Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-07-16
2000-08-15
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
544 65, 544319, 514269, A01N 4388, C07D41312, C07D41314
Patent
active
061037176
DESCRIPTION:
BRIEF SUMMARY
This invention relates to new halogenopyrimidines, to a process for their preparation, and to their use as pesticides.
Certain pyrimidines which have a similar substitution pattern have already been disclosed (WO-A 9504728).
However, the activity of these prior-art compounds is not entirely satisfactory in all fields of application, in particular when low rates and concentrations are applied.
There have now been found the new halogenopyrimidines of the general formula (I) ##STR2## in which A represents optionally substituted alkanediyl, benzo-fused heterocyclyl, nitrogen atom which is optionally substituted by alkyl, and
Furthermore, it has been found that the new halogenopyrimidines of the general formula (I) are obtained when ##STR3## in which A and E have the abovementioned meanings,
are reacted with a substituted halogenopyrimidine of the general formula (III) ##STR4## in which R, Q and X have the abovementioned meanings and
if, appropriate in the presence of a diluent, if appropriate in the presence of an acid acceptor and if appropriate in the presence of a catalyst, or when ##STR5## in which A, E and X have the abovementioned meanings and
are reacted with a cyclic compound of the general formula (V)
if appropriate in the presence of a diluent, if appropriate in the presence of an acid acceptor and if appropriate in the presence of a catalyst.
Finally, it has been found that the new halogenopyrimidines of the general formula (I) have a very powerful fungicidal activity.
Where appropriate, the compounds according to the invention can exist in the form of mixtures of various isomeric forms which are possible, in particular of stereoisomers, such as, for example, E and Z isomers. Claimed are not only the E and the Z isomers, but also any mixtures of these isomers.
The invention preferably relates to compounds of the formula (I) in which substituted by halogen, optionally monosubstituted to disubstituted by halogen, alkyl or hydroxyl;
or represents benzodioxanyl which is optionally substituted by alkyl having 1 to 4 carbon atoms;
or represents phenyl or naphthyl, each of which is optionally monosubstituted to tetrasubstituted by identical or different substituents, other substituents which are possible preferably being selected from amongst the enumeration which follows:
halogen, cyano, nitro, amino, hydroxyl, formyl, carboxyl, carbamoyl, thiocarbamoyl;
in each case straight-chain or branched alkyl, hydroxyalkyl, oxoalkyl, alkoxy, alkoxyalkyl, alkylthioalkyl, dialkoxyalkyl, alkylthio, alkylsulphinyl or alkylsulphonyl, each of which has 1 to 8 carbon atoms;
in each case straight-chain or branched alkenyl or alkenyloxy, each of which as 2 to 6 carbon atoms;
in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulphinyl or halogenoalkylsulphonyl, each of which has 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms;
in each case straight-chain or branched halogenoalkenyl or halogenoalkenyloxy, each of which has 2 to 6 carbon atoms and 1 to 11 identical or different halogen atoms;
in each case straight-chain or branched alkylamino, dialkylamino, alkylcarbonyl, alkylcarbonyloxy, alkoxycarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylalkylaminocarbonyl, dialkylaminocarbonyloxy, alenylcarbonyl or alkinylcarbonyl, each of which has 1 to 6 carbon atoms in the respective hydrocarbon chains;
cycloalkyl or cycloalkyloxy, each of which has 3 to 6 carbon atoms;
alkylene having 3 or 4 carbon atoms, oxyalkylene having 2 or 3 carbon atoms or dioxyalkylene having 1 to 2 carbon atoms, in each case optionally monosubstituted to tetrasubstituted by identical or different substituents from the series consisting of fluorine, chlorine, oxo, methyl, trifluoromethyl or ethyl;
or a group ##STR6## where A.sup.1 represents hydrogen, hydroxyl or alkyl having 1 to 4 carbon atoms or cycloalkyl having 1 to 6 carbon atoms and represents alkyl or alkoxy having 1 to 4 carbon atoms, each of which is optionally substituted by cyano, hydroxy, alkoxy, alkylthio, alkylami
REFERENCES:
patent: 5679676 (1997-10-01), Kruger et al.
patent: 5852013 (1998-12-01), Gerdes et al.
Dutzmann Stefan
Gallenkamp Bernd
Gayer Herbert
Gerdes Peter
Hanssler Gerd
Bayer Aktiengesellschaft
Patel Sudhaker B.
Shah Mukund J.
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