US 2003/0191025 A1 · Herbicidal compositions with substituted phenylsulfonylureas for controlling weeds in rice

A herbicidal composition., comprising

A. at least one herbicidally active compound from the group of the substituted phenylsulfonylureas of the formula I and their agriculturally accepted, i.e. acceptable and compatible, salts
106
in which
R1 is (C1-C8,-alkyl, (C3-C4)-alkenyl, (C3-C4)-alkynyl or (C1-C4)-alkyl, which is mono- to tetrasubstituted by radicals from the group consisting of halogen and (C1-C2)-alkoxy;
R2 is I or CH2NHSO2CH3;
R3 is methyl or methoxy;
and
Z is N or CH
and
B) at least one herbicidally active compound from the group of the compounds consisting of
Ba) herbicides which are selective in rice, mainly against grasses,
Bb) herbicides which are selective in rice, mainly against dicotyledonous harmful plants and cyperaceae,
Bc) herbicides which are selective in rice, mainly against cyperaceae, and
Bd) herbicides which are selective in rice, mainly against grasses and dicotyledonous harmful plants and also against harmful cyperaceae plants,
with the proviso that
i) compositions comprising
A at least one compound from the group of the substituted phenylsulfonylureas of the formula I′ and their agriculturally accepted salts
107
in which
R1 is (C1-C8), (C3-C4)-alkenyl, (C3-C4)-alkynyl or (C1-C4)-alkyl, which is mono- to tetrasubstituted by radicals from group consisting of halogen and (C1-C2)-alkoxy,
in combination with
B′) fenoxaprop, pendimethalin, nicosulfuron, mecoprop, MCPA, 2,4-D, dicamba, acifluorfen azoles of the formula III
108
R2 is (C1-C4) -alkyl, (C1-C4)-alkylthio or (C1-C4)-alkoxy, each radical of which may be substituted by one or more halogen atoms, or
R1 and R2 together from the group (CH2)m where m=3 or 4,
R3 is hydrogen or halogen,
R4 is hydrogen or (C1-C4)-alkyl,
R5 is hydrogen, nitro, cyano or one of the groups —COOR7, —C(═X)NR7R8 or —C(═X)R10,
R6 is hydrogen, nitro, cyano, (C1-C4)-alkyl, (C1-C4)-alkylthio or —NR11R12,
R7 and R8 are identical or different and are hydrogen or (C1-C4)-alkyl, or
R7 and R8 together with the nitrogen to which they are attached form a saturated 5- or 6-membered carbocyclic ring,
R10 is hydrogen or (C1-C4)-alkyl, where the latter may be unsubstituted or substituted by one or more halogen atoms, and
R11 and R12 are identical or different and are hydrogen, (C1-C4)-alkyl or (C1-C4)-alkoxycarbonyl, where
R11 and R12 together with the nitrogen to which they are attached may form a 3-, 5- or 6-membered carbocyclic or aromatic ring in which one carbon atom may optionally be replaced by an oxygen atom,
pentazon, metsulfuron, triasulfuron, ioxynil, acetochlor, metolachlor, oxyfluorfen or KIH-2023, as the only herbicidally active compounds and
ii) compositions which comprise
A″) at least one compound from the group of the substituted phenylsulfonylureas of the formula I″ and their agriculturally accepted salts
109
in which
R1 is (C1-C8)-alkyl, (C3-C4)-alkenyl, (C3-C4)-alkynyl or (C1-C4)-alkyl, which is mono- to tetrasubstituted by radicals from the group consisting of halogen and (C1-C2)-alkoxy
in combination with
B″) fenoxaprop, pendimethalin, mecoprop, MCPA, 2,4-D, dicamba, a compound of the abovementioned formula III, bentazon, triasulfuron, ioxynil, metosulam, oxyfluorfen or metsulfuron an the only herbicidally active compounds, are excluded.

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The composition as claimed in one or more of the preceding claims, wherein

the composition comprises the compound A1) methyl 4-iodo-2-[3-(4-methoxy 6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl]benzoate
110
and/or the sodium salt of A1*).

The composition as claimed in one or more of the preceding claims, wherein,

the salt of the herbicide of the formula (I) is formed by replacing the hydrogen of the —SO2—NH-group by a cation from the group of the alkali metals, alkaline earth metals and ammonium, preferably sodium.

