Pyrazole derivatives

Details Pyrazole derivatives Pyrazole derivatives

1994-08-23

1995-11-21

Ramsuer, Robert W.

Plant protecting and regulating compositions

Plant growth regulating compositions

Organic active compound containing

5483644, A01N 4356, C07D23120

Patent

active

054687225

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to pyrazole derivatives. More specifically, it relates to novel pyrazole derivatives, a process for the production thereof, herbicides containing them as active ingredients, and novel intermediate compounds suitable for the production thereof.


TECHNICAL BACKGROUND

During a growing period of corn, etc., a triazine-based herbicide such as atrazine and acid anilide-based herbicides such as alachlor and metolachlor have been conventionally used, while atrazine shows low efficacy to gramineous weeds, and arachlor and metolachlor show low efficacy to broad-leaved weeds. It is therefore difficult at present to control gramineous weeds and broad-leaved weeds at the same time with a single herbicide. Further, the above herbicides are undesirable in view of an environmental problem due to their high dosage requirement.
On the other hand, it is known that specific 4-benzoyl-pyrazole derivatives have herbicidal activity (see JP-A-65-122672, JP-A-63-122673, JP-A-63-170365, JP-A-1-52759, JP-A-2-173 and JP-A-2-288866). Further, for example, pyrazolate of the following formula is known as a commercial herbicide. ##STR3##
However, pyrazole derivatives having a thiochroman ring such as compounds of the present invention have not yet been known so far.
Further, the commercially available herbicide, pyrazolate, is for use in a paddy field, and it hardly has herbicidal activity when used in a plowed field. Further, 4-benzoyl-pyrazole derivatives that have been already disclosed are insufficient in practical use although they have herbicidal activity in a plowed field. For example, the 4-benzoyl-pyrazole derivatives disclosed in JP-A-63-122672 have activity to broad-leaved weeds such as cocklebur, velvetleaf, slender amaranth, etc., when used for foliar treatment, while the activity thereof is practically insufficient. Further, they show very poor activity to gramineous weeds such as green foxtail, large crabgrass, barnyardgrass, etc. In soil treatment, the above derivatives show activity to gramineous weeds such as green foxtail, large crabgrass, barnyardgrass, etc., while they show very poor activity to broad-leaved weeds such as cocklebur, velvetleaf, slender amaranth, etc.


DISCLOSURE OF THE INVENTION

It is an object of the present invention, in a broad sense, to provide a novel pyrazole derivative which shows high selectivity to corn, wheat and barley and which can control gramineous weeds and broad-leaved weeds at low dosage by any one of foliar treatment and soil treatment. More specifically, it is an object of the present invention to provide the above novel pyrazole derivative, a process for the production thereof, a herbicide containing the same as an active ingredient, and a novel intermediate compound suitable for the production thereof.
The novel pyrazole derivative of the present invention is a compound of the general formula (I). ##STR4##


PREFERRED EMBODIMENTS FOR WORKING THE INVENTION

In the general formula (I) for the novel pyrazole derivative of the present invention, R.sup.1 is a C.sub.1 -C.sub.6 alkyl group such as methyl, ethyl, propyl, butyl, pentyl or hexyl, and each of the propyl, butyl, pentyl and hexyl may be linear or branched. R.sup.1 is preferably a C.sub.1 -C.sub.4 alkyl group, more preferably methyl, ethyl or i-propyl.
Each of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen or a C.sub.1 -C.sub.4 alkyl group. The C.sub.1 -C.sub.4 alkyl includes methyl, ethyl, propyl and butyl, and the propyl and butyl may be linear or branched. Each of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is preferably hydrogen or methyl, more preferably hydrogen.
R.sup.6 is a C.sub.1 -C.sub.4 alkyl group, and specific examples thereof include those described concerning the above R.sup.2. R.sup.6 is preferably methyl or ethyl.
R.sup.7 is hydrogen or a C.sub.1 -C.sub.4 alkyl group, and the C.sub.1 -C.sub.4 alkyl group includes those described concerning the above R.sup.2. R.sup.7 is preferably hydrogen or methyl.
X.sup.1 is a C.sub.1 -C.sub.4 alkyl group or a ha

REFERENCES:
patent: 4885022 (1989-12-01), Baba et al.
patent: 4948887 (1990-08-01), Baba et al.
patent: 4986845 (1991-01-01), Oya et al.
patent: 5175299 (1992-12-01), Baba et al.

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