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US4666935A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted maleimides and their use as fungicides for plant-pathogenic fungi

Assignee: Bayer AG
•
Filing: 1984-02-08
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Granted: 1987-05-19
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Expires: 2004-02-08
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Abstract

Abstract Substituted maleimides of the formula in which X represents hydrogen, chlorine or bromine, X 1 represents chlorine or bromine, n represents 2, 3, 4 or 5 and R represents halogen, alkyl, optionally substituted aryl, aryloxy or cycloalkyl, halogenoalkyl, hydroxyalkyl, alkoxyalkyl, acyloxyalkyl, nitro, cyano, alkoxycarbonyl, alkylcarbonyl, carboxyl, carbonylamino, hydroxyl, alkoxy, halogenoalkoxy, acyloxy, sulphonylamino, alkylsulphonyl, alkylmercapto, marcapto, acylmercapto, halogenoalkylmercapto, amino, mono- or di-alkylamino or acylamino and m represents 1, 2, 3, 4 or 5, which possess fungicidal activity.

Inventors

  • 👤 Gerhard Marzolph
  • 👤 Heinz U. Blank
  • 👤 Paul Reinecke
  • 👤 Wilhelm Brandes
  • 👤 Gerd Hanssler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:45
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/34; C07D207/36; C07D207/40; C07D207/416; C07D207/44; C07D207/444; C07D207/456; A; A01; A01N; A01N37/00; A01N37/18; A01N37/32