The composition as claimed in one or more of the preceding claims, wherein,

the composition comprises, as herbicides of type B, one or more herbicides which are selective in rice, mainly against grasses, from the group consisting of
112 113 114 115 116
B14) cyclohexanediones of the formula II
117
in which
R1 is halogen, (C1-C4)-alkoxy, (C1-C4)-alkyl, (C2-C4)-haloalkyl, —NO2, —CN or S(O) nR10;
R2 and R3 independently of one another are hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-haloalkyl, —NO2, —CN or S(O)mR11, —NR12R13, —NR14—CO—R15;
R4 is hydrogen, (C1-C4)-alkyl or —CO—O—(C1-C4)-alkyl;
R5, R6, R7, R8, R9 independently of one another are hydrogen or (C1-C4)-alkyl, or —CO—R16;
R10 is (C1-C4)-alkyl, (C1-C4)-haloalkyl or (C1-C4)-alkoxy;
R11 is (C1-C4)-alkyl, (C1-C4)-haloalkyl, phenyl, benzyl or —NR17R18;
R12 and R13 independently of one another are hydrogen or (C1-C4)-alkyl;
R14 is hydrogen or (C1-C4)-alkyl;
R15 is (C1-C4)-alkyl;
R16 is hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl or (C1-C4)-alkoxy;
R17 and R18 independently of one another are hydrogen or (C1-C4)-alkyl;
and
n and m independently of one another are 0, 1 or 2,
particular preference being given to
118 119

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A herbicidal composition, comprising a synergistic amount of

B) at least one herbicidally active compound from the group of the substituted phenylsulfonylureas of the formula I and their agriculturally accepted, i.e. acceptable and compatible, salts,
130
in which
R1 is (C1-C8)-alkyl, (C3-C4)-alkenyl, (C3-C4)-alkynyl or (C1-C4)-alkyl, which is mono- to tetrasubstituted by radicals from the group consisting of halogen and (C1-C2)-alkoxy;
R2 is I or CH2NHSO2CH3;
R3 is methyl or methoxy;
and
Z is N or CH;
in combination with
at least one herbicidally active compound from the group of the compounds B′ consisting of
B1)butachlor,
B2)butenachlor,
B3)thenylchlor,
B4)pretilachlor,
B5)mefenacet,
B5a)Bay FOE 5043,
B6)naproanilid,
B7)propanil,
B8)etobenzanid,
B9)dimepiperate,
B10)molinate,
B11)thiobencarb,
B12)pyributicarb,
B13)quinclorac,
B14a)sulcotrione,
B15)cycloxydim,
B16)sethoxydsim,
B17)NBA 061,
B18)piperophos,
B19)anilofos,
B21)haloxyfop,
B22)cyhalofop
B23)JC-940,
B24)dithiopyr,
B25)bromobutide,
B26)cinmethylin,
B27)CH-900,
B32)acifluorofen,
B34)chlorimuron,
B37)picloram,
B38)carfentrazen
B40)triclopyr,
B41)benfuresate,
B42)daimuron,
B44)clomazon,
B45)benzofenap,
B46)pyrazolynate,
B47)pyrazoxyfen,
B49)KIH 6127,
B50)oxadiazon,
B51)oxadiargyl,
B56)dalapon,
B58)bensulfuron,
B59)pyrazosulfuron,
B60)cinosulfuron,
B61)imazosulfuron,
B62)AC 322,140 (Cyclosulfamuron),
B63a)ethoxysulfuron (HOE 095404),
B64)azimsulfuron (DPX-A8947),
B66)prometryn,
B67)simetryn,
B68)thiazopyr,
B69)pyrazophos,
B70)pentoxazone,
B71)indanofan,
B72)LGC40863
and
B73)MY 100
or in combination with two or more herbicidally active compounds from the group of the compounds B″ consisting of
B1)butachlor,
B2)butenachlor,
B3)thenylchlor,
B4)pretilachlor,
B5)mefenacet,
B5a)Bay FOE 5043,
B6)naproanilid,
B7)propanil,
B8)etobenzanid,
B9)dimepiperate,
B10)molinate,
B11)thiobencarb,
B12)pyributicarb,
B13)quinclorac,
B14a)sulcotrione,
B15)cycloxydim,
B16)sethoxydsim,
B17)NBA 061,
B18)piperophos,
B19)anilofos,
B20)fenoxaprop, fenoxaprop-P,
B21)haloxyfop,
B22)cyhalofop
B23)JC-940,
B24)dithiopyr,
B25)bromobutide,
B26)cinmethylin,
B27)CH-900,
B28)2, 4-D,
B29)mecoprop, mecoprop-P,
B30)MCPA,
B31)dicamba,
B32)acifluorofen,
B33a)
131
B34)chlorimuron,
B35)triasulfuron,
B36)ioxynil,
B37)picloram,
B38)carfentrazen
B39)bentazon,
B40)triclopyr,
B41)benfuresate,
B42)daimuron,
B43)pendimethalin,
B44)clomazon,
B45)benzofenap,
B46)pyrazolynate,
B47)pyrazoxyfen,
B48)KIH 2023,
B49)KIH 6127,
B50)oxadiazon,
B51)oxadiargyl,
B52)acetochlor,
B53)metolachlor,
B54)metosulam,
B55)oxyfluorfem
B56)dalapon,
B57)metsulfuron,
B58)bensulfuron,
B59)pyrazosulfuron,
B60)cinosulfuron,
B61)imazosulfuron,
B62)AC 322,140 (cyclosulfamuron),
B63a)ethoxysulfuron (HOE 095404),
B64)azimsulfuron (DPX-A8947),
B65)nicosulfuron,
B66)prometryn,
B67)simetryn,
B68)thiazopyr,
B69)pyrazophos,
B70)pentoxazone,
B71)indanofan,
B72)LGC40863 and
B73)MY 100
where in the case B″ at least one of the compounds from the group B″ also has to belong to group b′.

