Pyrazolecarboxylic acid derivatives and plant disease control ag

Details Pyrazolecarboxylic acid derivatives and plant disease control ag Pyrazolecarboxylic acid derivatives and plant disease control ag

1996-10-23

1998-10-06

Ramsuer, Robert W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544238, 546211, 5462754, 5483641, 5483644, 5483657, 5483751, 5483761, 514406, C07D23116, A01N 4356

Patent

active

058178295

DESCRIPTION:

BRIEF SUMMARY
FIELD OF THE INVENTION

The present invention relates to novel pyrazolecarboxylic acid derivatives, a plant disease control agent, especially, a paddy rice blast control agent, containing pyrazolecarboxylic acid derivatives or thiazolecarboxylic acid derivatives as an active ingredient.


TECHNICAL BACKGROUND

Some of 5-pyrazolecarboxylic acid derivatives have been already known as intermediates of medications and agricultural chemicals as described in, for example, Japanese Patent Application Laid-open No. Hei 2-292263, Japanese Patent Application Laid-open No. Hei 4-112873 and Japanese Patent Application Laid-open No. Hei 4-224565 and the literature references indicated therein.
Some of 5-thiazolecarboxylic acid derivatives have been already known as intermediates of medications and agricultural chemicals as described in, for example, Japanese Patent Application Laid-open No. Hei 2-305073 and the literature references indicated therein.
However, the above-mentioned laid-open publications and the literature references do not at all describe a plant disease controlling activity of these compounds. Further, 5-pyrazolecarboxylic acid derivatives containing a halogen atom in the 3-position are novel compounds undescribed in the documents.
None of the existing agricultural and horticultural microbicides are unsatisfactory with respect to the problems such as an increase in fungicide resistance and an environmental safety as well as an activity and a residual effect thereof. The development of less costly, useful plant disease control agents have been desired.


DISCLOSURE OF THE INVENTION

Under these circumstances, the present inventors have conducted investigations to develop compounds having an excellent microbicidal activity, and have consequently found that the compounds of the following finding has led to the completion of the present invention.
That is, the present invention relates to a plant disease control agent ##STR2## R.sup.2 represents a C.sub.1 -C.sub.4 alkyl group, R.sup.3 represents a C.sub.1 -C.sub.4 alkyl group,
Further, the present invention relates to a novel pyrazolecarboxylic acid ##STR3## wherein X represents a halogen atom, metal atom, ammonium, sulfonium, phosphonium, an optionally substituted aryl group, an optionally substituted heteroaryl group, an optionally substituted heterocyclyl group, an optionally substituted aryl C.sub.2 --N(R.sup.10)(R.sup.11) or --N.dbd.C(R.sup.12)(R.sup.13), atom, a halogen atom, a C.sub.1 -C.sub.6 alkyl group (R.sup.7 and R.sup.8 may together form a cyclic alkyl group), a C.sub.2 -C.sub.6 alkenyl group, a C.sub.2 -C.sub.6 alkynyl group, a C.sub.1 -C.sub.6 haloalkyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, a C.sub.1 -C.sub.4 alkylcarbonyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl group or a cyano group, alkyl group, a C.sub.2 -C.sub.10 alkenyl group, a C.sub.2 -C.sub.10 alkynyl group, a C.sub.1 -C.sub.10 haloalkyl group, a C.sub.2 -C.sub.10 haloalkenyl group, a C.sub.3 -C.sub.10 cycloalkyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an optionally substituted heterocyclyl group, a C.sub.1 -C.sub.6 alkoxy group, a C.sub.1 -C.sub.6 haloalkoxy group, a C.sub.2 -C.sub.6 alkenyloxy group, a C.sub.2 -C.sub.6 haloalkenyloxy group, a C.sub.2 -C.sub.6 alkynyloxy group, a C.sub.3 -C.sub.8 cycloalkyloxy group, a C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkyl group, an optionally substituted arylalkyloxy group, an optionally substituted aryloxy group, an optionally substituted heteroaryloxy group, a cyano group, --C(O)--R.sup.14, --S(O).sub.n R.sup.15, --N(R.sup.16)(R.sup.17 ), --ON.dbd.C(R.sup.18)(R.sup.19) or OH, atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.6 haloalkyl group, a C.sub.2 -C.sub.6 alkenyl group, a C.sub.2 -C.sub.6 haloalkenyl group, a C.sub.2 -C.sub.6 alkynyl group, a C.sub.1 -C.sub.4 alkoxy C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.4 alkylthio C.sub.1 -C.sub.4 alkyl group, a C.sub.1 -C.sub.6 alkylcarbonyl group, a C.sub.1 -C.sub.6 alkoxycarbonyl

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