4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides

A compound of the Formula (I):

• wherein
• X is N or CY, wherein Y is hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxy, C1-C3 alkylthio or C1-C3 haloalkylthio;
• R1 is OR1′ or NR1″R1′″, wherein R1′ is hydrogen, C1-C8 alkyl, or C7-C10 arylalkyl, and R1″ and R1′″ are independently hydrogen, C1-C12 alkyl, C3-C12 alkenyl, or C3-C12 alkynyl;
• R2 is halogen, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, amino, C1-C4 alkylamino, C2-C4 haloalkylamino, formyl, C1-C3 alkylcarbonyl, C1-C3 haloalkylcarbonyl, cyano, or a group of the formula, —CR17═CR18—SiR19R20R21, wherein R17 is hydrogen, F, or Cl;
• R18 is hydrogen, F, Cl, C1-C4 alkyl, or C1-C4 haloalkyl;
• and R19, R20, and R21 are independently C1-C10 alkyl, C3-C6 cycloalkyl, phenyl, substituted phenyl, C1-C10 alkoxy, or OH;
• R3 and R4 are independently hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl, formyl, C1-C3 alkylcarbonyl, C1-C3 haloalkylcarbonyl, C1-C6 alkoxycarbonyl, C1-C6 alkylcarbamyl, C1-C6 alkylsulfonyl, C1-C6 trialkylsilyl, C1-C6 dialkylphosphonyl, or R3 and R4 taken together with N is a 5- or 6-membered saturated ring, or R3 and R4 taken together represent ═CR3′(R4′), wherein R3′ and R4′ are independently hydrogen, C1-C6 alkyl, C3-C6 alkenyl, C3-C6 alkynyl, C1-C6 alkoxy or C1-C6 alkylamino, or, R3′ and R4′ taken together with ═C represent a 5- or 6-membered saturated ring;
• A is one of groups Ar1 to Ar24:
• R5 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 haloalkylthio, amino, C1-C4 alkylamino, or C2-C4 haloalkylamino.
• R6 is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 haloalkylthio, amino, C1-C4 alkylamino, or C2-C4 haloalkylamino;
• R6′ is hydrogen or halogen;
• R6″ is hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, cyclopropyl, halocyclopropyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkylthio, C1-C3 haloalkylthio, amino, C1-C4 alkylamino, C2-C4 haloalkylamino, CN or NO2;
• R7 and R7′ are independently hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, or C1-C3 alkoxy;
• R8 and R8′ are independently hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, or C1-C3 alkoxy;
• R9, R9′, R9″ and R9′″ are independently hydrogen, halogen, C1-C4 alkyl, C1-C4 haloalkyl, or C1-C3 alkoxy;
• R10 is hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C3-C6 alkenyl, C3-C6 haloalkenyl, C3-C6 alkynyl, formyl, C1-C3 alkylcarbonyl, C1-C3 haloalkylcarbonyl, or C1-C6 trialkylsilyl;
• or an N-oxide or an agriculturally acceptable salt thereof;
• provided A is not