HERBICIDAL MIXTURES

• US 20100285959A1
• Filed: 04/10/2007
• Published: 11/11/2010
• Est. Priority Date: 04/10/2006
• Status: Abandoned Application

• Current Assignee: David William Saunders, Edison Hidalgo, Gregory Russell Armel, Josephine Cecilia Cotterman, Leslie Lloyd, Mark S. Casini, Michael L. Link, Patrick Lee Rardon, Stephen Douglas Strachan
• Original Assignee: David William Saunders, Edison Hidalgo, Gregory Russell Armel, Josephine Cecilia Cotterman, Leslie Lloyd, Mark S. Casini, Michael L. Link, Patrick Lee Rardon, Stephen Douglas Strachan
• Inventors: Strachan, Stephen Douglas, Saunders, David William, Casini, Mark S., Rardon, Patrick Lee, Lloyd, Leslie, Link, Michael L., Cotterman, Josephine Cecilia, Armel, Gregory Russell, Hidalgo, Edison
• Application Number:
  US12/296,474
• Publication Number:
  US 20100285959A1
• Time in Patent Office: Days
• US Class Current: 504/105
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 31/02 Acyclic compounds
• CPC Class Codes: A01N 33/22 having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
• CPC Class Codes: A01N 37/22 the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
• CPC Class Codes: A01N 37/48 Nitro-carboxylic acids; Derivatives thereof
• CPC Class Codes: A01N 39/04 Aryloxy-acetic acids; Derivatives thereof
• CPC Class Codes: A01N 43/16 with oxygen as the ring hetero atom
• 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: A01N 43/70 Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
• CPC Class Codes: A01N 43/76 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 43/84 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 47/30 Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
• CPC Class Codes: A01N 47/34 containing the groups , e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
• CPC Class Codes: A01N 47/36 containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals

Abstract

Disclosed is a herbicidal mixture comprising (a) at least one herbicide compound selected from the pyrimidines of Formula 1, including all geometric and stereoisomers, N-oxides, and salts thereof:

wherein

• • R¹ is cyclopropyl, 4-Br-phenyl or 4-Cl-phenyl;
  • X is Cl or Br;
  • R² is H, C₁-C₁₄ alkyl, C₂-C₁₄ alkoxyalkyl, C₃-C₁₄ alkoxyalkoxyalkyl, C₂-C₁₄ hydroxyalkyl or benzyl; and
  • (b) at least one additional herbicide or herbicide safener compound selected from the group consisting of (b1) ACCase inhibitors, (b2) AHAS inhibitors, (b3) photosystem II inhibitors, (b4) photosystem I electron diverters, (b5) PPO inhibitors, (b6) EPSP synthase inhibitors, (b7) GS inhibitors, (b8) VLCFA inhibitors, (b9) auxin mimics, (b10) auxin transport inhibitors, (b11) other herbicides selected from the group consisting of flamprop-M-methyl, flamprop-M-isopropyl, difenzoquat, DSMA, MSMA, bromobutide, flurenol, cinmethylin, cumyluron, dazomet, dymron, methyldymron, etobenzanid, fosamine-ammonium, isoxaflutole, asulam, clomazone, mesotrione, metam, oxaziclomefone, oleic acid, pelargonic acid and pyributicarb, (b12) herbicide safeners selected from the group consisting of benoxacor, 1-bromo-4-[(chloromethyl)sulfonyl]benzene, cloquintocet-mexyl, cyometrinil, dichlormid, 2-(dichloromethyl)-2-methyl-1,3-dioxolane, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen-ethyl, mefenpyr-diethyl, methoxyphenone, naphthalic anhydride and oxabetrinil, and their salts. Also disclosed is a method for controlling the growth of undesired vegetation comprising contacting the vegetation or its environment with a herbicidally effective amount of a mixture of the invention (e.g., as a composition described herein).

Claims

1. A mixture comprising (a) at least one herbicidal compound selected from the pyrimidines of Formula 1, including all geometric and stereoisomers, N-oxides, and salts thereof,

2. The mixture of claim 1 wherein

R² is H or C₁-C₂ alkyl.

3. The mixture of claim 1 wherein

R² is C₅-C₈ alkyl, C₅-C₈ alkoxyalkyl, C₅-C₈ alkoxyalkoxyalkyl or C₅-C₈ hydroxyalkyl.

4. The mixture of claim 1 wherein the pyrimidine compound of Formula 1 and its salts is selected from the group consisting of:

6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid,

methyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

ethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylic acid,

methyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate,

ethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate,

6-amino-5-chloro-2-(4-chlorophenyl)-4-pyrimidinecarboxylic acid,

methyl 6-amino-5-chloro-2-(4-chlorophenyl)-4-pyrimidinecarboxylate,

ethyl 6-amino-5-chloro-2-(4-chlorophenyl)-4-pyrimidinecarboxylate,

phenylmethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate,

6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylic acid monosodium salt,

phenylmethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid monosodium salt,

ethyl 6-amino-2-(4-bromophenyl)-5-chloro-4-pyrimidinecarboxylate,

methyl 6-amino-2-(4-bromophenyl)-5-chloro-4-pyrimidinecarboxylate,

6-amino-2-(4-bromophenyl)-5-chloro-4-pyrimidinecarboxylic acid,

1-methylethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

butyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

3-hydroxypropyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

propyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

1-methylheptyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

2-(2-methoxyethoxy)ethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

octyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

2-butoxyethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate,

2-ethylhexyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate, and

2-butoxy-1-methylethyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate.

5. The mixture of claim 4 wherein the pyrimidine compound of Formula 1 is selected from the group consisting of:

6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid, and

methyl 6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylate.

6. The mixture of any one of claims 1 through 5 wherein the additional herbicide or herbicide safener compound (b) is selected from the group consisting of fenoxaprop, clodinafop, diuron, atrazine, paraquat, glyphosate, glufosinate, S-metolachlor, metolachlor, fosamine-ammonium, foramsulfuron, rimsulfuron, oxyfluorfen, profluazol, acifluorfen, flumioxazin, carfentrazone, sulfentrazone, azafenidin, 2,4-D, MCPA, fluroxypyr, diflufenzopyr, nicosulfuron, thifensulfuron-methyl, tribenuron-methyl, isoxadifen-ethyl and naphthalic anhydride.

7. The mixture of any one of claims 1 through 5 wherein at least two additional herbicide or herbicide safener compounds (b) are selected from the group consisting of (b1), (b2), (b3), (b4), (b5), (b6), (b7), (b8), (b9), (b10), (b11) and (b12).

8. A herbicidal composition comprising a herbicidally effective amount of the mixture of any one of the preceding Claims and at least one additional component selected from the group consisting of a surfactant, humectant, a solid diluent and a liquid diluent.

9. The herbicidal composition of claim 8 comprising glycerol.

10. A method for controlling the growth of undesired vegetation comprising contacting the vegetation or its environment with a herbicidally effective amount of the mixtures of any one of claims 1 through 7.