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The use of herbicidal compositions, comprising

A) at lest one herbicidally active compound from the group of the substituted phenylsulfonylureas of the formula I and their agriculturally accepted, i.e. acceptable and compatible, salts
132
in which
R1 is (C1-C8)-alkyl, (C3-C4)-alkenyl, (C3-C4)-alkynyl or (C1-C4)-alkyl, which is mono-to tetrasubstituted by radicals from the group consisting of halogen and/or (C1-C2)-alkoxy;
R2 is I or CH2NHSO2CH3;
R3 is methyl or methoxy;
and
Z is N or CH;
and
B) at least one herbicidally active compound from the group of the compounds consisting of
Ba) herbicides which are selective in rice, mainly against grasses, selected from the group consisting of
B1)butachlor,
B2)butenachlor,
B3)thenylchlor,
B4)pretilachlor,
B5)mefenacet,
B5a)Bay FOE 5043,
B6)naproanilid,
B7)propanil,
B8)etobenzanid,
B9)dimepiperate,
B10)molinate,
B11)thiobencarb,
B12)pyributicarb,
B13)quinclorac,
B14a)sulcotrione,
B15)cycloxydim,
B16)sethoxydsim,
B17)NBA 061,
B18)piperophos,
B19)anilofos,
B20)fenoxaprop, fenoxaprop-P,
B21)haloxyfop,
B22)cyhalofop
B23)JC-940,
B24)dithiopyr,
B25)bromobutide,
B26)cinmethylin,
B27)CH-900,
Bb) herbicides which are selective in rice, mainly against dicotyledonous harmful plants and cyperaceae, selected from the group consisting of
B28)2,4-D,
B29)mecoprop, mecoprop-P,
B30)MCPA,
B31)dicamba,
B32)acifluorfen,
B33a)
133
B35)triasulfuron,
B36)ioxynil,
B37)picloram
and
B38)carfentrazon,
Bc) herbicides which are selective in rice, mainly against cyperaceae selected from the group consisting of
B39)bentazon,
B40)triclopyr,
B41)benfuresate
and
B42)daimuron,
and
Bd) herbicides which are selective in rice, mainly against grasses and dicotyledonous harmful plants and harmful cyperaceae plants, selected from the group consisting of
B43)pendimethalin,
B44)clomazon,
B45)benzofenap,
B46)pyrazolynate,
B47)pyrazoxyfen,
B48)KIH 2023,
B49)KIH 6127,
B50)oxadiazon,
B51)oxadiargyl,
B52)acetochlor,
B53)metolachlor,
B54)metosulam,
B55)oxyfluorfen
B56)dalapon,
B57)metsulfuron,
B58)bensulfuron,
B59)pyrazosulfuron,
B60)cinosulfuron,
B61)imazosulfuron,
B62)AC 322,140 (cyclosulfamuron),
B63a)ethoxysulfuron (HOE 095404),
B64)azimsulfuron (DPX-A8947),
B65)nicosulfuron,
B66)prometryn,
B67)simetryn,
B68)thiazopyr,
B69)pyrazophos,
B70)pentoxazone,
B71)indanofan,
B72)LGC 40863
and
B73)MY 100,
in a weight ratio A:B in the range from 1:20,000 to 200:1 for controlling undesirable harmful plants in rice crops.

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Herbicidal compositions with substituted phenylsulfonylureas for controlling weeds in rice

Life of this patent

Herbicidal compositions with substituted phenylsulfonylureas for controlling weeds in rice

Life of this patent

Abstract

Claims36