IP Library Granted Patent US 12,616,203
Granted Patent B2
US 12,616,203 · App. 15/117,301 · Granted May 5, 2026

Use of 3-isoxazolidinones compounds as selective herbicides

Inventors: James Walter (Furlong, PA); Paul Nicholson (Ewing, NJ); Alison Burnett (Philadelphia, PA); James Lappin (Randolph, NJ); Gurinderbir S. Chahal (Plymouth, MN); Sandra L. Shinn (Columbus, NJ); Frank J. D'amico, Jr. (Robbinsville, NJ)
Assignee: FMC Corporation
A01N43/80A01N33/10A01N37/18A01N37/22A01N37/34A01N41/10A01N43/10A01N43/40A01N43/56A01N43/653A01N43/66A01N47/36
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Quick Facts
Patent No.
US 12,616,203
App. No.
15/117,301
Granted
May 5, 2026
Kind
B2
Abstract

Herbicidal compositions are described containing either 2-(2,4-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (2,4-DC) or 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone (2,5-DC). Compositions containing 2,4-DC or 2,5-DC and a second herbicide are also disclosed, where the combination does not contain both 2,4-DC and 2,5-DC. Methods of using the same compositions are also described.

Claims (14)

1 . A method of controlling undesired vegetation in a wheat crop comprising applying to the locus of said vegetation an herbicidally-effective amount of a composition comprising a first herbicide 2-(2,4-dichlorophenyl) methyl-4,4-dimethyl-3-isoxazolidinone (“2,4-DC”) and optionally at least a second herbicide, and agriculturally acceptable salts or esters thereof, the second herbicide being selected from the group consisting of: bromoxynil, diflufenican, metsulfuron-methyl, napropamide, pyroxasulfone, thifensulfuron-methyl, sulfentrazone; and mixtures of the two or more said second herbicide; wherein the first herbicide is applied at a rate of at least 50 g ai/ha and there is no observed phytotoxicity of greater than 10% to the wheat crop 7 to 28 days after treatment (DAT).

2 . The method of claim 1 , wherein said undesired vegetation is selected from the group consisting of annual blue grass, Benghal dayflower, black grass, black night shade, broadleaf signal grass, Canada thistle, cheat, common cocklebur (Xanthium pensylvanicum), common ragweed, corn poppies, field violet, giant foxtail, goose grass, green fox tail, guinea grass, hairy beggarticks, herbicide-resistant black grass, horseweed, Italian rye grass, jimsonweed, johnsongrass (Sorghum halepense), large crabgrass, little seed canary grass, morning glory, Pennsylvania smartweed, pitted morningglory, prickly sida, quack grass, redroot pigweed, shatter cane, sheppard's purse, silky windgrass, sunflower (as weed in potato), wild buckwheat (Polygonum convolvulus), wild mustard (Brassica kaber), wild oat (Avena fatua), wild pointsettia, yellow foxtail, and yellow nutsedge (Cyperus esculentus).

3 . The method of claim 1 , wherein said optional second herbicide is present in the composition.

4 . The method of claim 3 , wherein said second herbicide, are agriculturally acceptable salts or esters thereof, and is selected from the group consisting of: bromoxynil, diflufenican, metsulfuron-methyl, napropamide, thifensulfuron-methyl and sulfentrazone and mixtures of the two or more said second herbicide.

5 . The method of claim 4 , wherein said second herbicide are agriculturally acceptable salts or esters thereof, and is selected from the group consisting of: napropamide, diflufenican, sulfentrazone, metsulfuron-methyl and thifensulfuron-methyl; and mixtures of the two or more said second herbicide.

6 . The method of claim 4 , wherein said optional second herbicide is absent from the composition.

7 . The method of claim 3 , wherein said second herbicide, are agriculturally acceptable salts or esters thereof, and is selected from the group consisting of: diflufenican, pyroxasulfone and sulfentrazone and mixtures of the two or more said second herbicide.

8 . The method of claim 7 , wherein said second herbicide, are agriculturally acceptable salts or esters thereof, is selected from the group consisting of: pyroxasulfone and sulfentrazone and mixtures of the two said second herbicide.

9 . The method of claim 8 , wherein said second herbicide, are agriculturally acceptable salts or esters thereof, is pyroxasulfone.

10 . A method of controlling undesired vegetation in a wheat crop comprising applying to the locus of said vegetation an herbicidally-effective amount of a composition comprising a first herbicide 2-(2,4-dichlorophenyl) methyl-4,4-dimethyl-3-isoxazolidinone (“2,4-DC”) and at least a second herbicide, and agriculturally acceptable salts or esters thereof, the second herbicide being selected from the group consisting of: diflufenican, napropamide, pyroxasulfone, and sulfentrazone; and

mixtures of two or more thereof, wherein there is no observed phytotoxicity of greater than 10% to the wheat crop 7 to 28 days after treatment (DAT).

11 . The method of claim 10 wherein the second herbicide being selected from the group consisting of: diflufenican, pyroxasulfone, and sulfentrazone; and a mixture of the two or more said second herbicide.

12 . The method of claim 11 wherein the second herbicide being selected from the group consisting of: diflufenican and sulfentrazone; and a mixture of the two second herbicide.

13 . The method of claim 11 wherein the second herbicide is pyroxasulfone.

Assignments (2)
PATENT SECURITY AGREEMENT Recorded Apr 17, 2026
From: FMC CORPORATION
To: CITIBANK, N.A.
Reel/Frame 075403/0891 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 26, 2016
From: WALTER, JAMES F.; NICHOLSON, PAUL; BURNETT, ALISON; LAPPIN, JAMES; CHAHAL, GURINDERBIR; SHINN, SANDRA; D'AMICO, FRANK J., JR.
To: FMC CORPORATION
Reel/Frame 040145/0947 →
Continuity (3)
Provisional Application 61951269 · Mar 11, 2014
Provisional Application 61943437 · Feb 23, 2014
Related Publication 20170042155A1 · Feb 16, 2017
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