Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1997-12-19
1999-11-16
Ramsuer, Robert W.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514241, 514242, 514253, 514256, 514269, 514338, 514362, 514363, 514364, 514365, 514369, 514374, 514376, 514378, 514380, 514422, 514471, 548127, 548134, 548131, 548143, 548146, 548182, 548215, 548225, 548240, 548243, 548257, 548259, 546199, 5462684, 544180, 544216, 544219, 544224, 544238, 544239, 544242, 544298, 544336, A01N 4330, A01N 43647, A01N 4366, A01N 43707, C07D491056, C07D40312, C07D40512, C07D40110
Patent
active
059859032
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel benzotriazoles, a process for their preparation and their use as microbicides in crop protection and in protection of materials.
It has already been disclosed that certain benzotriazole derivatives have fungicidal properties (cf. DE-A 1 046 937, EP-A 0 238 824, EP-A 0 462 931, EP-A 0 549 532 and U.S. Pat. No. 2,943,017). The efficacy of the substances described there is good, but at low application rates leaves something to be desired.
Novel benzotriazoles have now been found of the formula ##STR2## in which X.sup.1, X.sup.2, X.sup.3 and X.sup.4, independently of each other, represent hydrogen, halogen, cyano, nitro, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, alkylsulphinyl, halogenoalkylsulphinyl, alkylsulphonyl, halogenoalkylsulphonyl, unsubstituted or substituted cycloalkyl, hydroxycarbonyl alkylcarbonyl, alkoxycarbonyl, cycloalkylcarbonyl, cycloalkoxycarbonyl, ##STR3## in which R.sup.1 and R.sup.2, independently of each other, represent hydrogen, alkyl, halogenoalkyl, alkoxyalkyl, alkylcarbonyl, unsubstituted or substituted aryl, unsubstituted or substituted arylcarbonyl, unsubstituted or substituted arylsulphonyl, unsubstituted or substituted arylaminocarbonyl or unsubstituted or substituted arylmethylsulphonyl or represent a heterocyclic ring which may optionally be substituted by alkyl and may further contain an oxygen atom or an alkylimino group, substituted heterocyclyl and radical, or heterocyclyl radical, or connected to the aryl or heterocyclyl radical, or alkylene chain having 3 or 4 members in which one or two (non-adjacent) carbon atoms can be replaced by oxygen atoms, or ##STR4## R represents unsubstituted or substituted heterocyclyl and Y represents a direct bond, --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CO--, --SO.sub.2 --, --CO--O-- or --SO--O--, where in the case of the two last-named groups, the carbon atom or the sulphur atom is connected to the nitrogen atom of the triazole ring,
Furthermore, it has been found that benzotriazoles of the formula (I) and their acid addition salts and metal salt complexes are obtained if benzotriazoles of the formula ##STR5## in which X.sup.1, X.sup.2, X.sup.3 and X.sup.4 have the meanings given above, absence of a diluent and, if appropriate, an acid or a metal salt is added to the compounds of the formula (I) thus obtained.
Finally, it has been found that the benzotriazoles of the formula (I) and their acid addition salts and metal salt complexes possess very good microbicidal properties and can be used both in crop protection and in protection of materials.
Surprisingly, the substances of the invention show markedly better fungicidal activity than the previously known substances of the same indication most similar in terms of constitution.
The substances of the invention are generally defined by the formula (I). preferably represent hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, straight-chain or branched alkyl having 1 to 8 carbon atoms, straight-chain or branched halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, straight-chain or branched alkoxy having 1 to 8 carbon atoms, straight-chain or branched halogenoalkoxy having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, straight-chain or branched alkylthio having 1 to 8 carbon atoms, straight-chain or branched halogenoalkylthio having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, straight-chain or branched alkylsulphinyl having 1 to 8 carbon atoms, straight-chain or branched halogenoalkylsulphinyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, straight-chain or branched alkylsulphonyl having 1 to 8 carbon atoms, straight-chain or branched halogenoalkylsulphonyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms, cycloalkyl having 3 to 6 carbon atoms which may optionally be monosubstituted to penta-substituted, identically or differently, by halogen and/or alkyl having 1 to 4
REFERENCES:
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Assmann Lutz
Kugler Martin
Schrage Heinrich
Stenzel Klaus
Tiemann Ralf
Bayer Aktiengesellschaft
Oswecki Jane C.
Ramsuer Robert W.
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