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 91 words
A substituted maleimide of the formula ##STR17## in which X represents hydrogen, chlorine or bromine, X 1 represents chlorine or bromine, n represents 2, 3, 4 or 5 and R represents halogen, alkyl, optionally halogen or alkyl substituted phenyl, phenoxy or C 5 -C 6 -cycloalkyl, halogenoalkyl, hydroxyalkyl, alkoxyalkyl, acyloxyalkyl, nitro, cyano, alkoxycarbonyl, alkylcarbonyl, carboxyl, carbonylamino, hydroxyl, alkoxy, halogenoalkoxy, alkanoyloxy, sulphonylamino, alkylsulphonyl, alkylmercapto, mercapto, acylmercapto, halogenoalkylmercapto, amino, mono- or di-alkylamino or alkanoylamino, the various alkyl radicals having 1 to 6 carbon atoms, and m represents 1, 2, 3, 4 or 5.
Claim 2
Dependent Claim 91 words
A substituted maleimide of the formula ##STR17## in which X represents hydrogen, chlorine or bromine, X 1 represents chlorine or bromine, n represents 2, 3, 4 or 5 and R represents halogen, alkyl, optionally halogen or alkyl substituted phenyl, phenoxy or C 5 -C 6 -cycloalkyl, halogenoalkyl, hydroxyalkyl, alkoxyalkyl, acyloxyalkyl, nitro, cyano, alkoxycarbonyl, alkylcarbonyl, carboxyl, carbonylamino, hydroxyl, alkoxy, halogenoalkoxy, alkanoyloxy, sulphonylamino, alkylsulphonyl, alkylmercapto, mercapto, acylmercapto, halogenoalkylmercapto, amino, mono- or di-alkylamino or alkanoylamino, the various alkyl radicals having 1 to 6 carbon atoms, and m represents 1, 2, 3, 4 or 5.
Claim 3
Dependent Claim 120 words
A substituted maleimide according to claim 1 in which n represents 2, 3 or 4, and R represents halogen, alkyl with 1 to 6 carbon atoms, or phenyl, C 5 -C 6 -cycloalkyl or phenoxy which is optionally mono-, di-, tri-, tetra- or penta-substituted by identical or different halogen or C 1 -C 5 -alkyl radicals, or alkoxy, alkoxycarbonyl, alkylcarbonyl or alkylsulphonyl with 1 to 5 carbon atoms per alkyl radical, or carboxyl, carbonylamino, sulphonylamino, nitro, cyano, hydroxyl, halogenoalkyl with 1 to 7 halogen atoms and 1 to 4 carbon atoms per alkyl radical, alkanoyloxy or alkanoylamino with 1 to 5 carbon atoms per alkanoyl radical, amino or mono- or dialkylamino with 1 to 4 carbon atoms per alkyl radical.
Claim 4
Dependent Claim 99 words
A substituted maleimide according to claim 1, in which R represents fluorine, chlorine, bromine, alkyl within 1 to 5 carbon atoms, alkoxy with 1 to 4 carbon atoms, sulphonylamino, alkylsulphonyl or alkylcarbonyl with 1 to 3 carbon atoms in the alkyl part, carbonylamino, halogenoalkyl with 1 to 3 carbon atoms and 1 to 5 halogen atoms, phenyl, chlorophenyl, cyclopentyl, cyclohexyl, alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy part, hydroxyl, acyloxy or acylamino with 1 to 3 carbon atoms per acyl radical, amino, mono- or di-alkylamino with 1 to 3 carbon atoms per alkyl radical or nitro.
Claim 5
Dependent Claim 76 words
A substituted maleimide according to claim 1, in which X and X 1 represent chlorine or bromine, n represents 2 or 3, R represents fluorine, chlorine, bromine, methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec.-butyl, iso-butyl, tert.-butyl, methoxy, ethoxy, n-propoxy, iso-propoxy, sulphonylamino, methylsulphonyl, ethylsulphonyl, n-propylsulphonyl, isopropylsulphonyl, methylcarbonyl, ethylcarbonyl, n-propylcarbonyl, iso-propylcarbonyl, carbonylamino, trifluoromethyl, phenyl, cyclopentyl, cyclohexyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, iso-propoxycarbonyl, hydroxyl, formyloxy, acetoxy, formylamino, acetamino, amino, methylamino, dimethylamino, ethylamino, diethylamino or nitro, and m represents 1, 2 or 3.
Claim 6
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(4-fluorophenyl)-ethyl]-imide of the formula ##STR18##
Claim 7
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(2,4-difluorophenyl)-ethyl]-imide of the formula ##STR19##
Claim 8
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(2-chlorophenyl)-ethyl]-imide of the formula ##STR20##
Claim 9
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(4-chlorophenyl)-ethyl]-imide of the formula ##STR21##
Claim 10
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(4-trifluoromethylphenyl)-ethyl]-imide of the formula ##STR22##
Claim 11
Dependent Claim 18 words
A substituted maleimide according to claim 1, wherein such compound is dichloromaleic acid N-[2-(4-methylphenyl)-ethyl]-imide of the formula ##STR23##
Claim 12
Dependent Claim 20 words
A fungicidal composition comprising a fungicidally effective amount of a compound according to claim 1 in admixture with a diluent.
Claim 13
Dependent Claim 27 words
A method of combating plant-pathogenic fungi which comprises administering to such fungi or a habitat thereof a fungicidally effective amount of a compound according to claim 1.
Claim 14
Dependent Claim 29 words
The method according to claim 12, wherein such compound is dichloromaleic acid N-[2-(4-fluorophenyl)ethyl]-imide, dichloromaleic acid N-[2-(2,4-difluorophenyl)ethyl]-imide, dichloromaleic acid N-[2-(2-chlorophenyl)ethyl]-imide, dichloromaleic acid N-[2-(4-chlorophenyl)ethyl]-imide, dichloromaleic acid N-[2-(2-(4-trifluoromethylphenyl)ethyl]-imide or dichloromaleic acid N-[2-(4-methylphenyl)ethyl]-imide.

References Cited (Backward Citations)

US2962504A Cited
GB880555A Cited
US3129225A Cited
US3337584A Cited
US3734927A Cited
EP0045907A1 Cited
GB2087879A Cited
JPS57122065A Cited
EP0098953A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-18 1990-11-17 1991-05-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-18 1994-11-17 1995-05-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-18 1998-11-17 1999-05-19 $7700.00 Window Closed / Lapsed

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