3-halo-(arly)-4-iminotetrahydropicolinates and their use as herbicides

• US 8,598,086 B2
• Filed: 06/07/2010
• Issued: 12/03/2013
• Est. Priority Date: 06/08/2009
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Renga, James M., Schmitzer, Paul R., Whiteker, Gregory T., Arndt, Kim E., Niyaz, Noormohamed M., Lowe, Christian T.
• Primary Examiner(s): Oswecki, Jane C
• Application Number:
  US12/795,416
• Publication Number:
  US 20100311594A1
• Time in Patent Office: 1,275 Days
• Field of Search: 504/244, 504/260, 514/183, 514/277, 514/352, 514/354, 546/1, 546/304, 546/310
• US Class Current: 504/244
• CPC Class Codes: C07D 211/84 with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms

Abstract

3-Halo-6-(aryl)-4-iminotetrahydropicolinic acids having mono-, di- tri- and tetra-substituted aryl substituents in the 6-position, and their acid derivatives, are herbicides demonstrating a broad spectrum of weed control.

Claims

1. A compound of the Formula I

2. The compound of claim 1, wherein W represents H or F, X represents H, F or C₁-C₄ alkoxy, Y represents Cl and Z represents H.

3. An herbicidal composition comprising an herbicidally effective amount of a compound as claimed in claim 1, in admixture with an agriculturally acceptable adjuvant or carrier.

4. A method of controlling undesirable vegetation which comprises contacting the vegetation or locus thereof with or applying to soil to prevent the emergence of vegetation an herbicidally effective amount of a compound of claim 1.

5. The compound of claim 1, wherein R is —

OS(O)₂CH₃.

6. The compound of claim 1, wherein R is —

OC(O)CH₃.

7. The compound of claim 1, wherein Z is H.

8. The compound of claim 1, wherein W is F, X is methoxy, Y is Cl, and Z is H.

9. The compound of claim 1, which R^A is methyl or ethyl.

10. The compound of claim 1, wherein the compound is:

11. The compound of claim 1, wherein the compound is:

12. The compound of claim 1, wherein the compound is:

13. The compound of claim 1, wherein the compound is:

14. The composition of claim 3, wherein W represents H or F, X represents H, F or C₁-C₄ alkoxy, Y represents Cl and Z represents H.

15. The composition of claim 3, wherein the compound is:

16. The method of claim 4, wherein W represents H or F, X represents H, F or C₁-C₄ alkoxy, Y represents Cl and Z represents H.

17. The method of claim 4, wherein the compound is:

18. The method of claim 4, wherein the undesirable vegetation is pigweed, sunflower, ivyleaf morningglory, wild oat, giant foxtail, lambsquarters, bindweed, velvetleaf, or barnyardgrass.

19. The method of claim 4, wherein the contacting is performed pre-emergently.

20. The method of claim 4, wherein the contacting is performed post-emergently.