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US4080462A Expired / Lapsed US ⏱️ 0.0 years remaining

Fungicidal compositions containing substituted imidazoles

Assignee: Bayer CropScience Ltd
•
Filing: 1976-09-07
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Granted: 1978-03-21
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Expires: 1996-09-07
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Abstract

Abstract 1-(N,N-disubstituted carbamoyl and thiocarbamoyl)-imidazoles, useful as fungicidal compounds, and their preparation, are described.

Inventors

  • 👤 Robert F. Brookes
  • 👤 David H. Godson
  • 👤 Anthony F. Hams
  • 👤 David M. Weighton
  • 👤 Wilfred H. Wells

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 23:33
CPC Classifications
A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/38

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 260 words
A fungicidal composition comprising a fungicidally effective amount of a compound of the formula ##STR6## in which X is selected from the group consisting of oxygen and sulphur, R 1 is selected from the group consisting of alkyl of 1 to 10 carbon atoms, alkenyl of 3 or 4 carbon atoms, alkynyl of 3 to 5 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, optionally substituted phenyl, phenylalkyl, of the formula Ph (CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl, and R 2 is selected from the group consisting of optionally substituted phenylalkyl, of the formula Ph(CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl, together with a suitable carrier.
Claim 2
Dependent Claim 260 words
A fungicidal composition comprising a fungicidally effective amount of a compound of the formula ##STR6## in which X is selected from the group consisting of oxygen and sulphur, R 1 is selected from the group consisting of alkyl of 1 to 10 carbon atoms, alkenyl of 3 or 4 carbon atoms, alkynyl of 3 to 5 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, optionally substituted phenyl, phenylalkyl, of the formula Ph (CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl, and R 2 is selected from the group consisting of optionally substituted phenylalkyl, of the formula Ph(CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl, together with a suitable carrier.
Claim 3
Dependent Claim 11 words
The fungicidal composition of claim 1 in which X is oxygen.
Claim 4
Dependent Claim 128 words
The fungicidal composition of claim 2 in which R 1 is selected from the group consisting of alkyl of 1 to 10 carbon atoms, optionally substituted phenyl, benzyl and phenethyl, wherein the substituted phenyl nucleus has 1 to 3 substituents selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl and in which R 2 is optionally substituted phenoxyalkyl of the formula PhO (CH 2 ) n where n is 2 to 5 and wherein the substituted phenyl nucleus has 1 to 3 substituents selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl.
Claim 5
Dependent Claim 66 words
The fungicidal composition of claim 2 in which R 2 is optionally substituted phenoxyalkyl of the formula PhO (Ch 2 ) n where n is 2 to 5 and wherein the substituted phenyl nucleus has 1 to 3 substituents selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl.
Claim 6
Dependent Claim 17 words
The fungicidal composition of claim 4 in which the optionally substituted phenoxyalkyl group is optionally substituted 2-phenoxyethyl.
Claim 7
Dependent Claim 41 words
The fungicidal composition of claim 1 in which R 1 is alkyl of 1 to 6 carbon atoms and R 2 is 2-phenoxyethyl optionally substituted with 1 to 3 substituents selected from the group consisting of halo, methoxy, methyl and trihalomethyl.
Claim 8
Dependent Claim 18 words
The fungicidal composition of claim 2 in which R 1 is alkyl of 1 to 6 carbon atoms.
Claim 9
Dependent Claim 30 words
The fungicidal composition of claim 2 in which R 1 is alkyl containing 1 to 4 carbon atoms and R 2 is benzyl substituted with 1 or 2 halo atoms.
Claim 10
Independent Claim 167 words
A method of controlling a phytopathogenic fungus which comprises applying to seeds, plants or their habitat a fungicidally effective amount of a compound of the formula ##STR7## in which X is selected from the group consisting of oxygen and sulphur, R 1 is selected from the group consisting of alkyl of 1 to 10 carbon atoms, alkenyl of 3 or 4 carbon atoms, alkynyl of 3 to 5 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, optionally substituted phenyl, phenylalkyl, of the formula Ph(CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl.
Claim 11
Independent Claim 167 words
A method of controlling a phytopathogenic fungus which comprises applying to seeds, plants or their habitat a fungicidally effective amount of a compound of the formula ##STR7## in which X is selected from the group consisting of oxygen and sulphur, R 1 is selected from the group consisting of alkyl of 1 to 10 carbon atoms, alkenyl of 3 or 4 carbon atoms, alkynyl of 3 to 5 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, optionally substituted phenyl, phenylalkyl, of the formula Ph(CH 2 ) n where n is 1 to 5, phenylalkenyl of 9 to 11 carbon atoms, phenoxyalkyl of the formula PhO(CH 2 ) n where n is 2 to 5 and phenylthioalkyl of the formula PhS(CH 2 ) n where n is 2 to 5, wherein the substituted phenyl nucleus has at least one substituent selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl.
Claim 12
Dependent Claim 10 words
The method of claim 9 in which X is oxygen.
Claim 13
Dependent Claim 64 words
The method of claim 10 in which R 2 is optionally substituted phenoxyalkyl of the formula PhO(CH 2 ) n wherein n is 2 to 5 and wherein the substituted phenyl nucleus has 1 to 3 substituents selected from the group consisting of halo, alkoxy of 1 or 2 carbon atoms, alkyl of 1 to 4 carbon atoms, trihalomethyl, cyano, methylthio, nitro and methylsulphonyl.
Claim 14
Dependent Claim 40 words
The method of claim 9 in which R 1 is alkyl of 1 to 6 carbon atoms and R 2 is 2-phenoxyethyl optionally substituted with 1 to 3 substituents selected from the group consisting of halo, methoxy, methyl and trihalomethyl.
Claim 15
Dependent Claim 29 words
The method of claim 9 in which R 1 is alkyl containing 1 to 4 carbon atoms and R 2 is benzyl substituted with 1 or 2 halo atoms.

References Cited (Backward Citations)

US3868458A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-03-20 1981-09-19 1982-03-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-03-20 1985-09-19 1986-03-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-03-20 1989-09-19 1990-03-21 $7700.00 Window Closed / Lapsed

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