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US4764202A
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5-dichloroacetamido-4-nitro-1-aryl-pyrazoles, composition containing them, and herbicidal and plant growth regulating method of using them
Assignee: Bayer AG
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Filing: 1986-11-24
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Granted: 1988-08-16
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Expires: 2006-11-24
Abstract
Abstract 5-Dichloracetamido-4-nitro-1-aryl-pyrazoles of the formula ##STR1## in which R 1 represents hydrogen, fluorine, chlorine or bromine, R 2 represents hydrogen, fluorine or chlorine, R 3 represents halogen, halogenoalkyl, halogenoalkoxy, halogenoalkylthio or halogenoalkylsulphonyl, R 4 represents hydrogen, fluorine, or chlorine, and R 5 represents fluorine, chlorine or bromine, but in the case in which R 1 and R 5 simultaneously represent chlorine and in addition R 2 and R 4 simultaneously represent hydrogen, R 3 does not represent chlorine or trifluoromethyl, exhibit herbicidal and plant growth-regulating properties. Novel intermediates therefor are also shown.
Inventors
- 👤 Reinhold Gehring
- 👤 Otto Schallner
- 👤 Jorg Stetter
- 👤 Albrecht Marhold
- 👤 Hans-Joachim Santel
- 👤 Robert R. Schmidt
- 👤 Klaus Lurssen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 13:54
CPC Classifications
C; C07; C07C; C07C243/00; A; A01; A01N; A01N43/00; A01N43/48; A01N43/56; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/38; C07D231/40
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
109 words
A 5-dichloroacetamido-4-nitro-1-aryl-pyrazole of the formula ##STR86## in which R 1 represents hydrogen, fluorine, chlorine or bromine, R 2 represents hydrogen, fluorine or chlorine, R 3 represents fluorine, chlorine, bromine or halogenoalkyl, halogenoalkoxy, halogenoalkylthio or halogenoalkylsulphonyl, each of which is straight-chain or branched and each of which has 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, R 4 represents hydrogen, fluorine, or chlorine, and R 5 represents fluorine, chlorine, or bromine, but in the case in which R 1 and R 5 simultaneously represent chlorine and in addition R 2 and R 4 simultaneously represent hydrogen, R 3 does not represent chlorine or trifluoromethyl.
Claim 2
Dependent Claim
109 words
A 5-dichloroacetamido-4-nitro-1-aryl-pyrazole of the formula ##STR86## in which R 1 represents hydrogen, fluorine, chlorine or bromine, R 2 represents hydrogen, fluorine or chlorine, R 3 represents fluorine, chlorine, bromine or halogenoalkyl, halogenoalkoxy, halogenoalkylthio or halogenoalkylsulphonyl, each of which is straight-chain or branched and each of which has 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms, R 4 represents hydrogen, fluorine, or chlorine, and R 5 represents fluorine, chlorine, or bromine, but in the case in which R 1 and R 5 simultaneously represent chlorine and in addition R 2 and R 4 simultaneously represent hydrogen, R 3 does not represent chlorine or trifluoromethyl.
Claim 3
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-4-nitro-1-(2,3,6-trichloro-4-trifluoromethyl-phenyl)-pyrazole of the formula ##STR87##
Claim 4
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-4-nitro-1-(2,6-dichloro-4-trifluoromethylsulphonyl-phenyl)-pyrazole of the formula ##STR88##
Claim 5
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-(2,6-dichloro-3-fluoro-4-trifluoromethyl-phenyl)-4-nitropyrazole of the formula ##STR89##
Claim 6
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-4-nitro-1-(2-chloro-4-trifluoromethyl-phenyl)-pyrazole of the formula ##STR90##
Claim 7
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-4-nitro-1-(2-bromo-6-chloro-4-trifluoromethyl-phenyl)-pyrazole of the formula ##STR91##
Claim 8
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 5-dichloroacetamido-4-nitro-1-(2-chloro-3-fluoro-4-trifluoromethyl-phenyl)-pyrazole of the formula ##STR92##
Claim 9
Dependent Claim
21 words
A herbicidal and plant growth-regulating composition comprising an amount effective therefor of a compound according to claim 1 and a diluent.
Claim 10
Dependent Claim
35 words
A method of combatting unwanted vegetation which comprises applying to such vegetation or to a locus from which such vegetation is to be excluded a herbicidally effective amount of a compound according to claim 1.
Claim 11
Dependent Claim
17 words
The method according to claim 9 wherein such compound is 5-dichloroacetamido-4-nitro-1-(2,3,6-trichloro-4-trifluoromethyl-phenyl)-pyrazole, 5-dichloroacetamido-4-nitro-1-(2,6-dichloro-4-trifluoromethylsulphonyl-phenyl)-pyrazole, 5-dichloroacetamido-(2,6-dichloro-3-fluoro-4-trifluoromethylphenyl)-4-nitropyrazole, 5-dichloroacetamido-4-nitro-1-(2-chloro-4-trifluoromethyl-phenyl)-pyrazole, 5-dichloroacetamido-4-nitro-1-(2-bromo-6-chloro-4-trifluoromethyl-phenyl)-pyrazole, or 5-dichloroacetamido-4-nitro-1-(2-chloro-3-fluoro-4-trifluoromethyl-phenyl)-pyrazole.
Claim 12
Dependent Claim
40 words
The method of regulating the growth of plants which comprises applying to such plants or to a locus in which such plants are growing or to be grown a plant growth-regulating effective amount of a compound according to claim 1.
Claim 13
Dependent Claim
17 words
The method according to claim 11 wherein such compound is 5-dichloroacetamido-4-nitro-1-(2,3,6-trichloro-4-trifluoromethyl-phenyl)-pyrazole, 5-dichloroacetamido-4-nitro-1-(2,6-dichloro-4-trifluoromethylsulphonyl-phenyl)-pyrazole, 5-dichloroacetamido-(2,6-dichloro-3-fluoro-4-trifluoromethyl-phenyl)-4-nitropyrazole, 5-dichloroacetamido-4-nitro-1-(2-chloro-4-trifluoromethyl-phenyl)-pyrazole, 5-dichloroacetamido-4-nitro-1-(2-bromo-6-chloro-4-trifluoromethyl-phenyl)-pyrazole, or 5-dichloroacetamido-4-nitro-1-(2-chloro-3-fluoro-4-trifluoromethyl-phenyl)-pyrazole.
References Cited (Backward Citations)
DE3402308A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-08-16 | 1992-02-15 | 1992-08-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-08-16 | 1996-02-15 | 1996-08-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-08-16 | 2000-02-15 | 2000-08-16 | $7700.00 | Window Closed / Lapsed |