| abstract |
Claim 1: Compounds of 4-amino-6-(4-substituted phenyl)-picolinates and 6-amino-2-(4-substituted phenyl)-pyrimidine-4-carboxylates characterized by having the formula (1), where X is CH, CF, CCl, or CCH₃; R¹ is OR¹', where R¹' is H, C₁₋₈ alkyl, or C₇₋₁₀ arylalkyl; R² is halogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₁₋₄ alkoxy, or C₁₋₄ haloalkoxy; R³ and R⁴ are each independently hydrogen, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₃₋₆ alkenyl, C₃₋₆ haloalkenyl, C₃₋₆ alkynyl, hydroxy, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, formyl, (C₁₋₃ alkyl)carbonyl, (C₁₋₃ haloalkyl)carbonyl, (C₁₋₆ alkoxy)carbonyl, (C₁₋₆ alkyl)carbamyl, C₁₋₆ alkylsulfonyl, tri(C₁₋₆ alkyl)silyl, di( C₁₋₆ alkyl)phosphonyl, or R³ and R⁴ together with the nitrogen atom to which they are attached form a 5- or 6-membered saturated ring, or R³ and R⁴ taken together represent =CR³’R⁴’, where R³’ and R⁴' are each independently hydrogen, C₁₋₆ alkyl, C₃₋₆ alkenyl, C₃₋₆ alkynyl, C₁₋₆ alkoxy, or C₁₋₆ alkylamino, or R³' and R⁴' together with the carbon atom to which they are attached they form a 5- or 6-membered saturated ring; and Ar is Ar¹ of formula (2), where X¹ is H, F, Br, I, ethynyl, haloethynyl, CF₂H, OCF₂H, OCF₃, CN, CONH₂, CO₂H, CO₂CH₃, or NO₂; provided that: i) X¹ is not H, F, OCF₃, or CN, when R² is Cl and X is CH; ii) X¹ is not F, I, CN, or ethynyl, when R² is OCH₃ and X is CF; and iii) X¹ is not H, when X is CCl; or an agriculturally acceptable N-oxide salt thereof. |