Patent US4179277A successfully refreshed from Google Patents.
US4179277A
Expired / Lapsed
US
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4,5-Dichloroimidazole-2-carboxylic acid derivatives
Assignee: Bayer AG
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Filing: 1977-02-18
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Granted: 1979-12-18
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Expires: 1997-02-18
Abstract
Abstract 4,5-Dichloroimidazole-2-carboxylic acid derivatives of the formula ##STR1## in which the group ##STR2## represents a carbon atom which has three bonds to hetero-atoms, and their salts with bases, possess insecticidal, acaricidal, fungicidal, nematicidal and herbicidal properties.
Inventors
- 👤 Gunther Beck
- 👤 Klaus Sasse
- 👤 Helmut Heitzer
- 👤 Ludwig Eue
- 👤 Robert R. Schmidt
- 👤 Hans Scheinpflug
- 👤 Ingeborg Hammann
- 👤 Wilhelm Brandes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:13
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/12; C07D471/14; C07D233/00; C07D233/54; C07D233/66; C07D233/68; C07D233/90; C07D487/00; C07D487/02; C07D487/04; C07D487/12; C07D487/14
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
97 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide of the formula ##STR322## wherein R' and R" independently of one another denote hydrogen, C 1-12 -alkyl optionally substituted by CN, OH, CONH 2 , COOH, phenyl or N-4,5-dichloroimidazole-2-carboxamide; cyclohexyl, alkenyl or alkynyl with 3-6 carbon atoms; or phenyl or naphthyl, optionally substituted by C 1-4 -alkoxy, C 1-4 -halogenoalkyl, halogen, C 1-4 -halogenoalkyl, halogen, C 1-4 -alkoxy, C 1-4 -halogenoalkoxy, acetyl, or phenoxy, naphthoxy, phenylmercapto or naphthylmercapto optionally substituted by halogen, C 1-4 -alkyl, CF 3 , C 1-4 -alkoxy, NO 2 or C 1-4 -alkylmercapto, or an acid addition salt thereof.
Claim 2
Dependent Claim
97 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide of the formula ##STR322## wherein R' and R" independently of one another denote hydrogen, C 1-12 -alkyl optionally substituted by CN, OH, CONH 2 , COOH, phenyl or N-4,5-dichloroimidazole-2-carboxamide; cyclohexyl, alkenyl or alkynyl with 3-6 carbon atoms; or phenyl or naphthyl, optionally substituted by C 1-4 -alkoxy, C 1-4 -halogenoalkyl, halogen, C 1-4 -halogenoalkyl, halogen, C 1-4 -alkoxy, C 1-4 -halogenoalkoxy, acetyl, or phenoxy, naphthoxy, phenylmercapto or naphthylmercapto optionally substituted by halogen, C 1-4 -alkyl, CF 3 , C 1-4 -alkoxy, NO 2 or C 1-4 -alkylmercapto, or an acid addition salt thereof.
Claim 3
Dependent Claim
57 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide according to claim 1, wherein R' denotes C 1 -C 12 -alkyl, -alkenyl or -alkinyl, optionally substituted by halogen, C 1 -C 4 -alkoxy or cyano; or cycloalkyl with 5 or 6 carbon atoms in the ring, and R" denotes hydrogen, C 1 -C 4 -alkyl or -alkenyl or the formyl radical -CHO.
Claim 4
Dependent Claim
37 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide accoring to claim 1, wherein R' is hydrogen and R" is phenyl or naphthyl optionally substituted by halogen, C 1-4 -alkyl, CF 3 , C 1-4 -alkoxy, NO 2 or C 1-4 -alkylmercapto.
