Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
View Patent ↗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 , and R 12 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;
(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) R 13 and R 14 are each Independently selected from the group consisting of H, CHO, (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, (C 3 -C 8 )cycloalkyl, (C 1 -C 4 )alkyl phenyl, (C 1 -C 4 )alkyl pyridyl, pyridyl, CH═NO(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylCH═NO(C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkylNH(C 1 -C 4 )haloalkyl, (C 1 -C 4 )alkylN((C 1 -C 4 )alkyl)(C 1 -C 4 )haloalkyl, thietanyl, thietanyl-oxide, and thietanyl-dioxide, wherein each alkyl, alkenyl, haloalkyl, alkoxy, haloalkoxy, cycloalkyl, phenyl, pyridyl, thietanyl, thietanyl-oxide, and thietanyl-dioxide may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, Br, I, CN, OH, (C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxy;
(H) R 13 or R 14 can optionally be CHN((C 1 -C 4 )alkyl) 2 connected to the nitrogen by a double bond;
(I) R 13 and R 14 together can optionally form a 2- to 6-membered saturated, hydrocarbyl link, which may contain one or more heteroatoms selected from the group consisting of nitrogen, sulfur, and oxygen,
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;
(J) Q Is selected from the group consisting of O and S; and
agriculturally acceptable acid addition salts, salt derivatives, solvates, ester derivatives, crystal polymorphs, Isotopes, resolved stereoisomers, and tautomers, of the molecules of Formula One.
2. A molecule according to claim 1 wherein R 1 , R 3 , R 4 , R 5 , R 6 , R 9 , R 11 , R 12 , R 13 , and R 14 are H.
3. A molecule according to claim 1 wherein R 2 is Cl, Br, or CH 3 .
4. A molecule according to claim 1 wherein R 3 is F, Cl, or Br.
5. A molecule according to claim 1 wherein R 4 is Cl, Br, or CH 3 .
6. A molecule according to claim 1 wherein R 2 , R 3 , and R 4 are Cl.
7. A molecule according to claim 1 wherein R 7 is CF 3 .
8. A molecule according to claim 1 wherein R 10 is Br, CH 3 , or CF 3 .
9. A molecule according to claim 1 wherein R 13 and R 14 are H, CHO, CH 3 , CH 2 CF 3 , CH(CH 3 )CF 3 , cyclopropyl, cyclobutyl, cyclohexyl, CH(CH 3 )phenyl, CH 2 pyridyl, pyridyl, and CH═NOCH 3 , wherein said cyclohexyl and phenyl may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, CH 3 , and OCH 3 .
10. A molecule according to claim 1 wherein R 13 or R 14 are CHN(CH 3 ) 2 connected to the nitrogen by a double bond.
11. A molecule according to claim 1 wherein Q is O.
12. A molecule according to claim 1 wherein
(A) R 1 , R 5 , R 6 , R 11 , and R 12 are H;
(B) R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, F, Cl, Br, and (C 1 -C 4 )alkyl;
(C) R 7 is (C 1 -C 6 )haloalkyl;
(D) R 9 is H;
(E) R 10 is selected from the group consisting of Br, (C 1 -C 4 )alkyl, and (C 1 -C 4 )haloalkyl;
(G) R 13 and R 14 are each Independently selected from the group consisting of H, CHO, (C 1 -C 4 )alkyl, (C 1 -C 4 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 4 )alkyl phenyl, (C 1 -C 4 )alkyl pyridyl, pyridyl, and CH═NO(C 1 -C 4 )alkyl,
wherein each alkyl, haloalkyl, cycloalkyl, phenyl, and pyridyl may optionally be substituted with one or more substituents Independently selected from the group consisting of F, Cl, (C 1 -C 4 )alkyl, and (C 1 -C 4 )alkoxy;
(H) R 13 or R 14 can optionally be CHN((C 1 -C 4 )alkyl) 2 connected the nitrogen by a double bond;
(I) R 13 and R 14 together can optionally form a 2- to 6-membered saturated, hydrocarbyl link,
wherein said hydrocarbyl link may optionally be substituted with one or more aid substituents Independently selected from the group consisting of F, Cl, Br, I, and CN; and
(J) Q Is selected from the group consisting of O and S.
13. A molecule according to claim 1 wherein said molecule Is selected from one of the following
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
F51
F52
F61
F62
F63
14. A molecule according to claim 1 wherein said molecule Is selected from one of the following
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
15. A pesticidal composition comprising a molecule according to claim 1 further comprising one or more active Ingredients.
16. A pesticidal composition according to claim 15 wherein said active Ingredient Is from AIGA.
17. A pesticidal composition according to claim 15 wherein said active Ingredient Is selected from the group consisting of 1,3-dichloropropene, chlorpyrifos, chlorpyrifos-methyl, hexaflumuron, methoxyfenozide, noviflumuron, spinetoram, spinosad, sulfoxaflor, and sulfuryl fluoride.
18. A pesticidal composition comprising a molecule according to claim 1 and a seed.
19. A process to control a pest, wherein said process comprising applying to a locus, a pesticidally effective amount of a pesticidal omposition wherein said pesticidal composition comprises a molecule according to claim 1 .