Pyrrolidinones herbicides
AssigneeFMC Corporation
InventorsAndrew Duncan Satterfield, Thomas Paul Selby, David Andrew Travis, Kanu Maganbhai Patel, Andrew Edmund Taggi
Life of this patent
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Abstract
Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof: wherein R1, R2, R3, R4, R5, R6, Q1, Q2, Y1, and Y2 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.
Claims6
A herbicidal composition comprising a compound selected from Formula 1 N-oxides and salts thereof:
- wherein
- Q1 is a phenyl ring substituted with 1 to 3 substituents independently selected from R7;
- Q2 is a phenyl ring substituted with 1 to 3 substituents independently selected from R10;
- Y1 and Y2 are each O;
- R1 is H, C1-C6 alkyl, or C1-C6 haloalkyl;
- R2, R3, R4, R5 and R6 are each H;
- each R7 and R10 is independently halogen, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C1-C4 nitroalkyl, C2-C4 nitroalkenyl, C2-C4 alkoxyalkyl, C2-C4 haloalkoxyalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, cyclopropylmethyl, methylcyclopropyl, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy, C3-C4 haloalkynyloxy, C3-C4 cycloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfonyl, hydroxy, formyl, C2-C4alkylcarbonyl, C2-C4 alkylcarbonyloxy, C1-C4 alkylsulfonyloxy, C1-C4 haloalkylsulfonyloxy, formylamino, C2-C4 alkylcarbonylamino, —SF5, —SCN, C3-C4 trialkylsilyl, trimethylsilylmethyl or trimethylsilylmethoxy;
- provided that when Q1 is a phenyl ring and said ring is substituted with IC at both ortho positions relative to the bond to the remainder of Formula 1, then said ring is also independently substituted with IC on at least one additional position;
- and
- at least one component selected from the group consisting of surfactants, solid diluents and liquid diluents.
A herbicidal mixture comprising (a) a compound selected from Formula 1, N-oxides and salts thereof:
- wherein
- Q1 is a phenyl ring substituted with 1 to 3 substituents independently selected from R7;
- Q2 is a phenyl ring substituted with 1 to 3 substituents independently selected from R10;
- Y1 and Y2 are each O;
- R1 is H, C1-C6 alkyl, or C1-C6 haloalkyl;
- R2, R3, R4, R5 and R6 are each H;
- each R7 and R10 is independently halogen, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C1-C4 nitroalkyl, C2-C4 nitroalkenyl, C2-C4 alkoxyalkyl, C2-C4 haloalkoxyalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, cyclopropylmethyl, methylcyclopropyl, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy, C3-C4 haloalkynyloxy, C3-C4 cycloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfonyl, hydroxy, formyl, C2-C4alkylcarbonyl, C2-C4 alkylcarbonyloxy, C1-C4 alkylsulfonyloxy, C1-C4 haloalkylsulfonyloxy, formylamino, C2-C4 alkylcarbonylamino, —SF5, —SCN, C3-C4 trialkylsilyl, trimethylsilylmethyl or trimethylsilylmethoxy;
- provided that when Q1 is a phenyl ring and said ring is substituted with R7 at both ortho positions relative to the bond to the remainder of Formula 1, then said ring is also independently substituted with R7 on at least one additional position;
- and (b) at least one additional active ingredient selected from the group consisting of photosystem II inhibitors, acetohydroxy acid synthase (AHAS) inhibitors, acetyl-CoA carboxylase (ACCase) inhibitors, auxin mimics, 5-enol-pyruvylshikimate-3-phosphate (EPSP) synthase inhibitors, photosystem I electron diverters, protoporphyrinogen oxidase (PPO) inhibitors, glutamine synthetase (GS) inhibitors, very long chain fatty acid (VLCFA) elongase inhibitors, auxin transport inhibitors, phytoene desaturase (PDS) inhibitors, 4-hydroxyphenyl-pyruvate dioxygenase (HPPD) inhibitors, homogentisate solanesyltransferase (HST) inhibitors, cellulose biosynthesis inhibitors, other herbicides including mitotic disruptors, organic arsenicals, asulam, bromobutide, cinmethylin, cumyluron, dazomet, difenzoquat, dymron, etobenzanid, flurenol, fosamine, fosamine-ammonium, metam, methyldymron, oleic acid, oxaziclomefone, pelargonic acid and pyributicarb, herbicide safeners, and salts thereof.
