Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1998-01-09
1999-11-02
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514342, 514351, 514439, 514514, 514521, 514533, 514539, 544319, 5462687, 546300, 548129, 558 14, 558405, 558406, 560 15, 560 35, C07C25562, C07D23934, C07D28518, A01N 3734
Patent
active
059771232
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel ether derivatives, to a plurality of processes for their preparation and to their use as fungicides, and to novel intermediates and to a plurality of processes for their preparation.
Certain methoximinoacetic acid and methoxyacrylic acid derivatives of a constitution similar to the ether derivatives described hereinbelow are known to have fungicidal properties (cf. for example EP-A-226 917 or EP-A-370 629 or EP-A-398 692). However, in many instances the fungicidal activity of these compounds is unsatisfactory.
This invention, accordingly, provides the novel ether derivatives of the general formula (I) ##STR2## in which Ar represents respectively optionally substituted arylene or heteroarylene, respectively optionally halogen-, hydroxyl-, alkyl-, halogenoalkyl- or cycloalkyl-substituted alkanediyl, alkenediyl, alkinediyl or one of the groupings below --Q--CQ--, --CQ--Q--, --CH.sub.2 --Q--; --Q--CH.sub.2 --, --CQ--Q--CH.sub.2 --, --CH.sub.2 --Q--CQ--, --Q--CQ--CH.sub.2 --, --Q--CQ--Q--CH.sub.2 --, --N.dbd.N--, --S(O).sub.n --, --CH.sub.2 --S(O).sub.n --, --CQ--, --S(O).sub.n --CH.sub.2 --, --C(R.sup.3).dbd.N--O--, --C(R.sup.3).dbd.N--O--CH.sub.2 --, --N(R.sup.4)--, --CQ--N(R.sup.4)--, --N(R.sup.4)--CQ--, --Q--CQ--N(R.sup.4)--, --N.dbd.C(R.sup.3)--Q--CH.sub.2 --, --CH.sub.2 --O--N.dbd.C(R.sup.3)--, --C(CH.sub.3)--O--NOC(R.sup.3), --N(R.sup.4)--CQ--Q--, --CQ--N(R.sup.4)--CQ--Q--, --N(R.sup.4)--CQ--Q--CH.sub.2 --, --Q--C(R.sup.3).dbd.N--O--CH.sub.2 --, --N(R.sup.4)--C(R.sup.3).dbd.N--O--CH.sub.2 --, --O--CH.sub.2 --C(R.sup.3).dbd.N--O--CH.sub.2 --, --N.dbd.N--C(R.sup.3).dbd.N--O--CH.sub.2 --, --C(.dbd.N--O--R.sup.5)--C(R.sup.3).dbd.N--O--CH.sub.2 --, --C(.dbd.N--O--R.sup.5)--C(R.sup.3)--O--N.dbd.CH--, --C(.dbd.N--O--R.sup.5)--C(R.sup.3)--O--N.dbd.C(CH.sub.3)--, --T--Ar.sup.1 -- or --T--Ar.sup.1 --Q--, where cycloalkylene or heterocycloalkylene (i.e. an aliphatic ring which is doubly attached and in which one or more carbon atoms are replaced by hetero atoms, i.e. atoms that differ from carbon), alkyl, alkoxy, alkylthio, alkylamino, dialkylamino or cycloalkyl, and substituted alkyl, alkoxy or cycloalkyl, and --CH.sub.2 --S-- or represents optionally substituted alkanediyl, aminocarbonyl, aminothicarbonyl, alkylamiinocarbonyl or dialkylaminocarbonyl, and cycloalkyl, aryl or heterocyclyl.
In the definitions, the saturated or unsaturated hydrocarbon chains, such as alkyl, alkenyl or alkinyl, are in each case straight-chain or branched, including in combination with hetero atoms, such as in alkoxy, alkylthio or alkylamino.
Halogen generally represents fluorine, chlorine, bromine or iodine, preferably fluorine, chlorine or bromine, in particular fluorine or chlorine.
Aryl represents aromatic, mono- or polycyclic hydrocarbon rings, for example preferably phenyl, naphthyl, anthranyl, phenanthryl, preferably phenyl or naphthyl, in particular phenyl.
Heterocyclyl represents saturated or unsaturated, and aromatic, ring-shaped compounds in which at least one ring member is a hetero atom, i.e. an atom different from carbon. If the ring contains more than one hetero atom, these may be identical or different. Preferred hetero atoms are oxygen, nitrogen or sulphur. Optionally, the ring-shaped compounds form a polycyclic ring system together with other carbocyclic or heterocyclic fused or bridged rings. Preference is given to mono- or bicyclic ring systems, in particular to mono- or bicyclic aromatic ring systems.
Cycloalkyl represents saturated carbocyclic ring-shaped compounds which optionally, together with other carbocyclic, fused or bridged rings, form a polycyclic ring system.
Furthermore, it has been found that the novel ether derivatives of the general formula (I) are obtained when
a) hydroxyl compounds of the general formula (II) ##STR3## in which Ar, E, G, R.sup.1 and Z are each as defined above are reacted with a halogen compound of the general formula (III) the presence of a diluent; or when
b) hydroxyaryl compounds of the general formula (IV) ##STR4## in which Ar, E, R.sup.1 and R.sup
Dutzmann Stefan
Gayer Herbert
Gerdes Peter
Heinemann Ulrich
Stenzel Klaus
Bayer Aktiengesellscgaft
Rao Deepak R.
Shah Mukund J.
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