Synergistic herbicidal compositions of S-metolachlor

Details Synergistic herbicidal compositions of S-metolachlor Synergistic herbicidal compositions of S-metolachlor

1998-02-02

1999-11-09

Clardy, S. Mark

Plant protecting and regulating compositions

Antidotes

Hetero ring containing antidote

504127, 504133, 504134, 504136, 504149, A01N 2532, A01N 3718, A01N 4354, A01N 5702

Patent

active

059814322

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a novel herbicidal composition which comprises a combination of herbicidally active ingredients which is suitable for selectively controlling weeds in crops of useful plants, for example in crops of cereals, maize, rice, oilseed rape, sugar beet and sugar cane, in plantation crops, and in crops of cotton and soybeans.
The invention furthermore relates to a method of controlling weeds in crops of useful plants and to the use of this novel composition therefor.
Herbicidal compositions which comprise metolachlor in combination with other known herbicides are compiled, for example, in Research Disclosure No. 37242, Apr. 1995.
Surprisingly, it has now been found that a combination of a certain optical isomer of metolachlor with at least one active ingredient from the abovementioned Research Disclosure, in a ratio varying within specific limits, has a herbicidal action which is capable of effectively controlling the majority of weeds occurring in crops of useful plants preemergence as well as postemergence without causing considerable damage to the useful plant.
The optical isomer of metolachlor which is suitable according to the invention is a RS,1'S(-)-N-(1'-methyl-2'-methoxyethyl)-N-chloroacetyl-2-ethyl-6-methylani line, of the formula A ##STR1##
which is described, for example, in U.S. Pat. No. 5,002,606.
Accordingly, the present invention provides a novel herbicidal composition for selectively controlling weeds which comprises, as active ingredient, the compound of the formula A ##STR2## and a synergistically effective amount of at least one active ingredient from amongst the substance classes of the formula I
A is a radical of the formula ##STR3## of the formula II ##STR4## in which
U--V is a radical of the formula CR.sub.1 .dbd.N, N.dbd.CR.sub.1 or NR.sub.1 CO, in which
R.sub.1 is --NHC.sub.3 H.sub.7 -i, --NHC(CH.sub.3).sub.2 CN, --NHC.sub.4 H.sub.9 -t, --NHC.sub.2 H.sub.5, --SCH.sub.3, CH.sub.3, --Cl, ##STR5##
W--Y is a radical of the formula CR.sub.2 .dbd.N, N.dbd.CR.sub.2, NR.sub.2 CO or CR.sub.2 .dbd.CR.sub.3, where
R.sub.2 is hydrogen, --Cl, --NH.sub.2, --NHC.sub.3 H.sub.7 -i or --NHC.sub.2 H.sub.5 and
R.sub.3 is --NH.sub.2, --NHCH.sub.3 or --O--CO--SC.sub.8 H.sub.17 and
R is --Cl, --SCH.sub.3, --C.sub.4 H.sub.9 -t, ##STR6## or hydrogen, of the formula III ##STR7## in which
n is 0 or 1,
R.sub.4 is hydrogen,
R.sub.5 is hydrogen, --CH.sub.3 or --NH.sub.2,
R.sub.6 is hydroxyl, --OC.sub.2 H.sub.5, --O--CH(CH.sub.3).sub.2 --CO.sub.2 C.sub.2 H.sub.5, --NHSO.sub.2 CH.sub.3, --OCH.sub.3, --OC.sub.4 H.sub.9 -n or --OCH.sub.2 --C.tbd.CH and
Q is a radical of the formula ##STR8## in which M is an alkali metal, ammonium, alkylammonium, sulfonium or alkylsulfonium, ##STR9## of the formula IV ##STR10## in which
R.sub.7 is 2--NO.sub.2 or 2--Br,
R.sub.8 is 6--NH.sub.2 or 6--Br, or
R.sub.8 and R.sub.7 together form a radical of the formula --CH(CH.sub.3).sub.2 --CH(OC.sub.2 H.sub.5)O-- which bridges positions 2 and 3 of the phenyl radical and where the carbon atom of this radical is linked with position 2 and the oxygen atom of this radical with position 3,
R.sub.9 is 3--CH.sub.3, 4--CF.sub.3 or 4--CN,
R.sub.10 is hydrogen or 4--CH.sub.3,
X is --O--, --NH--, --NC.sub.3 H.sub.7 -n- or --NC.sub.2 H.sub.5 - and
R.sub.11 is hydrogen, --CH(C.sub.2 H.sub.5).sub.2, --C.sub.3 H.sub.7 -n, --CH.sub.2 --C(CH.sub.3).dbd.CH.sub.2, --CO--C.sub.8 H.sub.17 -n-, --CO--C.sub.7 H.sub.15 -n or --SO.sub.2 CH.sub.3,
of the formula V ##STR11## in which
Z is a radical of the formula ##STR12##
R.sub.12 is hydrogen, --CH.sub.2 OCH.sub.3, --CH.sub.2 OC.sub.2 H.sub.5, --CH(CH.sub.3)CH.sub.2 OCH.sub.3, --C.sub.3 H.sub.7 -i, --CH.sub.2 --C.sub.3 H.sub.7 -i, --C.sub.3 H.sub.7 -n, --CH.sub.3 or --C.sub.2 H.sub.5,
R.sub.13 is --N(CH.sub.3).sub.2, --N(OCH.sub.3)CH.sub.3, --CH.sub.2 Cl, --SC.sub.2 H.sub.5, --SC.sub.3 H.sub.7 -n, --OCH.sub.3, --OC.sub.2 H.sub.5 or ##STR13## or
R.sub.13 together with R.sub.12 forms a radical of the formula --O--CH.sub.2 --C(CH.sub.3).sub.2 --CO--, ##STR14## --CH.sub.2 --CH(CH.sub.2 Cl)--

REFERENCES:
patent: 5002606 (1991-03-01), Moser et al.
patent: 5407898 (1995-04-01), Quadranti et al.
Research Disclosure No. 37242, pp. 271-272, Apr. 1995.
Derwent Abstract 95-151785/20 (of Japanese 07 076 504) 1995.
Moser et al. Abstract 99:48882 (CA Database) of "Atropisomerism, chiral center and activity of metolachlor", Pesticide Chemistry: Human Welfare Environ., Proc. 5th Int. Congr. Pesticide Chem. vol. 1, 315-320, 1982.

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