A method for controlling the growth of undesired vegetation comprising contacting the vegetation or its environment with a herbicidally effective amount of a compound selected from Formula 1, N-oxides and salts thereof:
- wherein
- Q1 is a phenyl ring substituted with 1 to 3 substituents independently selected from R7;
- Q2 is a phenyl ring substituted with 1 to 3 substituents independently selected from R10;
- Y1 and Y2 are each O;
- R1 is H, C1-C6 alkyl, or C1-C6 haloalkyl;
- R2, R3, R4, R5 and R6 are each H;
- each R7 and R10 is independently halogen, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C1-C4 nitroalkyl, C2-C4 nitroalkenyl, C2-C4 alkoxyalkyl, C2-C4 haloalkoxyalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, cyclopropylmethyl, methylcyclopropyl, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy, C3-C4 haloalkynyloxy, C3-C4 cycloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylsulfonyl, hydroxy, formyl, C2-C4alkylcarbonyl, C2-C4 alkylcarbonyloxy, C1-C4 alkylsulfonyloxy, C1-C4 haloalkylsulfonyloxy, formylamino, C2-C4 alkylcarbonylamino, —SF5, —SCN, C3-C4 tri alkyl silyl, trimethylsilylmethyl or trimethylsilylmethoxy;
- provided that when Q1 is a phenyl ring and said ring is substituted with IC at both ortho positions relative to the bond to the remainder of Formula 1, then said ring is also independently substituted with IC on at least one additional position.
A mixture comprising a compound selected from Formula 1, N-oxides and salts thereof:
- wherein
- Q1 is a phenyl ring substituted with 1 to 3 substituents independently selected from R7;
- Q2 is a phenyl ring substituted with 1 to 3 substituents independently selected from R10;
- Y1 and Y2 are each O;
- R1 is H, C1-C6 alkyl, or C1-C6 haloalkyl;
- R2, R3, R4, R5 and R6 are each H;
- each R7 and R10 is independently halogen, cyano, nitro, C1-C4 alkyl, C1-C4 haloalkyl, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl, C1-C4 nitroalkyl, C2-C4 nitroalkenyl, C2-C4 alkoxyalkyl, C2-C4 haloalkoxyalkyl, C3-C4 cycloalkyl, C3-C4 halocycloalkyl, cyclopropylmethyl, methylcyclopropyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenyloxy, C2-C4 haloalkenyloxy, C3-C4 alkynyloxy, C3-C4 haloalkynyloxy, C3-C4 cycloalkoxy, C1-C4 alkylthio, C1-C4 haloalkylthio, C1-C4 alkylsulfinyl, C1-C4 haloalkylsulfinyl, C1-C4 alkylsulfonyl, C1-C4 haloalkylsulfonyl, hydroxy, formyl, C2-C4alkylcarbonyl, C2-C4 alkylcarbonyloxy, C i-C4 alkylsulfonyloxy, C1-C4 haloalkylsulfonyloxy, formylamino, C2-C4 alkylcarbonylamino, —SF5, —SCN, C3-C4 trialkylsilyl, trimethylsilylmethyl or trimethylsilylmethoxy;
- provided that when Q1 is a phenyl ring and said ring is substituted with IC at both ortho positions relative to the bond to the remainder of Formula 1, then said ring is also independently substituted with R7 on at least one additional position;
- and
- a compound selected from the group consisting of benzobicyclon, bromobutide, fenquinotrione, metazosulfuron, pethoxamid, pretilachlor, pyrazolynate, pyrazosulfuron-ethyl, pyrimisulfan and triafamone.
Dependencies are inferred from the claim text.