US4752326A
Expired / Lapsed
US
⏱️ 0.0 years remaining
1-arylpyrazoles, composition containing them, and herbicidal method of using them
Assignee: Hokko Chemical Industry Co Ltd
•
Filing: 1986-05-08
•
Granted: 1988-06-21
•
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 11:01
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.
References Cited (Backward Citations)
US3869274A
Cited
US4059434A
Cited
US4124374A
Cited
US4124373A
Cited
US4624699A
Cited
US4666507A
Cited
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 |