Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1998-10-26
1999-12-07
Ramsuer, Robert W.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
5462761, 5483694, A01N 4356, C07D23120
Patent
active
059983345
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to novel pyrazole compounds useful as active ingredients for herbicides.
1. Background Art
UK 2002375A and EP 282944A disclose pyrazole derivatives having various substituents at the 3-position of a pyrazole ring. However, the pyrazole compounds of the present invention are clearly distinguished from such derivatives in that they have a cycloalkyl group substituted at the 3-position of a pyrazole ring.
Further, EP 638555A discloses pyrazole glycolic acid amide derivatives having various substituents at the 3- and 4-positions of a pyrazole ring. However, the pyrazole compounds of the present invention are clearly distinguished from such derivatives in that they have a substituted benzoyl group substituted at the 4-position of a pyrazole ring.
2. Disclosure of the Invention
The present inventors have conducted various studies paying attention to pyrazole compounds to find out an excellent herbicide and as a result, have accomplished the present invention. Namely, the present invention provides novel pyrazole compounds of the formula (I) or their salts: ##STR2## wherein R.sub.1 is an alkyl group, R.sub.2 is a hydrogen atom, a methyl group, --A--R.sub.3, a phenyl group which may be substituted, a pyridyl group which may be substituted, or an allyl group which is substituted by a phenyl group, A is --SO.sub.2 --, --CO--, --CH(R.sub.6)-- or --CH(R.sub.7)CO--, R.sub.3 is an alkyl group which may be substituted, an alkenyl group which may be substituted, an alkynyl group which may be substituted, an alkoxy group which may be substituted, a cyano group, a dialkylamino group or a phenyl group which may be substituted, each of R.sub.6 and R.sub.7 is a hydrogen atom or an alkyl group, X is a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an alkoxy group, an alkylthio group, an alkylsulfinyl group, an alkylsulfonyl group, a nitro group, an alkoxycarbonyl group, --SO.sub.2 N(R.sub.8)R.sub.9, --N(R.sub.10)SO.sub.2 R.sub.11, --CH.sub.2 S(O)qR.sub.12 or --OSO.sub.2 R.sub.13, each of R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12 and R.sub.13 is an alkyl group, Z is an alkyl group, 1 is an integer of from 0 to 5, n is an integer of from 1 to 5, and q is an integer of from 0 to 2, provided that when 1 is at least 2, a plurality of Z may be the same or different, and when n is at least 2, a plurality of X may be the same or different; processes for their production; herbicides containing them; and novel intermediate compounds useful for producing them.
Now, the present invention will be described in detail with reference to the preferred embodiments.
The alkyl group or the alkyl moiety for R.sub.1 and R.sub.3 may be a C.sub.1-10, preferably C.sub.1-5, linear or branched alkyl group, and the alkyl group for R.sub.6 and R.sub.7 may be a C.sub.1-2 alkyl group. The alkyl group or the alkyl moiety for R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, X and Z may be a C.sub.1-4 linear or branched alkyl group. Specific examples of such an alkyl group or moiety include methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, octyl and decyl. The alkenyl group for R.sub.3 may be a C.sub.2-10 linear or branched alkenyl group, such as vinyl, allyl, butadienyl or isopropenyl. The alkynyl group for R.sub.3 may be a C.sub.2-10 liner or branched alkynyl group, such as ethynyl, propynyl or 2-penten-4-ynyl.
The substituent for the phenyl group which may be substituted or the pyridyl group which may be substituted, for R.sub.2, may be halogen, C.sub.1-4 haloalkyl or nitro. The number of substituents may be one or more, and when the number is at least 2, a plurality of such substituents may be the same or different.
The substituent for the alkyl which may be substituted, the alkenyl which may be substituted, the alkynyl which may be substituted, or the alkoxy group which may be substituted, for R.sub.3, may be halogen, C.sub.1-4 alkoxy, C.sub.1-6 alkoxycarbonyl or cyano. The number of substituents may be one or more, and if it is at least 2, a plurality of such substi
REFERENCES:
patent: 4063925 (1977-12-01), Takuo et al.
patent: 5824802 (1998-10-01), Benko et al.
T. Aono et al, "Preparation of pyrazole and peroxylipid formation inhibitors. lipoxygenase Inhibitors, and colagenase inhibitors containing them," Feb. 18, 1991, p. 690, Chemical Abstracts, Abstract No. 62091m, vol. 114, No. 7.
Isogai Akihiko
Kikugawa Hiroshi
Murai Shigeo
Nakayama Hitoshi
Sano Makiko
Ishihara Sangyo Kaisha Ltd.
Ramsuer Robert W.
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