Fungicidal mixtures

Details Fungicidal mixtures Fungicidal mixtures

1999-02-22

2000-10-24

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

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

514383, 514525, A01N 3734, A01N 4356, A01N 4364

Patent

active

061368407

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a fungicidal mixture which comprises ##STR3## where X is CH and N, n is 0, 1 or 2 and R is halogen, C.sub.1 -C.sub.4 -alkyl and 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 ##STR4## in a synergistically active amount.
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 compounds of the formula I, their preparation and their action against harmful fungi has been disclosed in the literature (PCT WO 96/01,256 and WO 96/01,258).
The compounds II (common name: chlorothalonil), their preparation and their action against harmful fungi is also disclosed (cf. "Pesticide Manual", page 193).
It is 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 on their own.
In particular, the formula I represents carbamates where the combination of the substituents corresponds to one line of the following table:


______________________________________ (I) 5## 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..sub.3).sub.2 I.17 N 3-CH(CH.sub..sub.3).sub.2 I.18 N 4-CH(CH.sub..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..sub.3).sub.2 I.43 CH 3-CH(CH.sub..sub.3).sub.2 I.44 CH 4-CH(CH.sub..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 ______________________________________
Especially preferred are the compounds I.12, I.23, I.32 and I.38.
Due to the basic character of the nitrogen compounds which they contain, the compounds I 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, sulfuric acid, phosphoric acid and nitric acid.
Suitable organic acids are, for example, formic acid, carbonic 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 naphthyl which have attached to them one or two sulfo groups), alkylphosphonic acids (phosphonic acids having straight-chain or bran

REFERENCES:
Tomlin, The Pesticide Manual Incorporating The Agrochemicals Handback 10.sup.th Ed (1995) pp. 193-195.

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