Claim 5
Dependent Claim
17 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide according to claim 1, wherein such amide is 4,5-dichloro-imidazole-2-carboxylic-tert.-butylamide of the formula ##STR323##
Claim 6
Dependent Claim
18 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide according to claim 1, wherein such amide is a 4,5-dichloro-imidazole-2-carboxylic-N-formyl-isopropyl-amide of the formula ##STR324##
Claim 7
Dependent Claim
17 words
A 4,5-dichloro-imidazole-2-carboxylic acid amide according to claim 1, wherein such amide is 4,5-dichloro-imidazole-2-carboxylic-acid-(2-methyl-butin-(3)-yl-2-)-amide of the formula ##STR325##
Claim 8
Dependent Claim
19 words
A 4,5-dichloroimidazole-2-carboxylic acid amide according to claim 1, wherein such amide is 4,5-dichloro-imidazole-2-carboxylic acid 2'-chloro-4'-trifluoromethylanilide of the formula ##STR326##
Claim 9
Dependent Claim
23 words
A nematicidal composition containing as active ingredient a nematicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 10
Dependent Claim
23 words
An arthropodicidal composition containing as active ingredient an arthropodicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 11
Dependent Claim
23 words
A fungicidal composition containing as active ingredient a fungidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 12
Dependent Claim
23 words
A herbicidal composition containing as active ingredient a herbicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 13
Dependent Claim
27 words
A method of combating nematodes which comprises applying to the nematodes, or to a habitat thereof, a nematicidally effective amount of a compound according to claim 1.
Claim 14
Dependent Claim
27 words
A method of combating arthropods which comprises applying to the arthropods, or to a habitat thereof, an arthropodicidally effective amount of a compound according to claim 1.
Claim 15
Dependent Claim
27 words
A method of combating fungi which comprises applying to the fungi, or to a habitat thereof, a fungicidally effective amount of a compound according to claim 1.
Claim 16
Dependent Claim
27 words
A method of combating weeds which comprises applying to the weeds, or to a habitat thereof, a herbicidally effective amount of a compound according to claim 1.
Claim 17
Dependent Claim
20 words
The method according to claim 12 in which said compound is 4,5-dichloro-imidazole-2-carboxylic-tert.-butylamide, 4,5-dichloro-imidazole-2-carboxylic-N-formyl-isopropyl amide, 4,5-dichloro-imidazole-2-carboxylic-acid-(2-methyl-butin-(3)-yl-2) amide, or 4,5-dichloro-imidazole-2-carboxylic acid 2'-chloro-4'-trifluoromethyl-anilide.
Claim 18
Dependent Claim
8 words
A 4,5-dichloroimidazole-2-carboxylic acid amide of the formula ##STR327##
Claim 19
Dependent Claim
8 words
A 4,5-dichloroimidazole-2-carboxylic acid amide of the formula ##STR327##
Claim 20
Dependent Claim
23 words
A nematicidal composition containing as active ingredient a nematidicidally effective amount of a compound according to claim 17 in admixture with a diluent.
Claim 21
Dependent Claim
23 words
An arthropodicidal composition containing as active ingredient an arthropodicidally effective amount of a compound according to claim 17 in admixture with a diluent.
Claim 22
Dependent Claim
23 words
A fungicidal composition containing as active ingredient a fungicidally effective amount of a compound according to claim 17 in admixture with a diluent.
Claim 23
Dependent Claim
23 words
A herbicidal composition containing as active ingredient a herbicidally effective amount of a compound according to claim 17 in admixture with a diluent.
Claim 24
Dependent Claim
27 words
A method of combating nematodes which comprises applying to the nematodes, or to a habitat thereof, a nematicidally effective amount of a compound according to claim 17.
Claim 25
Dependent Claim
27 words
A method of combating arthropods which comprises applying to the arthropods, or to a habitat thereof, an arthropodicidally effective amount of a compound according to claim 17.
Claim 26
Dependent Claim
27 words
A method of combating fungi which comprises applying to the fungi, or to a habitat thereof, a fungicidally effective amount of a compound according to claim 17.
Claim 27
Dependent Claim
27 words
A method of combating weeds which comprises applying to the weeds, or to a habitat thereof, a herbicidally effective amount of a compound according to claim 17.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-17 | 1983-06-18 | 1983-12-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-17 | 1987-06-18 | 1987-12-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-17 | 1991-06-18 | 1991-12-18 | $7700.00 | Window Closed / Lapsed |