Fungicidal mixtures

Details Fungicidal mixtures Fungicidal mixtures

1999-01-07

2000-12-26

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514407, 514539, 514634, A01N 4356, A01N 4364, A01N 3712, A01N 3744, A01N 3752

Patent

active

061660582

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a synergistic fungicidal mixture which comprises, as active components, ##STR3## or a salt or adduct thereof, and/or a.sub.2) a carbamate of the formula Ib ##STR4## where x is CH or N, n is 0, 1 or 2 and R is halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, it being possible for the radicals R to be different if n is 2, or a salt or adduct thereof, and --NH--C(.dbd.NH)--NH.sub.2 (II)
Moreover, the invention relates to methods of controlling harmful fungi with mixtures of the compounds I and II and to the use of the compound I and the compound II for the preparation of such mixtures.
The compound of the formula Ia, its preparation and its action against harmful fungi has been disclosed in EP-A 253 213. WO-A 96/01,256 and WO-A 96/01,258 describe compounds of the formula Ib, their preparation and their use. The compound II (common name: iminoctadine), its preparation and its action against harmful fungi are also known (cf. "Pesticide Manual", page 593).
It was an object of the present invention to provide mixtures which have an improved activity against harmful fungi combined with a reduced total amount of active ingredients applied (synergistic mixtures) with a view to reducing the rates of application and to improving the spectrum of action of the known compounds I and II.
Accordingly, we have found that this object is achieved by the mixture defined at the outset. Moreover, we have found that better control of harmful fungi is possible by applying the compound I and the compound II simultaneously, ie. together or separately, or by applying the compound I and the compound II in succession than when the individual compounds are used alone.
The formula Ib represents, in particular, carbamates in which the combination of the substituents corresponds to one row of the table below:


______________________________________ (Ib) #STR5## No. X R.sub.n ______________________________________ I.1 N 2-F I.2 N 3-F I.3 N 4-F I.4 N 2-Cl I.5 N 3-Cl I.6 N 4-Cl I.7 N 2-Br I.8 N 3-Br I.9 N 4-Br I.10 N 2-CH.sub.3 I.11 N 3-CH.sub.3 I.12 N 4-CH.sub.3 I.13 N 2-CH.sub.2 CH.sub.3 I.14 N 3-CH.sub.2 CH.sub.3 I.15 N 4-CH.sub.2 CH.sub.3 I.16 N 2-CH(CH.sub.3).sub.2 I.17 N 3-CH(CH.sub.3).sub.2 I.18 N 4-CH(CH.sub.3).sub.2 I.19 N 2-CF.sub.3 I.20 N 3-CF.sub.3 I.21 N 4-CF.sub.3 I.22 N 2,4-F.sub.2 I.23 N 2,4-Cl.sub.2 I.24 N 3,4-Cl.sub.2 I.25 N 2-Cl, 4-CH.sub.3 I.26 N 3-Cl, 4-CH.sub.3 I.27 CH 2-F I.28 CH 3-F I.29 CH 4-F I.30 CH 2-Cl I.31 CH 3-Cl I.32 CH 4-Cl I.33 CH 2-Br I.34 CH 3-Br I.35 CH 4-Br I.36 CH 2-CH.sub.3 I.37 CH 3-CH.sub.3 I.38 CH 4-CH.sub.3 I.39 CH 2-CH.sub.2 CH.sub.3 I.40 CH 3-CH.sub.2 CH.sub.3 I.41 CH 4-CH.sub.2 CH.sub.3 I.42 CH 2-CH(CH.sub.3).sub.2 I.43 CH 3-CH(CH.sub.3).sub.2 I.44 CH 4-CH(CH.sub.3).sub.2 I.45 CH 2-CF.sub.3 I.46 CH 3-CF.sub.3 I.47 CH 4-CF.sub.3 I.48 CH 2,4-F.sub.2 I.49 CH 2,4-Cl.sub.2 I.50 CH 3,4-Cl.sub.2 I.51 CH 2-Cl, 4-CH.sub.3 I.52 CH 3-Cl, 4-CH.sub.3 ______________________________________
Compounds I.12, I.23, I.32 and I.38 are particularly preferred.
Due to the basic character of the oxime ether unit, the compounds Ia and Ib are capable of forming salts or adducts with inorganic or organic acids or with metal ions.
Examples of inorganic acids are hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid, furthermore carbonic acid, sulfuric acid, phosphoric acid and nitric acid.
Suitable organic acids are, for example, formic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids having straight-chain or branched alkyl radicals of from 1 to 20 carbon atoms), arylsulfonic acids or -disulfonic acids (aromatic radicals such as phenyl and naphthy

REFERENCES:
patent: 4783475 (1988-11-01), Wiedmer
Tomlin, The Pesticide Manual Incorporating the Agrochemicals Handbook, 10.sup.th Ed. (1995) pp. 593 & 594.
Database WPI, Section Ch. Week 8938, Derwent Publications, AN 89-273349 (English abstract of JP 0 97 415, Aug. 9, 1989.

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