Agents for controlling harmful fungi

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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Details

514407, 514478, 514479, A01N 4356, A01N 4364, A01N 4710

Patent

active

061567787

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to compositions for controlling harmful fungi, in particular to fungicidally active mixtures of certain carbamates or oxime ethers and valine amides. Moreover, the invention relates to a method of controlling harmful fungi using these compositions.
Compounds of the formula IIIa ##STR3## in which R.sup.11, R.sup.12, R.sup.13, R.sup.14, R.sup.15, m and n have various meanings and X is an oxygen or amine group, their preparation and their use for controlling harmful fungi or animal pests have been disclosed in WO-A-96/01256. Corresponding triazole derivatives are described in WO-A-96/01258.
The earlier German Patent Application DE-A-195 28 651 describes oxime ethers of the formula IIIb ##STR4## where X is O or NH, These compounds are used for controlling harmful fungi or animal pests. Compounds of the same type are also described in WO-A-95/21153 and WO-A-95/2115.
Moreover, the prior art describes a series of amino acid amide compounds and their use for controlling harmful fungi. In this context, reference may be made, for example, to EP-A-0 398 072, to WO-A-96/07638, to DE-A-43 21 897 and to the earlier German Patent Application DE-A-195 31 814.
For example, DE-A-195 31 814 describes valine amide derivatives of the formula IIIc ##STR5## in which R.sup.x and R.sup.y have various meanings and the two optically active centers are in the (S) and (R) configurations, respectively.
Furthermore, EP-A-0 610 764 discloses combinations of fungicidally active ingredients which comprise a valine amide derivative of the formula IIId ##STR6## in which R.sup.x and R.sup.y have various meanings together with at least one further active ingredient selected from amongst dichlofluanid, tolylfluanid, chlorothalonil, propineb, thiram, mancozeb, dyrene, copper oxychloride, captan, dimetomorph, dithianon, phaltan, cymoxanil, propamocarb, fosetyl, metalaxyl, oxadixyl, fluazinam, methoxyacrylates, methoximinoacetates, furalaxyl, azoles, such as, for example, triadimenol, bitertanol, triadimefon and tebuconazole, etridiazole and pencycuron.
It is an object of the present invention to provide novel combinations of active ingredients for better control of harmful fungi. In particular, it is an object to provide those mixtures which are distinguished by a synergistic effect, thus allowing the rates of application of active ingredients employed to be reduced.
We have found that this object is achieved, surprisingly, by providing fungicidally active mixtures comprising, in a solid or liquid carrier, ##STR7## where (a1) M.sup.1 is a group of the formula ##STR8## where X is CH or N and hydrogen atom, a halogen atom, a C.sub.1 -C.sub.4 -alkyl or a C.sub.1 -C.sub.4 kaloalkyl group; and ##STR9## or (a2) M.sup.1 is a group of the formula ##STR10## where Z is O, S, NH or N--C.sub.1 -C.sub.4 -alkyl; -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkylmethyl, or benzyl which can be partially or fully halogenated and/or can have attached to it one to three of the following radicals: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy and C.sub.1 -C.sub.4 -alkylthio; and ##STR11## where X' is O or NH; and ##STR12## where R.sup.1 is C.sub.3 -C.sub.4 -alkyl and 4-position by a halogen atom, a C.sub.1 -C.sub.4 -alkyl or a C.sub.1 -C.sub.4 -alkoxy group.
Compositions of the present invention comprise as compounds of formula I in particular carbamates of the formula ##STR13## where X, R.sup.a and R.sup.b are as defined above or ##STR14## where X', Y, Z and R' are as defined above.
Surprisingly, it has been found, in particular, that better control of the harmful fungi is possible by applying the compounds of the formulae I and II jointly than when the individual compounds are used.
A combined use for the purposes of the present invention comprises the simultaneous or sequential use of the compounds according to the invention in any desired sequence. For the simultaneous use, the c

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Ingersoll et al. J. Am. Chem. Soc., 58, 1936, 1808-11.
Ramalingam et al., Ind. J. Chem., 10, 366, 1972.
Yamada et al. Tetrahedron Letters, 18, 1973, 1595-98.

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