4-amino-6-(halo-substituted-alkyl)-picolinates and their use as herbicides

• US 9,603,364 B2
• Filed: 12/09/2014
• Issued: 03/28/2017
• Est. Priority Date: 12/12/2013
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Epp, Jeffrey B., Fischer, Lindsey G., Kister, Jeremy, Satchivi, Norbert M., Schmitzer, Paul R.
• Primary Examiner(s): REESE, HEIDI L
• Application Number:
  US14/564,192
• Publication Number:
  US 20150164074A1
• Time in Patent Office: 840 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 47/20 N-Aryl derivatives thereof
• CPC Class Codes: C07D 213/79 Acids; Esters

Abstract

Provided herein are 4-amino-6-(halo-substituted-alkyl)-picolinic acids and their derivatives, compositions comprising the acids and their derivatives, and methods of use thereof as herbicides.

Claims

1. A compound of Formula (I):

2. The compound of claim 1, wherein R₁ is difluoromethyl.

3. The compound of claim 1, wherein R₁ is 1-fluoroethyl.

4. The compound of claim 1, wherein R₃ is Cl.

5. The compound of claims 1, wherein R₄ is H and W is NH₂.

6. The compound of claim 1, wherein R₄ is CH₃ and W is NH₂.

7. The compound of claim 1, wherein R₁ is 1-fluoroethyl, R₂ is H, and R₃ is Cl.

8. The compound of claim 1, wherein R₁ is difluoromethyl, R₂ is H, and R₃ is Cl.

9. A herbicidal composition comprising the compound of claim 1 and one or more agriculturally acceptable adjuvants or carriers.

10. The composition of claim 9, further comprising a herbicide safener.

11. A method of controlling undesirable vegetation which comprises contacting undesirable vegetation or the locus thereof with or applying to the soil or water to prevent the emergence or growth of the undesirable vegetation the compound of claim 1.

12. The method of claim 11, wherein the undesirable vegetation is controlled in glyphosate tolerant crops, glufosinate tolerant crops, dicamba tolerant crops, 2,4-D tolerant crops, ALS tolerant crops, or ACCase tolerant crops.

13. The method of claim 11, wherein the undesirable vegetation is controlled in wheat.

14. The method of claim 11, wherein the undesirable vegetation is controlled in rice.

15. The method of claim 11, wherein the undesirable vegetation is controlled in corn.

16. The method of claim 11, wherein the undesirable vegetation is controlled in pasture grass.