Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-10-27
1999-08-17
Ramsuer, Robert W.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
504280, A01N 4356, C07D23114
Patent
active
059395591
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to a novel pyrazole derivative and a herbicide comprising the derivative as an active ingredient.
BACKGROUND OF INVENTION
Specific pyrazole derivatives having herbicidal activity are known, for example from JP-A-55-113706. However, they have at 5-position of their pyrazole rings a hydroxyl group or a derivative thereof and consequently have chemical structures completely different from the compounds of the present invention.
In Chemische Berichte, 100 (9), 2885-98 (1967), methyl they have carboxylic acid methyl ester or carboxylic acid respectively as a substituent on their benzoyl groups and consequently have chemical structures different from the compounds of the present invention. In addition, no herbicidal activity is referred to in the same publication.
In Journal of Heterocyclic Chemistry, 19, 1355 (1982), 4-benzoyl-1-methyl-5-phenylpyrazole and 4-benzoyl-1-methyl-3-phenylpyrazole are described. However, they have a methyl group as a substituent at 1-position of their pyrazole rings and consequently have chemical structures different from the compounds of the present invention. In addition, no herbicidal activity is referred to in the same publication.
In U.S. Pat. No. 2,721,143, phenylpyrazole derivatives are described. However, they have chemical structures different from the compounds of the present invention. In addition, no herbicidal activity is referred to in the same publication.
In EP-A-538156, phenylpyrazole derivatives comprising a benzoyl group are claimed, which, however, are not concretely disclosed. In addition, no herbicidal activity is referred to in the same publication.
SUMMARY OF THE INVENTION
Taking the above into consideration, the present inventor has continued to study for developing a herbicide and consequently has found: (1b): ##STR1## wherein
R.sup.1 represents a hydrogen atom or a pesticidally acceptable protecting group;
R.sup.2 and R.sup.3 independently represent: selected from a halogen atom, a C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 haloalkyl, C.sub.1-4 haloalkoxy, di-C.sub.1-4 alkylamino, cyano, nitro, C.sub.1-4 alkoxy-carbonyl, phenyl or phenoxy group; selected from a halogen atom or a C.sub.1-4 alkyl group; selected from a halogen atom or a C.sub.1-4 alkyl group; or substituents selected from a halogen atom or a C.sub.1-4 alkyl group;
R.sup.4 represents a hydrogen or halogen atom, or a C.sub.1-4 alkyl, C.sub.1-4 alkoxy or C.sub.1-4 alkylthio group; wherein
R.sup.1 represents a hydrogen atom or a C.sub.1-4 alkoxy C.sub.1-4 alkyl, C.sub.1-3 alkoxy-ethoxy-C.sub.1-3 alkyl, C.sub.1-4 alkyl-carbonyl, benzoyl, C.sub.1-4 alkoxy-carbonyl, C.sub.1-4 alkylsulfonyl, di-C.sub.1-4 alkylsulfamoyl, di-C.sub.1-4 alkyl-carbamoyl or C.sub.1-4 alkyl-carbamoyl group; and
the 5-6 membered heterocyclic ring represents a thiophen-2-yl, thiophen-3-yl, furan-2-yl, furan-3-yl, pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, 1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1,3,4-triazol-1-yl, 1,3,4-triazol-2-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-1-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-5-yl, 1,2,3-oxadiazol-4-yl, 1,2,3-oxadiazol-5-yl, 1,2,3-thiadiazol-3-yl, 1,2,3-thiadiazol-5-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-5-yl, 1,2,3,5-tetrazol-1-yl, 1,2,3,5-tetrazol-4-yl, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyrimidin-2-yl, pyrimidin-5-yl, pyrimidin-4-yl, pyrazin-2-yl, pyridazin-3-yl, pyridazin-4-yl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl, 1,2,4-triazin-6-yl, benzothiophen-2-yl, benzothiophen-3-yl, benzothiophen-4-yl, benzothiophen-5-yl, benzothiophen-6-yl, benzothiophen-7-yl, benzofuran-2-yl, benzofuran-3-yl, benzofuran-4-yl, benzofuran-5-yl, benzofuran-6-yl, benz
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Furusawa Hiroyuki
Ishii Shigeru
Ishikawa Kimihiro
Morimoto Katsushi
Nagaoka Takeshi
Nissan Chemical Industries Ltd.
Ramsuer Robert W.
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