Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-07-16
1998-12-22
Gerstl, Robert
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
544 65, 548124, A01N 4388, C07D27302
Patent
active
058520139
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel substituted arylazadioxacycloalkenes, a plurality of processes for their preparation and to their use as fungicides.
Certain substituted arylazadioxacycloalkenes are known to have fungicidal Abstr. 113:6381 (1990)!.
However, in many instances the activity of these compounds is unsatisfactory.
This invention, accordingly, provides the novel substituted arylazadioxacycloalkenes of ##STR1## in which A represents optionally substituted alkylene. substituted arylene or heteroarylene. in position 2, or represents a 2-aza-1-alkene-1,1-diyl grouping which contains a radical R.sup.2 in position 2, or represents an optionally substituted imino grouping ("azamethylene", N--R.sup.3), or represents a 3-aza-1-propene-2,3-diyl grouping which contains a radical R.sup.4 in position 1 and a radical R.sup.5 in position 3, or represents a 3-aza-1-propene-2,3-diyl grouping which contains a radical R.sup.4 in position 1, or represents a 3-thia-1-propene-2,3-diyl grouping which contains a radical R.sup.4 in position 1, or represents a 1-aza-1-propene-2,3-diyl grouping which contains a radical R.sup.6 in position 1 and a radical R.sup.5 in position 3, or represents a 1-aza-1-propene-2,3-diyl grouping which contains a radical R.sup.4 in position 1 and a radical R.sup.5 in position 3, or represents a 1,3-diaza-1-propene -2,3-diyl grouping which contains a radical R.sup.6 in position 1 and a radical R.sup.5 in position 3, or represents a 1-aza-3-oxa-1-propene-2,3-diyl grouping which contains a radical R.sup.6 in position 1, or represents a 1-aza-3-thia-1-propene -2,3-diyl grouping which contains a radical R.sup.6 in position 1, where optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, optionally substituted alkyl, alkoxy, alkylamino or dialkylamino, and alkyl, alkenyl, alkinyl, cycloalkyl or cycloalkylalkyl, respectively optionally halogen-, hydroxyl-, alkyl-, halogenoalkyl- or cycloalkyl-substituted alkanediyl, alkenediyl, alkinediyl or one of the groupings below --, --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.7).dbd.N--O--, --C(R.sup.7)----N--O--CH.sub.2 --, --N(R.sup.8)--, --CQ--N(R.sup.8)--, --N(R.sup.8)--CQ--, --Q--CQ--N(R.sup.8)--, --N.dbd.C(R.sup.7)--Q--CH.sub.2 --, --CH.sub.2 --O--N.dbd.C(R.sup.7)--, --N(R.sup.8)--CQ--Q--, --CQ--N(R.sup.8)--CQ--Q--, --N(R.sup.8)--CQ--Q--CH.sub.2 --, --Q--C(R.sup.7).dbd.N--O--CH.sub.2 --, --N(R.sup.8)--C(R.sup.7).dbd.N--O--CH.sub.2 --, O--CH.sub.2 --C(R.sup.7).dbd.N--O--, --N.dbd.N--C(R.sup.7)--N--O--, --T--Ar.sup.3 --or --T--Ar.sup.3 --Q--, where cycloalkylene or heterocycloalkylene (i.e. an aliphatic ring which is attached twice and in which one or more carbon atoms are replaced by hetero atoms, i.e. by atoms different 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 and dialkylamino.
Furthermore, it has been found that the novel substituted arylazadioxacycloalkenes of the general formula (I) are obtained when ##STR2## in which A and Ar.sup.2 are each as defined above, are reacted with halogen compounds of the general formula (III) ##STR3## in which G.sup.2 represents --Ar.sup.3 --Q-- or represents --Ar--, the presence of a diluent; ##STR4## in which A and Ar.sup.2 are each as defined above, are reacted with halogen compounds of the general formula (IV) ##STR5## in which Ar.sup.1, E and R are each as defined above and the presence of a diluent; ##STR6## in which A, Ar.sup.1, Ar.sup.2, E and G are each as defined above and (V), ##STR7## in which A.sup.2 and A.sup.3 independently of one another are each hydrogen, respectively optionally substituted alkyl, alkoxy or hydroxyl, the presence of a diluent.
Finally, it has been found that the novel substituted carboxamides of the general formula (I) have a very strong fungicidal activity. The compounds according to the inventio
REFERENCES:
patent: 5679676 (1997-10-01), Kruger
Patent Abstracts of Japan, vol. 14, No. 544 (C-0784), 4 Dec. 1990 & JP,A,02 233602 (Hokko Chem Ind Co Ltd) 19 Sep. 1990.
Patent Abstracts of Japan, vol.14, No. 126 (C-0699), 9 Mar. 1990 & JP,A,02 001484 (Hokko Chem Ind Co Ltd) 5 Jan. 1990.
Patent Abstracts of Japan, vol. 13, No. 536 (C-660) 29 Nov. 1989 & JP,A,01 221371 (Hokko Chem Ind Co Ltd) 4 Sep. 1989.
Gayer Herbert
Gerdes Peter
Kuhnt Dietmar
Stenzel Klaus
Tiemann Ralf
Bayer Aktiengesellschaft
Gerstl Robert
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