2-methoxyimino-2-(pyridinyloxymethyl) phenyl acetamides with substituted ketal derivatives on the pyridine ring
AssigneeDow AgroSciences LLC
InventorsEmily J. Canada, Christopher S. Galka, Dave D. Johnson, Neil Kirby, Irene M. Morrison, Bassam S. Nader, Jim M. Renga
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Abstract
The present invention provides novel 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamide compounds with substituted ketal substituents on the pyridine ring, their use as fungicidal compounds, and their use in fungicidal compositions comprising at least one of the 2-methoxyimino-2-(pyridinyloxymethyl)phenyl acetamide compounds as the active ingredient.
Claims14
A compound of the formula
- wherein
- m is an integer 0-3;
- Y is H, halogen, C1-4 alkyl, halo-C1-4 alkyl, C1-4 alkoxy, halo-C1-4 alkoxy, or C1-4 alkylthio;
- X is H, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, cyano, C1-6 alkylthio, or halo-C1-6 alkylthio;
- R1 is H, C1-6 alkyl optionally substituted with one or more halogens, C3-7 cycloalkyl optionally substituted with one or more halogens, C2-6 alkenyl, C2-6 alkynyl, or phenyl wherein said phenyl is optionally substituted by one or more of any of the groups selected from halogens, Cl-6 alkyl, C3-7 cycloalkyl, halo-C1-6 alkoxy, C2-6 alkenyl, halo-C2-6 alkenyl, C2-6 alkynyl, cyano, C1-6 alkoxy, nitro, phenyl or phenyl substituted with one or more of C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- R2, R3 together form a C2-6 optionally substituted alkylene chain, wherein the optional substitution of the alkylene chain is with one or more of any of the following groups, C1-4 alkyl optionally substituted with one or more halogens;
- or a phenyl group optionally substituted with one or more of any of the following groups, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- and
- L is —O—, —CH2—, —SOn—, —CH2O—, —OCH2—, —CH2S—, —SCH2—, —CH═CH—, —C≡C—, or
- wherein n is an integer 0-2.
A fungicidal method which comprises applying to the locus to be treated a fungicidally-effective amount of a compound of the formula
- wherein
- m is an integer 0-3;
- Y is H, halogen, C1-4 alkyl, halo-C1-4 alkyl, C1-4 alkoxy, halo-C1-4 alkoxy, or C1-4 alkylthio;
- X is H, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, cyano, C1-6 alkylthio, or halo-C1-6 alkylthio;
- R1 is H, C1-6 alkyl optionally substituted with one or more halogens, C3-7 cycloalkyl optionally substituted with one or more halogens, C2-6 alkenyl, C2-6 alkynyl, or phenyl wherein said phenyl is optionally substituted by one or more of any of the groups selected from halogens, C1-6 alkyl, C3-7 cycloalkyl, halo-C1-6 alkoxy, C2-6 alkenyl, halo-C2-6 alkenyl, C2-6, alkynyl, cyano, C1-6 alkoxy, nitro, phenyl or phenyl substituted with one or more of C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- R2, R3 together form a C2-6 optionally substituted alkylene chain, wherein the optional substitution of the alkylene chain is with one or more of any of the following groups, C1-4 alkyl optionally substituted with one or more halogens;
- or a phenyl group optionally substituted with one or more of any of the following groups, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- and
- L is —O—, —CH2—, —SOn—, —CH2O—, —OCH2—, —CH2S—, —SCH2—, —CH═CH—, —C≡C—, or
- wherein n is an integer 0-2.
A fungicidal composition comprising a phytologically-acceptable carrier and a fungicidally effective amount of a compound of the formula
- wherein
- m is an integer 0-3;
- Y is H, halogen, C1-4 alkyl, halo-C1-4 alkyl, C1-4 alkoxy, halo-C1-4 alkoxy, or C1-4 alkylthio;
- X is H, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, cyano, C1-6 alkylthio, or halo-C1-6 alkylthio;
- R1 is H, C1-6 alkyl optionally substituted with one or more halogens, C3-7 cycloalkyl optionally substituted with one or more halogens, C2-6 alkenyl, C2-6 alkynyl, or phenyl wherein said phenyl is optionally substituted by one or more of any of the groups selected from halogens, C1-6 alkyl, C3-7 cycloalkyl, halo-C1-6 alkoxy, C2-6 alkenyl, halo-C2-6 alkenyl, C2-6 alkynyl, cyano, C1-6 alkoxy, nitro, phenyl or phenyl substituted with one or more of C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- R2, R3 together form a C2-6 optionally substituted alkylene chain, wherein the optional substitution of the alkylene chain is with one or more of any of the following groups, C1-4 alkyl optionally substituted with one or more halogens;
- or a phenyl group optionally substituted with one or more of any of the following groups, C1-6 alkyl, C1-6 alkoxy, halo-C1-6 alkyl, halo-C1-6 alkoxy, halo, nitro, C1-6 alkoxycarbonyl, or cyano;
- and
- L is —O—, —CH2—, —SOn—, —CH2O—, —OCH2—, —CH2S—, —SCH2—, —CH═CH—, —C≡C—, or
- wherein n is an integer 0-2.
Dependencies are inferred from the claim text.