Pyrimidinyloxyalkanoic amide derivatives and fungicides for agri

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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514269, 544287, 544319, 544320, A01N 4359, C07D23930, C07D23934, C07D23938, C07D23988

Patent

active

060908157

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to novel pyrimidinyloxyalkanamide derivatives and agricultural or horticultural fungicides containing the same as active ingredients.


BACKGROUND ART

Japanese Patent Application, First Publication, No. Sho 63-132867 discloses that aryloxycarboxylic acid derivatives have fungicidal activities. In the previous application, compounds having 2-pyrimidinyl group without any substituents in the aryl group are disclosed; however, they do not exhibit adequate fungicidal activities. In addition, there is no disclosure of compounds having 4-pyrimidinyl group with substituents.
Recently, conventional fungicides may not exhibit adequate fungicidal activities because of the emergence of resistant fungi after repeated use of the fungicides. In addition, as well as because of environmental problems, it is desired to provide novel fungicides which can efficiently control harmful fungi even at low concentrations. The present invention provides novel pyrimidinyloxyalkanamide derivatives exhibiting superior fungicidal activities.
Therefore, the present inventors have synthesized various novel pyrimidinyloxyalkanamide derivatives and have carried out extensive research in connection with their effects on the biological activities of fungi. As a result, the present inventors have found that the novel compounds according to the present invention have wide spectrum of fungicidal activity, and exhibit excellent fungicidal activities with regard to rice blast and the like, while at the same time do not hinder desirable plant growth.


DISCLOSURE OF THE INVENTION

The present invention provides pyrimidinyloxyalkanamide derivatives represented by Formula (I): ##STR2## {wherein R.sup.1 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group, a C.sub. -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.2 -C.sub.6 alkenyloxy group, a C.sub.2 -C.sub.6 alkynyloxy group, a C.sub.3 -C.sub.6 cycloalkyloxy group, a C.sub.1 -C.sub.6 alkylthio group, a C.sub.1 -C.sub.6 alkylsulfinyl group, a C.sub.1 -C.sub.6 alkylsulfonyl group, a C.sub.2 -C.sub.6 alkenylthio group, a C.sub.2 -C.sub.6 alkynylthio group, a C.sub.3 -C.sub.6 cycloalkylthio group, a C.sub.1 -C.sub.6 alkylamino group, a di(C.sub.1 -C.sub.6 alkyl)amino group, a halogen atom, a phenyl group (which may be substituted by a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.6 alkoxy group, a cyano group, a nitro group, or a halogen atom), or a phenoxy group (which may be substituted by a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.6 alkoxy group, a cyano group, a nitro group, or a halogen atom),
R.sup.2 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.2 -C.sub.6 alkenyl group, a C.sub.2 -C.sub.6 alkynyl group, a C.sub.3 -C.sub.6 cycloalkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.2 -C.sub.6 haloalkenyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.2 -C.sub.6 alkenyloxy group, a C.sub.2 -C.sub.6 alkynyloxy group, a C.sub.3 -C.sub.6 cycloalkyloxy group, a C.sub.1 -C.sub.4 haloalkoxy group, a C.sub.1 -C.sub.6 alkylthio group, a C.sub.2 -C.sub.6 alkenylthio group, a C.sub.2 -C.sub.6 alkynylthio group, a C.sub.1 -C.sub.6 alkylamino group, a di(C.sub.1 -C.sub.6 alkyl)amino group, a halogen atom, or a phenyl group (which may be substituted by a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.6 alkoxy group, a cyano group, a nitro group, or a halogen atom),
R.sup.3 represents a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group, a C.sub.1 -C.sub.4 haloalkyl group, a C.sub.1 -C.sub.6 alkoxy group, a (C.sub.1 -C.sub.6 alkyl)carbonyl group, a (C.sub.1 -C.sub.6 alkoxy)carbonyl group, a halogen atom, a nitro group, or a cyano group, or
R.sup.2 and R.sup.3, together with the carbon atom to which they are bonded, form a saturated 6-membered ring or an unsaturated 5-membered or 6-membered ring,
R.sup.4 represents a hydrogen atom, a C.

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