Patent US4752326A successfully refreshed from Google Patents.
US4752326A
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1-arylpyrazoles, composition containing them, and herbicidal method of using them
Assignee: Hokko Chemical Industry Co Ltd
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Filing: 1986-05-08
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Granted: 1988-06-21
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Expires: 2006-05-08
Abstract
Abstract As compounds is provided a pyrazole derivative of the formula <IMAGE> (I) wherein R1a, R1b and R1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a(lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; R2 is a hydrogen atom, a (lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower) alkoxy(lower)alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower)alkylcarbonyl(lowr)alkyl group, a (lower) alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group, a cyano(lower)alkyl group, a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower) alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom. The pyrazoles are useful as herbicidal agent and may be produced by a variety of processes.
Inventors
- 👤 Hiroshi Ohyama
- 👤 Toshiharu Ono
- 👤 Takuro Shimozono
- 👤 Teruhiko Terakawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 21:59
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/56; A01N47/00; A01N47/08; A01N47/10; A01N47/18; A01N47/28; A01N47/36; C07D231/14; C07D231/16; C07D231/38; C07D231/40; C07D233/00; C07D233/54; C07D233/56; C07D249/00; C07D249/02; C07D249/08
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
123 words
A pyrazole derivative represented by the formula ##STR61## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; R 2 is a hydrogen atom, a (lower)alkyl group, a (lower) alkenyl group, a (lower)alkynyl group, a (lower)alkoxy(lower) alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower) alkylcarbonyl(lower)alkyl group, a (lower)alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group, a cyano(lower)alkyl group, a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower)alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom.
Claim 2
Dependent Claim
123 words
A pyrazole derivative represented by the formula ##STR61## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; R 2 is a hydrogen atom, a (lower)alkyl group, a (lower) alkenyl group, a (lower)alkynyl group, a (lower)alkoxy(lower) alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower) alkylcarbonyl(lower)alkyl group, a (lower)alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group, a cyano(lower)alkyl group, a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower)alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom.
Claim 3
Dependent Claim
93 words
A compound as claimed in claim 1, which is a compound of the formula ##STR62## where R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group R 2 is a hydrogen atom, a (lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower) alkoxy(lower)alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower)alkylcarbonyl(lower)alkyl group, a (lower) alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group or a cyano(lower)alkyl group, and X and Y are the same or different and each are a halogen atom.
Claim 4
Dependent Claim
74 words
A compound as claimed in claim 1, which is a compound of the formula ##STR63## where R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group R 2 is a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower)alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom.
Claim 5
Dependent Claim
154 words
A compound as claimed in claim 1, which is a compound of the formula ##STR64## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; provided that at least one of R 1a R 1b and R 1c is or are a halo-(lower)alkyl group, a nitro group, an amino group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower)alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group, R 2 is a hydrogen atom, a (lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower) alkoxy(lower)alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower)alkylcarbonyl(lower)alkyl group, a (lower alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group or a cyano(lower)alkyl group, and X and Y are the same or different and each are a halogen atom.
Claim 6
Dependent Claim
135 words
A compound as claimed in claim 1, which is a compound of the formula ##STR65## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; provided that at least one of R 1a , R 1b and R 1c is or are a halo-(lower)alkyl group,a nitro group, an amino group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower)alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group, R 2 is a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower)alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom.
Claim 7
Dependent Claim
50 words
A compound as claimed in claim 1 or claim 2, which is a compound of the formula ##STR66## where R 2 is a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group; and X and Y are the same or different and each are chlorine, bromine, fluorine or iodine atom.
Claim 8
Dependent Claim
49 words
A compound as claimed in claim 1 or claim 2, which is a compound of the formula ##STR67## where R 2 is a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group; and X and Y are the same different and each are chlorine, bromine, fluorine or iodine atom.
Claim 9
Dependent Claim
50 words
A compound as claimed in claim 1 or claim 2, which is a compound of the formula ##STR68## where R 2 is a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group; and X and Y are the same or different and each are chlorine, bromine, fluorine or iodine atom.
Claim 10
Dependent Claim
50 words
A compound as claimed in claim 1 or claim 4, which is a compound of the formula ##STR69## where R 2 is a (lower)alkyl group, a (lower)alkenyl group or a (lower)alkynyl group; and X and Y are the same or different and each are chlorine, bromine, fluorine or iodine atom.
Claim 11
Dependent Claim
10 words
A compound as claimed in claim 1, which is 1-(2-fluoro-4-chloro-5-propargyloxyphenyl)-3,4,5-trimethylpyrazole.
Claim 12
Dependent Claim
10 words
A compound as claimed in claim 1, which is 1-(2-fluoro-4-chloro-5-propargyloxyphenyl)-3,5-dimethyl-4-chloropyrazole.
Claim 13
Dependent Claim
10 words
A compound as claimed in claim 1, which is 1-(2-fluoro-4-chloro-5-propargyloxyphenyl)-3,5-dimethyl-4-bromopyrazole.
Claim 14
Dependent Claim
15 words
A compound as claimed in claim 1, which is selected from: 1-(2-fluoro-4-chloro-5-allyloxyphenyl)-3,5-dimethyl-4-nitropyrazole, 1-(2-fluoro-4-chloro-5-propargyloxyphenyl)-3,5-dimethyl-4-nitropyrazole and 1-[2-fluoro-4-chloro-5-(1-methyl-2-propynyloxy)phenyl]-3,5-dimethyl-4-nitropyrazole.
Claim 15
Dependent Claim
142 words
A herbicidal composition comprising an herbicidally effective amount of a compound of the formula ##STR70## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; R 2 is a hydrogen atom, a (lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower) alkoxy(lower)alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower)alkylcarbonyl(lower)alkyl group, a (lower) alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group, a cyano(lower)alkyl group, a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower) alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom, in association with a solid or liquid carrier for the active ingredient.
Claim 16
Dependent Claim
142 words
A herbicidal composition comprising an herbicidally effective amount of a compound of the formula ##STR70## wherein R 1a , R 1b and R 1c are each a hydrogen atom, a halogen atom, a nitro group, an amino group, a (lower) alkyl group, a halo-(lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower)alkylcarbonylamino group, a (lower)alkoxycarbonylamino group, a mono-(lower) alkylaminocarbonylamino group or a di-(lower)alkylaminocarbonylamino group; R 2 is a hydrogen atom, a (lower)alkyl group, a (lower)alkenyl group, a (lower)alkynyl group, a (lower) alkoxy(lower)alkyl group, a (lower)alkylthio(lower)alkyl group, a (lower)alkylcarbonyl(lower)alkyl group, a (lower) alkoxycarbonyl(lower)alkyl group, a (lower)alkylthiocarbonyl(lower)alkyl group, a cyano(lower)alkyl group, a (lower)alkylsulfonyl group, phenylsulfonyl group, a halogen-substituted phenylsulfonyl group or a (lower) alkyl-substituted phenylsulfonyl group, and X and Y are the same or different and each are a halogen atom, in association with a solid or liquid carrier for the active ingredient.
Claim 17
Dependent Claim
37 words
A method of inhibiting the growth of unwanted weeds, which comprises applying to the weeds or to the locus thereof a herbicidally effective amount of the pyrazole derivative of the formula (I) as defined in claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-06-21 | 1991-12-21 | 1992-06-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-06-21 | 1995-12-21 | 1996-06-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-06-21 | 1999-12-21 | 2000-06-21 | $7700.00 | Window Closed / Lapsed |