Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-04-16
2000-02-29
Higel, Floyd D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
514361, 560 55, C07D28508, C07D41704, C07D30712, C07D30912, A01N 43836, C07C 69734
Patent
active
06031107&
DESCRIPTION:
BRIEF SUMMARY
The invention relates to new fluoromethoxyacrylic acid derivatives, a process for their preparation and their use as pesticides, as well as to new intermediates and a plurality of processes for their preparation.
It has already been disclosed that certain fluoromethoxyacrylic acid derivatives which are similar in constitution to the compounds described below have fuigicidal properties (compare, for example, WO 9517376). The fungicidal action of these compounds, however, is unsatisfactory in many cases.
The new fluoromethoxyacrylic acid derivatives have now been found, of the general formula (I) ##STR1## in which Ar represents substituted aryl and
Aryl represents aromatic. mono- or polycyclic hydrocarbon rings, such as, for example, phenyl, naphthyl, anthranyl, phenanthryl, preferably phenyl or naphthyl, in particular phenyl.
The compounds according to the invention, if appropriate, can exist as mixtures of various possible isomeric forms. in particular of stereoisomers, such as, for example, E- and Z-. Both the E- and the Z-isomers, and also any desired mixtures of these isomers, are claimed.
The invention preferably relates to compounds of the formula (I), in which tetrasubstituted naphthyl, the possible substituents preferably being selected from the list below: alkylsulphonyl, each of which is straight-chain or branched and has 1 to 6 carbon atoms; alkenyl, alkenyloxy or alkinyloxy, each of which is straight-chain or branched and has 2 to 6 carbon atoms; halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl, each of which is straight-chain or branched and has 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; halogenoalkenyl or halogenoalkenyloxy, each of which is straight-chain or branched and has 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms; alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylsulphonyloxy, hydroximinoalkyl or alkoximinoalkyl, each of which is straight-chain or branched and has 1 to 6 carbon atoms in the individual alkyl moieties; alkylene or dioxyalkylene, each having 1 to 6 carbon atoms, and each of which is divalent and is optionally mono- or polysubstituted, identically or differently, by halogen and/or straight-chain or branched alkyl having 1 to 4 carbon atoms and/or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; or cycloalkyl having 3 to 6 carbon atoms, and halogen or C.sub.1 -C.sub.4 -alkoxy.
In the definitions, the saturated or unsaturated hydrocarbon chains, such as alkyl, alkenyl or alkinyl, even linked to heteroatoms, such as in alkoxy, alkylthio or alkylamino, are each straight-chain or branched.
Halogen in general represents fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine.
Cycloalkyl represents saturated, carbocyclic ring compounds, which optionally form a polycyclic ring system with other carbocyclic, fused or bridged rings.
The invention relates in particular to compounds of the formula (I), in which differently, the possible substituents preferably being selected from the list below: s- or t-butyl, cyclopropyl, methoxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n-or i-propylthio, methylsulphinyl, ethylsulphinyl, methylsulphonyl or ethylsulphonyl, trifluoromethyl, trifluoroethyl, difluoromethoxy, trifluoromethoxy, difluorochloromethoxy, trifluoroethoxy, difluoromethylthio, trifluoromethylthio, difluorochloromethylthio, trifluoromethylsulphinyl or trifluoromethylsulphonyl, methoxycarbonyl, ethoxycarbonyl, methoximinomethyl, ethoximinomethyl, methoximinoethyl, ethoximinoethyl, or methylenedioxy, ethylenedioxy, each of which is divalent and is optionally mono- to tetrasubstituted, identically or differently, by fluorine, chlorine, methyl, trifluoromethyl or ethyl, and
The abovementioned radical definitions, given in general or in preferred ranges, apply both to the final products of the formula (I) and correspondingly to the starting substances or inter
REFERENCES:
patent: 5438066 (1995-08-01), Matthews
Dutzmann Stefan
Gayer Herbert
Gerdes Peter
Heinemann Ulrich
Marhold Albrecht
Bayer Aktiengesellschaft
Higel Floyd D.
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