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US 6,281,221 B1Granted
Substituted 1,3-dioxan-5-ylamino-hererocyclic compounds, processes for their preparation and their use as pest control compositions
AssigneeHoechst Scering AgrEvo GmbH
InventorsWolfgang Schaper, Werner Knauf, Ulrich Sanft, Manfred Kern, Heinz Ehrhardt, Adolf Heinz Linkies, Dieter Bernd Reuschling, Werner Bonin
Life of this patent
Estimating the term…
Abstract
The invention relates to novel substituted 1,3-dioxan-5-ylamino-heterocyclic compounds of the formula in which A is CH or N; X is NH, O or S(O)q, where q=0-2; Y is O or S(O)m, where m=0-2, and R1, R2, R3, R4, R4′ and R5 have the meanings given in the description, processes for their preparation and their use as pest control compositions and fungicides.
Claims13
A compound of the formula I
- in which
- R1 is hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl or (C3-C5)-cycloalkyl;
- R2 and R3 are identical or different and are each hydrogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C2-C4)-alkenyl, (C2-C4)-haloalkenyl, (C2-C4)-alkynyl, (C2-C4)-haloalkynyl, (C1-C8)-trialkylsilylalkynyl, phenyl-(C1-C8)-dialkyl-silyl-alkynyl, aryl-(C1-C2)-alkyl-(C1-C8)-dialkyl-silyl-alkynyl, (C3-C8)-cycloalkyl-(C1-C8)-dialkyl-silyl-alkynyl, (1-methyl-sila-(C3-C8)-cycloalkyl-1-yl)-alkynyl, triphenylsilylalkynyl, (C1-C4)-alkoxy, (C1-C4)-haloalkoxy, (C1-C4)-alkoxy-(C1-C4)-alkyl, (C1-C4)-haloalkoxy-(C1-C4)-alkyl, (C1-C4)-alkoxy-(C1-C4)-haloalkyl, (C1-C4)-haloalkoxy-(C1-C4)-haloalkyl, halogen, hydroxyl, (C1-C4)-hydroxyalkyl, (C1-C4)-alkanoyl, (C1-C4)-alkanoyl-(C1-C4)-alkyl, (C1-C4)-haloalkanoyl, (C3-C5)-cycloalkyl, (C3-C5)-halocycloalkyl, cyano, (C1-C4)-cyanoalkyl, nitro, (C1-C4)-nitroalkyl, thiocyano, (C1-C4)-thiocyanoalkyl, (C1-C4)-alkoxycarbonyl, (C1-C4)-alkoxycarbonyl-(C1-C4)-alkyl, (C1-C4)-haloalkoxycarbonyl, (C1-C4)-alkylthio, (C1-C4)-alkylthio-(C1-C4)-alkyl, (C1-C4)-haloalkylthio, (C1-C4)-alkylsulfinyl, (C1-C4)-haloalkylsulfinyl, (C1-C4)-alkylsulfonyl or (C1-C4)-haloalkylsulfonyl;
- or
- R2 and R3, together with the carbon atoms to which they are bonded, form an unsaturated 5- or 6-membered isocyclic ring which, if it is a 5-membered ring, optionally contains one oxygen or sulfur atom instead of CH2 or which, if it is a 6-membered ring, optionally contains one or two nitrogen atoms instead of one or two CH units, and which is optionally substituted by 1, 2 or 3 identical or different radicals, and these radicals are (C1-C4)-alkyl, (C1-C4)-haloalkyl, halogen, (C1-C4)-alkoxy or (C1-C4)-haloalkoxy;
- or
- R2 and R3, together with the carbon atoms to which they are bonded, form a saturated 5-, 6- or 7-membered isocyclic ring which optionally contains oxygen and/or sulfur instead of one or two CH2 groups, and which is optionally substituted by 1, 2 or 3 (C1-C4)-alkyl groups;
- R4 and R5 are substituents of the heteroaliphatic ring system;
- R4 is hydrogen, halogen, (C1-C4)-alkyl, (C1-C4)-haloalkyl, (C1-C4)-alkoxy or (C1-C4)-alkylthio;
- R5 is alkyl, alkenyl, alkynyl, aryl or heterocyclyl, where the aryl or heterocyclyl radicals mentioned are unsubstituted or provided with up to three, in the case of fluorine also up to the maximum number of, identical or different radicals, and in the alkyl, alkenyl or alkynyl radicals mentioned, one or more non-adjacent saturated carbon units are optionally replaced by a carbonyl group or by oxygen, S(O)x, where x=0, 1 or 2, NR6 or SiR7R8, in which R6 is hydrogen, (C1-C4)-alkyl, (C1-C4)-alkoxy or (C1-C4)-alkanoyl and R7 and R8 are (C1-C4)-alkyl;
- and wherein, furthermore, 3 to 12 atoms of these hydrocarbon radicals optionally modified as above can form a ring, and these hydrocarbon radicals, with or without the variations mentioned, are optionally substituted by one or more identical or different radicals from the group consisting of halogen, aryl, aryloxy, arylthio, cycloalkoxy, cycloalkylthio, heterocyclyl, heterocyclyloxy, heterocyclylthio, alkanoyl, cycloalkanoyl, haloalkanoyl, aroyl, arylalkanoyl, cycloalkylalkanoyl, heterocyclylalkanoyl, alkoxycarbonyl, haloalkoxycarbonyl, cycloalkoxycarbonyl, cycloalkylalkoxycarbonyl, arylalkoxycarbonyl, heterocyclylalkoxycarbonyl, aryloxycarbonyl, heterocyclyloxycarbonyl, alkanoyloxy, haloalkanoyloxy, cycloalkanoyloxy, cycloalkylalkanoyloxy, aroyloxy, arylalkanoyloxy, heterocycloylalkanoyloxy, alkylsulfonyloxy, arylsulfonyloxy, hydroxyl, cyano, thiocyano and nitro, where the cycloaliphatic, aromatic or heterocyclic ring systems among the substituents just mentioned are unsubstituted or provided with up to three, in the case of fluorine also up to the maximum number of, identical or different substituents
- or a salt thereof.
9 more elements
Dependencies are inferred from the claim text.