Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto

A molecule having the following formula

• wherein:
• (A) Ar1 is selected from
• (1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or
• (2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,
• wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, OSO2—(C1-C8)alkyl, C(O)-NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy,
• wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy;
• (B) Het is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen, and where Ar1 and Ar2 are not ortho to each other (but may be mew or para, such as, for a five-membered ring they are 1,3 and for a 6-membered ring they are either 1,3 or 1,4) and where said heterocyclic ring may also be substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, (C1-C8)alkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, OSO2—(C1-C8)alkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl-C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy,
• wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy;
• (C) Ar2 is selected from
• (1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or
• (2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,
• wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO2, NRxRy, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyk (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, OSO2—(C1-C8)alkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy,
• wherein each alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy;
• (D) L is linker selected from
• (1) a saturated or unsaturated, substituted or unsubstituted, linear (C1-C4)hydrocarbyl linker, and
• (2) a saturated or unsaturated, substituted or unsubstituted, cyclic (C3-C8)hydrocarbyl group linker,
• wherein each of said linkers connects Ar2 to —NH— and
• wherein said substituted linear (C1-C4)hydrocarbyl linker and substituted cyclic (C3-C8)hydrocarbyl linker has one or more substituents independently selected from R8, R9, R10, R11, and R12, wherein each R8, R9, R10, R11, and R12, is selected from F, Cl, Br, I, CN, oxo, (C1-C6)alkyl, (C2-C6)alkenyl, (C2-C6)haloalkenyl, (C2-C6)alkynyl, (C1-C6)haloalkyl, (C3-C6)cycloalkyl, (C3-C6)cycloalkenyl, (C3-C6)halocycloalkyl, (C1-C6)alkoxy, (C1-C6)haloalkoxy, or phenyl;
• (H) R3 is selected from the group consisting of (C3-C8)cycloalkyl, phenyl, (C1-C8)alkylphenyl, (C1-C8)alkyl-O-phenyl, (C2-C8)alkenyl-O-phenyl, (Het-1), (C1-C8)alkyl-(Het-1), and (C1-C8)alkyl-O-(Het-1),
• wherein each alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, NRxRy, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)H, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C5)cycloalkyl, C(O)O—(C1-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, O—(C1-C8)alkyl, S—(C1-C8)alkyl, (C1-C8)alkyl-O—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, phenoxy, and (Het-1),
• (J) R5, R6, and R7 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, OH, SH, NO2, NRxRy, oxo, thioxo, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(C1-C8 alkyl), S(C1-C8 haloalkyl), S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)H, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and (Het-1);
• (K) Rx and Ry are each independently selected from the group consisting of H, (C1-C8)alkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, OSO2—(C1-C8)alkyl, C(O)H, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl-C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and (C1-C8)alkylphenyl,
• wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and alkylphenyl may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)H, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and (Het-1);
• (L) (Het-1) is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur or oxygen,
• wherein said heterocyclic ring may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, oxo, (C1-C8)alkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, OSO2—(C1-C8)alkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy,
• wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO2, (C1-C8)alkyl, (C1-C8)haloalkyl, (C3-C8)cycloalkyl, (C1-C8)alkoxy, (C1-C8)haloalkoxy, (C2-C8)alkenyl, (C2-C8)alkynyl, S(O)n—(C1-C8)alkyl, S(O)n—(C1-C8)haloalkyl, OSO2—(C1-C8)alkyl, OSO2—(C1-C8)haloalkyl, C(O)—NRxRy, (C1-C8)alkyl-NRxRy, C(O)—(C1-C8)alkyl, C(O)O—(C1-C8)alkyl, C(O)—(C1-C8)haloalkyl, C(O)O—(C1-C8)haloalkyl, C(O)—(C3-C8)cycloalkyl, C(O)O—(C3-C8)cycloalkyl, C(O)—(C2-C8)alkenyl, C(O)O—(C2-C8)alkenyl, (C1-C8)alkyl-O—(C1-C8)alkyl, (C1-C8)alkyl-S(O)n—(C1-C8)alkyl, C(O)—(C1-C8)alkyl-C(O)O—(C1-C8)alkyl, phenyl, and phenoxy;
• (M) n is each individually 0, 1, or 2;
• and
• N-oxides, agriculturally acceptable acid addition salts, salts, solvates, esters, crystal polymorphs, isotopes, and resolved stereoisomers thereof.