Arylalkyl esters of 4-amino-6-(substituted phenyl)-picolinates and 6-amino-2-(substituted phenyl)-pyrimidinecarboxylates and their use as selective herbicides for crops

• US 8,883,688 B2
• Filed: 01/24/2012
• Issued: 11/11/2014
• Est. Priority Date: 01/25/2011
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Yerkes, Carla N., Lowe, Christian T., Eckelbarger, Joseph D., Epp, Jeffrey B., Guenthenspberger, Katherine A., Siddall, Thomas L., Schmitzer, Paul R.
• Primary Examiner(s): RAO, DEEPAK R
• Application Number:
  US13/356,668
• Publication Number:
  US 20120190551A1
• Time in Patent Office: 1,022 Days
• Field of Search: 546/311, 504/260
• US Class Current: 504/260
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: C07D 213/73 Unsubstituted amino or imino radicals
• CPC Class Codes: C07D 213/79 Acids; Esters
• CPC Class Codes: C07D 239/34 One oxygen atom
• CPC Class Codes: C07D 239/42 One nitrogen atom nitro radicals C07D239/30
• CPC Class Codes: C07D 239/47 One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
• CPC Class Codes: C07D 405/12 linked by a chain containing hetero atoms as chain links

Abstract

Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.

Claims

1. A compound of Formula IB:

2. The compound of claim 1 in which X represents H.

3. The compound of claim 1 in which X represents F.

4. The compound of claim 1 in which Y represents substituted phenyl.

5. The compound of claim 1 in which Z represents Cl.

6. The compound of claim 1 in which R¹ and R² represent H.

7. The compound of claim 1 in which R³ represents a benzyl.

8. The compound of claim 1 in which R³ represents an unsubstituted or ortho-, meta- or para-monosubstituted benzyl.

9. An herbicidal composition comprising an herbicidally effective amount of a compound of Formula IB, according to claim 1, in a mixture with an agriculturally acceptable adjuvant or carrier.

10. A method of controlling undesirable vegetation which comprises contacting the vegetation via foliar or water application or the locus thereof with or applying to the soil or water to prevent the emergence of vegetation an herbicidally effective amount of a compound of Formula IB, according to claim 1.

11. A method for the selective postemergent control of undesirable vegetation in the presence of rice, wheat or forage which comprises applying to said undesirable vegetation an herbicidally effective amount of a compound of Formula IB, according to claim 1, or an herbicidal composition thereof.