H, F, Cl, Br, I, CN, NO 2 , OH, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and (C 3 -C 6 )cycloalkyl,
wherein each alkyl, alkenyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, are optionally substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , OH, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, and (C 3 -C 6 )cycloalkyl;
(B) R 6 is H;
(C) L is selected from
(1) a bond connecting nitrogen to carbon in the ring, and
(2) a (C 1 -C 4 )alkyl wherein said alkyl is optionally substituted with one or more substituents independently selected from F, Cl, CN, OH, and oxo;
(D) R 11 is selected from the group consisting of H, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkenyloxy, (C 2 -C 4 )alkynyl, (C 2 -C 4 )alkynyloxy, (C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkoxy, (C1-C4)haloalkoxy, (C 3 -C 6 )cycloalkyl, (C 3 -C 6 )cycloalkoxy, (C 3 -C 6 )cycloalkenyl, (C 3 -C 6 )cycloalkenyloxy, ((C 1 -C 4 )alkyl)((C 3 -C 6 )cycloalkyl), C(O)((C 1 -C 4 )alkyl), ((C 1 -C 4 )alkyl)C(O)((C 1 -C 4 )alkyl), ((C 1 -C 4 )alkyl)C(O)O((C 1 -C 4 )alkyl), and C(S)NH 2 ,
wherein each alkyl, alkenyl, alkenyloxy, alkynyl, alkynyloxy, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, cycloalkoxy, cycloalkenyl, and cycloalkenyloxy, are optionally substituted with one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , OH, and oxo;
(E) R 12 and R 13 are (G) or each independently selected from the group consisting of H, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, ((C 1 -C 4 )alkyl)((C 3 -C 6 )cycloalkyl), (C 1 -C 4 )alkylphenyl, (C 1 -C 4 )alkylheterocyclyl, ((C 1 -C 4 )alkyl)C(O)((C 1 -C 4 )alkyl), and ((C 1 -C 4 )alkyl)C(O)O((C 1 -C 4 )alkyl),
wherein each alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, phenyl, and heterocyclyl is optionally substituted with one or more substituents independently selected from the group consisting of F, Cl, CN, OH, and oxo;
(F) R 14 , R 15 , R 16 , R 17 , and R 18 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , OH, (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, (C 1 -C 4 )haloalkoxy, (C 3 -C 6 )cycloalkyl, (C 3 -C 6 )cycloalkoxy, phenyl, and (C 1 -C 4 )alkylphenyl,
wherein each alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, cycloalkoxy, and phenyl is optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , and OH;
(G) R 12 and R 13 together with (NH)C x (N x ) forms a 4- to 8-membered heterocyclyl ring,
wherein said heterocyclyl ring may optionally be substituted with one or more substituents independently selected from R 19 ,
wherein R 19 is selected from the group consisting of H, F, Cl, Br, I, CN, OH, (C 1 -C 4 )alkyl, oxo, (C 1 -C 4 )alkyl, (C 2 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 1 -C 4 )haloalkyl, ((C 1 -C 4 )alkyl)((C 3 -C 6 )cycloalkyl), (C 1 -C 4 )alkylphenyl, (C 1 -C 4 )alkylheterocyclyl, ((C 1 -C 4 )alkyl)C(O)((C 1 -C 4 )alkyl), ((C 1 -C 4 )alkyl)C(O)O((C 1 -C 4 )alkyl), phenyl, and heterocyclyl,
wherein each alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, phenyl, and heterocyclyl are optionally substituted with one or more substituents independently selected from the group consisting of F, Cl, Br, I, CN, OH, and oxo; and N-oxides, agriculturally acceptable acid addition salts, solvates, crystal polymorphs, isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One.
2. A molecule according to claim 1 , wherein R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , and R 19 are each independently H.
3. A molecule according to claim 1 , wherein R 3 is CF 3 or OCF 3 .
4. A molecule according to claim 1 , wherein L is a bond connecting nitrogen to carbon in the ring.
5. A molecule according to claim 1 , wherein R 14 is H, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , CH(CH 3 ) 2 , OCH 3 , OCF 3 , phenyl, or CH 2 phenyl.
6. A molecule according to claim 1 , wherein R 15 is H or OCH 3 .
7. A molecule according to claim 1 , wherein R 16 is H, CH 3 , or OCH 3 .
8. A molecule according to claim 1 , wherein R 17 and R 18 are each independently H or CH 3 .
9. A molecule according to claim 1 , wherein R 12 and R 13 together with (NH)C x (N x ) is (1a)
wherein R 19 is selected from the group consisting of H and oxo.
10. A molecule according to claim 1 , wherein
(A) R 1 , R 2 , R 3 , R 4 , R 5 , R 7 , R 8 , R 9 , and R 10 are each independently selected from H, (C 1 -C 4 )haloalkyl, and (C 1 -C 4 )haloalkoxy;
(B) R 6 is H;
(C) L is a bond connecting nitrogen to carbon in the ring;
(D) R 11 is H;
(E) R 12 and R 3 are (G) or H;
(F) R 14 , R 15 , R 16 , R 17 , and R 18 are each independently selected from the group consisting of H, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, (C 1 -C 4 )haloalkoxy, phenyl, and (C 1 -C 4 )alkylphenyl;
(G) R 12 and R 13 together with (NH)C x (N x ) is (1a)
wherein R 19 is selected from the group consisting of H and oxo.
11. A molecule according to claim 1 , wherein
(A) R 1 , R 2 , R 3 , R 4 , R 5 , R 7 , R 8 , R 9 , and R 10 are each independently selected from H, CF 3 , and OCF 3 ;
(B) R 6 is H;
(C) L is a bond connecting nitrogen to carbon in the ring;
(D) R 11 is H;
(E) R 12 and R 13 are (G) or H;
(F) R 14 , R 15 , R 16 , R 17 , and R 18 are each independently selected from the group consisting of H, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , CH(CH 3 ) 2 , OCH 3 , OCF 3 , phenyl, and CH 2 phenyl;
(G) R 12 and R 13 together with (NH)C x (N x ) is (1a)
wherein R 19 is selected from the group consisting of H and oxo.
12. A molecule according to 1 wherein said molecule is
No.
Structure
F1
F2
F3
F4
F5
F6
F7
F8
F9
F10
F11
F12
F13
F14
F15
F16
F17
F18
F19
F20
F21
13. A molecule according to 1 wherein said molecule is
No.
Structure
P1
P2
P3
P4
P5
P6
P7
P8
P9
P10
P11
P12
P13
P14
P15
P16
P17
P18
P19
P20
P21
P22
P23
P24
P25
P26
P27
P28
P29
P30
P31
P32
P33
P34
P35
P36
14. A pesticidal composition comprising
(a) a molecule according to claim 1 and
(b) an active ingredient.
15. A process to control a pest said process comprising applying to a locus, a pesticidally effective amount of a molecule according to claim 1 .