Aryl and pyridyl amide pesticides and compositions thereof

A method of controlling and/or repelling one or more arthropods, comprising exposing said one or more arthropods to a composition containing a compound of Formula IA, IB, IC, ID, IE, IF, or IG and a carrier, wherein the compound of Formula IA, IB, IC, ID, IE, IF, or IG comprises:

• wherein,
• X is O, N, or C;
• R1 is selected from the group consisting of linear or branched C1-C6 alkyl, 5- to 7-membered heteroaryl, (5- to 7-membered heteroaryl)-C1-C3 alkyl, phenyl, benzyl, C3-C7 cycloalkyl, and 5- to 10-membered heterocyclyl, (5- to 10-membered heterocyclyl)-C1-C3 alkyl;
• wherein said heteroaryl, phenyl, benzyl, cycloalkyl, or heterocycyl is substituted with zero, one, two, three, four, or five substituents, each independently selected from the group consisting of halogen, C1-C6 alkyl, alkoxy, haloalkyl, hydroxy, haloalkoxy, cyano, —C(═O)R7, —OC(═O)R8, —NHC(═O)R9, and —NR10R11;
• where R7, R8, R9, R10, and R11 are each independently selected from the group consisting of hydrogen, C1-C6 alkyl, alkoxy, alkene, and haloalkyl;
• R2 is present or absent, and when present, is selected from the group consisting of hydrogen, linear or branched C1-C12 alkyl, alkene, —C(O)R16, —C(O)OR17, haloalkyl, C3-C7 cycloalkyl, C6-C10 aryl, (C6-C10 aryl)-C1-C3 alkyl, 5- to 10-membered heterocyclyl, and (5- to 10-membered heterocyclyl)-C1-C3 alkyl, wherein R16 and R17 are each independently selected from the group consisting of hydrogen, linear or branched C1-C12 alkyl, and alkene;
• and said C6-C10 aryl or (C6-C10 aryl)-C1-C3 alkyl is substituted with zero, one or two substituents, each independently selected from the group consisting of halogen, C1-C6 alkyl, alkylalkoxy, and haloalkyl;
• R3 is selected from the group consisting of C1-C12 alkyl, haloalkyl, alkoxy, haloalkoxy alkene, cyano, alkyl-haloalkoxy, NR21R22, haloalkyl-haloalkoxy, cyano-alkyl, (C3-C7 cycloalkyl)-alkyl, C3-C7 cycloalkyl, (C6-C10 aryl)-C1-C3 alkyl, phenyl,
• and where R18, R19, R20, R21, and R22 are each independently selected from the group consisting of cyano, C1-C3 alkyl, C2-C8 alkyne, halogen, haloalkyl, hydrogen, and phenyl, wherein said phenyl is substituted zero, one, two, or three times with halogen;
• wherein said “alkyl” in cyano-alkyl is substituted with halogen or not substituted;
• 0-3 carbons in said “haloalkyl” is are replaced with S;
• and
• said cycloalkyl, phenyl, (C6-C10 aryl)-C1-C3 alkyl, or (C3-C7 cycloalkyl)-alkyl is substituted with zero, one, two, three, four, or five substituents, each independently selected from the group consisting of alkene, haloalkyl, and halogen;
• and
• wherein the “alkyl” in (C3-C7 cycloalkyl)-alkyl or (C6-C10 aryl)-C1-C3 alkyl is substituted zero, one, two, or three times, in each instance, with linear or branched C1-C3 alkyl, sulfur, oxygen, or halogen;
• R4 is selected from the group consisting of hydrogen, C1-C6 alkyl, haloalkyl, alkene, alkyne, hydroxy, alkoxy, haloalkoxy, and NR24R25, wherein R24 and R25 are each independently selected from the group consisting of hydrogen, halogen, haloalkyl, and C1-C3 alkyl;
• R6 and R5 are each independently selected from the group consisting of hydrogen, hydroxy, haloalkyl, halogen, and C1-C3 alkyl;
• or,
• R6 and R5, together with the carbon to which each is attached, form a C3-C7 cycloalkyl or a C5-C10 heterocycyl;
• R12 is hydrogen or linear or branched C1-C12 alkyl;
• R13 and R14 are each independently selected from the group consisting of hydrogen, linear or branched C1-C3 alkyl, haloalkyl, alkyl, alkene, —C(═O)R26, where R26 is selected from the group consisting of 5- or 6-membered heterocyclyl, phenyl, hydrogen, and C1-C3 alkyl, wherein said heterocyclyl or phenyl is substituted with zero, one or two substituents each independently selected from the group consisting of halogen, haloalkyl, and linear or branched C1-C3 alkyl;
• or,
• wherein R13 and R14, together with the nitrogen to which they are attached, form a 5 to 10-membered heterocyclyl or C6-C10 heteroaryl;
• and
• n is 0 or 1.