Ortho-heterocyclic substituted aryl amides for controlling invertebrate pests

• US 7,629,463 B2
• Filed: 12/19/2007
• Issued: 12/08/2009
• Est. Priority Date: 08/15/2001
• Status: Expired due to Fees

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Stevenson, Thomas Martin, Finkelstein, Bruce Lawrence, Selby, Thomas Paul, Clark, David Alan, Lahm, George Philip
• Primary Examiner(s): Anderson; Rebecca L
• Assistant Examiner(s): JACKSON, SHAWQUIA
• Application Number:
  US12/004,395
• Publication Number:
  US 20080132524A1
• Time in Patent Office: 720 Days
• Field of Search: 544/333
• US Class Current: 544/333
• CPC Class Codes: A01N 43/56 1,2-Diazoles; Hydrogenated 1,2-diazoles
• CPC Class Codes: A01N 43/76 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 413/14 containing three or more hetero rings

Abstract

This invention pertains to compounds of Formula I, their N-oxides and suitable salts

wherein A is O or S; G is a 5- or 6-membered heteroaromatic ring or a 5- or 6-membered nonaromatic heterocyclic ring optionally including one or two ring members selected from the group consisting of C(═O), SO or S(O)₂, each ring optionally substituted with from one to four R²; each J is independently a phenyl ring, a 5- or 6-membered heteroaromatic ring or an aromatic 8-, 9- or 10-membered fused carbobicyclic or heterobicyclic ring system, wherein each ring or ring system is optionally substituted with from one to four R³; and R¹, R², R³, R⁴ and n are as defined in the disclosure. A composition comprising a compound of Formula I, and a method for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of Formula I are also disclosed.

Claims

1. A compound of Formula I, an N-oxide or salt thereof

2. The compound of claim 1 wherein

A is O;

G is selected from the group consisting of G-7 and G-43, each G optionally substituted with from one to four R²

3. The compound of claim 2 wherein

R¹ is H or C₂-C₆ alkyl;

and

n is 1 or 2.

4. The compound of claim 3 wherein

R¹ is H;

one R⁴ is attached to remainder of Formula I at the 2-position of the phenyl ring ortho to the NR¹C(═

A)J moiety and is selected from the group consisting of C₁-C₃ alkyl, CF₃, OCF₃, OCHF₂, S(O)_pCF₃, S(O)CHF₂ and halogen and optionally a second R⁴ is attached at the 4-position of the phenyl ring para to the NR¹C(═

A)J moiety and is selected from the group consisting of halogen, C₁-C₃ alkyl and C₁-C₃ haloalkyl; and

p is 0, 1 or 2.

5. The compound of claim 4 wherein

R³ is H, C₁-C₄ alkyl, C₁-C₄ haloalkyl, or

6. The compound of claim 5 wherein

R⁵ is H, C₁-C₄ alkyl, C₁-C₄ haloalkyl, halogen or CN;

R⁶ is H, CH₃, CF₃, OCH₂CF₃, OCHF₂ or halogen; and

R⁷ is CH₂CF₃, CHF₂ or CF₃.

7. The compound of claim 6 wherein J substituted with R³ and optionally substituted with R⁶ is J-5;

R⁵ is Cl or Br; and

R⁶ is halogen, OCH₂CF₃, OCHF₂ or CF₃.

8. A composition for controlling an invertebrate pest comprising a biologically effective amount of a compound of claim 1 and at least one additional component selected from the group consisting of surfactants, solid diluents and liquid diluents.

9. The composition of claim 8 which further comprises at least one additional compound or agent for controlling an invertebrate pest.