Fungicidal oxazolidinones

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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514212, 514252, 514256, 514326, 514340, 514375, 540524, 548216, 548226, 546 16, 546209, C07D26300, C07D41300

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active

052235238

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

This invention pertains to a novel method-of-use of compounds of Structure I as fungicides for protecting plants from disease.
Processes for the preparation of the compounds described in this invention are disclosed in the following references: references.
A new process for the preparation of these compounds is also disclosed in this application.
Compounds related to I are broadly disclosed as medicines, agrochemicals and microbicides in Japanese Patent 61/200978-A, and as general biocides in EP 249328-A. However, these applications do not encompass compounds of the instant invention, nor do they suggest the use of the compounds of this invention as fungicides particularly effective for the protection of crops against disease.


SUMMARY OF THE INVENTION

This invention comprises a method of controlling fungus disease in plants that comprises treating the locus to be protected with an effective amount of a compound of Formula I, ##STR1## wherein: A is O or NR.sup.4 ; C.sub.3 to C.sub.6 cycloalkyl; C.sub.2 to C.sub.6 alkenyl; C.sub.2 to C.sub.6 alkynyl; C.sub.2 to C.sub.6 alkoxyalkyl; C.sub.1 to C.sub.3 alkyl substituted with C.sub.3 to C.sub.6 cycloalkyl, phenyl or benzyl, wherein said phenyl or benzyl ring is substituted on the ring with R.sup.6, and the benzylic carbon is substituted with R.sup.7 ; substituted with 1 to 2 groups selected from R.sup.6 ; thienyl substituted with R.sup.5 and R.sup.6 ; furyl substituted with R.sup.6 ; pyridyl substituted with one of the following: R.sup.6 ; phenoxy or phenylthio being substituted on the ring with R.sup.6 ; they are attached, to form a carbocyclic or heterocyclic ring (containing O, N-R.sup.7, or S) of 5 to 7 ring atoms in which the heterocyclic ring can be fused with an R.sup.5 -substituted benzene ring or an R.sup.6 -substituted thiophene ring, the heteroatom not being attached to the spiro center; and the carbocyclic ring can be fused with 1 or 2 R.sup.5 -substituted benzene rings or with an R.sup.6 -substituted thiophene ring; benzylic carbon with a group selected from R.sup.7 and substituted on the phenyl ring with R.sup.10 ; naphthyl substituted with R.sup.10 ; additionally, R.sup.3 can be thienyl substituted with R.sup.10, furyl substituted with R.sup.10, pyridyl substituted with R.sup.10, pyrimidyl substituted with R.sup.10, or pyridazyl substituted with R.sup.10 ; or R.sup.3 can be C.sub.2 to C.sub.10 alkyl or C.sub.5 to C.sub.7 cycloalkyl; C.sub.4 haloalkylcarbonyl; C.sub.2 to C.sub.4 alkoxyalkylcarbonyl; C.sub.2 to C.sub.4 alkoxycarbonyl; C.sub.2 to C.sub.5 alkylaminocarbonyl; C.sub.1 to C.sub.4 alkylsulfonyl; C.sub.1 to C.sub.4 alkyl; C.sub.4 to C.sub.6 cycloalkyl; phenylaminocarbonyl where said phenyl is substituted with R.sup.10 ; and R.sup.4 can be C.sub.3 to C.sub.4 alkenyl or C.sub.3 to C.sub.4 alkynyl; or which they are attached, to form a pyrrolidino, piperidino or pyrrolo ring substituted with R.sup.10, which rings can be fused to an R.sup.10 -substituted benzene ring; C.sub.12 haloalkyl; C.sub.1 to C.sub.12 alkoxy; C.sub.3 to C.sub.12 alkenyl; C.sub.3 to C.sub.12 haloalkenyl; C.sub.3 to C.sub.12 alkenyloxy; C.sub.3 to C.sub.12 alkynyl; C.sub.3 to C.sub.12 haloalkynyl; C.sub.3 to C.sub.12 alkylthio; C.sub.1 to C.sub.12 haloalkylthio; C.sub.1 to C.sub.12 haloalkoxy; C.sub.1 to C.sub.12 alkylsulfonyl; C.sub.1 to C.sub.12 haloalkylsulfonyl; nitro; phenyl substituted with R.sup.6 ; phenoxy substituted with R.sup.6 ; phenylthio substituted with R.sup.6 ; cyano; C.sub.3 to C.sub.12 alkynyloxy; C.sub.2 to C.sub.12 alkoxyalkyl; C.sub.2 to C.sub.12 alkoxyalkoxy; phenoxymethyl substituted on the phenyl ring with R.sup.6 ; benzyloxy substituted on the phenyl ring with R.sup.6 ; phenethyloxy substituted on the phenyl ring with R.sup.6 ; phenethyl substituted on the phenyl ring with R.sup.6 ; benzyl substituted on the phenyl ring with R.sup.6 ; C.sub.2 to C.sub.12 carboalkoxy; C.sub.5 to C.sub.6 cycloalkyl; NMe.sub.2 ; or NR.sup.8 R.sup.9 ; trifluoromethyl; C.sub.1 to C.sub.4 alkoxy; methylthio; nitro; phenoxy; C.sub.2 to C.

REFERENCES:
patent: 2037717 (1936-04-01), Graves
patent: 2559011 (1951-03-01), Davies
patent: 2928840 (1960-03-01), Shapiro et al.
patent: 3054794 (1962-09-01), Shapiro et al.
patent: 3773782 (1973-11-01), Zelinski
patent: 4342773 (1982-08-01), DiToro et al.
patent: 4436744 (1984-03-01), Harr
patent: 4477461 (1984-10-01), Gallaschelli et al.
patent: 4957933 (1990-09-01), Geffken et al.
Geffken, Synthesis No. 1, 1981, pp. 38-40.
Geffken, Chem. Abstr. vol. 100, Entry 6469q (1984).
Geffken, Chem. Abstr. vol. 97, Entry 182374b (1982).
Geffken, Chem. Abstr. vol. 92 Entry 110894b (1980).
Geffken, Chem. Abstr. vol. 94 Entry 103215u (1981).
Geffken, Chem. Abstr. vol. 106 entry 18462u (1987).
Davidson, Chem. Abstr. vol. 98 entry 89276P (1983).

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