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US4164412A Expired / Lapsed US ⏱️ 0.0 years remaining

Perfluoroalkylsulfonamidoaryl compounds

Assignee: Pbi-Gordon Corp
•
Filing: 1977-01-10
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Granted: 1979-08-14
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Expires: 1997-01-10
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Abstract

Abstract Phenyl-substituted perfluoroalkanesulfonanilides in which the phenyl rings are linked by sulfur, sulfinyl or sulfonyl and salts thereof in which the rings and the perfluoroalkylsulfonamido nitrogen are optionally substituted. The compounds are active herbicides and some are anti-inflammatory agents and analgesic agents.

Inventors

  • 👤 George G. I. Moore
  • 👤 Joseph K. Harrington

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 12:44
CPC Classifications
C; C07; C07C; C07C233/00; C07C233/01; C07C233/12; A; A01; A01N; A01N41/00; A01N41/02; C07C311/00; C07C311/01; C07C311/02; C07C311/09; C07C317/00

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 137 words
A method for controlling, destroying or otherwise modifying the growth of higher plants which comprises contacting the said plants with an effective amount of a compound of the formula ##STR17## wherein R f is a lower perfluoroalkyl radical having one or two carbon atoms, R is hydrogen, cyano, alkyl, alkylsulfonyl, a horticulturally acceptable cation or ##STR18## where R' is alkyl and A is oxygen or a carbon-carbon bond, m is 0-2, Y is halogen, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl, Y' is fluorine, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl and n and n' are independently 0-2 provided that the individual aliphatic groups appearing in the R, R', Y and Y' moieties contain from one to four carbon atoms each.
Claim 2
Independent Claim 137 words
A method for controlling, destroying or otherwise modifying the growth of higher plants which comprises contacting the said plants with an effective amount of a compound of the formula ##STR17## wherein R f is a lower perfluoroalkyl radical having one or two carbon atoms, R is hydrogen, cyano, alkyl, alkylsulfonyl, a horticulturally acceptable cation or ##STR18## where R' is alkyl and A is oxygen or a carbon-carbon bond, m is 0-2, Y is halogen, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl, Y' is fluorine, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl and n and n' are independently 0-2 provided that the individual aliphatic groups appearing in the R, R', Y and Y' moieties contain from one to four carbon atoms each.
Claim 3
Dependent Claim 63 words
A method according to claim 1 wherein R f is trifluoromethyl, R is hydrogen, a cation or ##STR19## Y is halogen or alkyl of one or two carbon atoms in the 2 position with respect to the trifluoromethylsulfonamido group, the group ##STR20## is oriented meta or para to the trifluoromethanesulfonamido group, m and n are 0-2, n' is 0-1 and Y' is fluorine.
Claim 4
Dependent Claim 12 words
A method according to claim 1 wherein the compound is b 2-methyl-4-phenylsulfonyltrifluoromethanesulfonanilide.
Claim 5
Independent Claim 96 words
A method for controlling nutsedge (Cyperus spp.) which comprises contacting said nutsedge with from 0.5 to 20 pounds per acre of a compound of the formula ##STR21## wherein Y is halogen or alkyl of one or two carbon atoms, Y' is fluorine, n and m are zero, one or two and n' is zero or one, provided that here n is other than zero, at least one Y group is in the 2 position with respect to the trifluoromethylsulfonamido group and provided further that the group ##STR22## is oriented meta or para to the trifluoromethylsulfonamido group.
Claim 6
Independent Claim 96 words
A method for controlling nutsedge (Cyperus spp.) which comprises contacting said nutsedge with from 0.5 to 20 pounds per acre of a compound of the formula ##STR21## wherein Y is halogen or alkyl of one or two carbon atoms, Y' is fluorine, n and m are zero, one or two and n' is zero or one, provided that here n is other than zero, at least one Y group is in the 2 position with respect to the trifluoromethylsulfonamido group and provided further that the group ##STR22## is oriented meta or para to the trifluoromethylsulfonamido group.
Claim 7
Independent Claim 22 words
A method for controlling nutsedge (Cyperus sp.) which comprises contacting said nutsedge with from 0.5 to 20 pounds per acre of 2-methyl-4-phenylsulfonyltrifluoromethanesulfonanilide.
Claim 8
Independent Claim 22 words
A method for controlling nutsedge (Cyperus sp.) which comprises contacting said nutsedge with from 0.5 to 20 pounds per acre of 2-methyl-4-phenylsulfonyltrifluoromethanesulfonanilide.
Claim 9
Dependent Claim 142 words
A composition for controlling, destroying or otherwise modifying the growth of higher plants which consists essentially of an effective amount of a compound of the formula ##STR23## wherein R f is a lower perfluoroalkyl radical having one or two carbon atoms, R is hydrogen, cyano, alkyl, alkylsulfonyl, a horticulturally acceptable cation or ##STR24## where R' is alkyl and A is oxygen or a carbon-carbon bond, m is 0-2, Y is halogen, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl, Y' is fluorine, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl and n and n' are independently 0-2 provided that the individual aliphatic groups appearing in the R, R', Y and Y' moieties contain from one to four carbon atoms each, said compound being dispersed in an extending medium.
Claim 10
Dependent Claim 142 words
A composition for controlling, destroying or otherwise modifying the growth of higher plants which consists essentially of an effective amount of a compound of the formula ##STR23## wherein R f is a lower perfluoroalkyl radical having one or two carbon atoms, R is hydrogen, cyano, alkyl, alkylsulfonyl, a horticulturally acceptable cation or ##STR24## where R' is alkyl and A is oxygen or a carbon-carbon bond, m is 0-2, Y is halogen, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl, Y' is fluorine, alkyl, alkoxy, cyano, nitro, amino, alkanamido, hydroxy, dialkylamino, alkoxycarbamoyl, alkylthio, alkylsulfonyl, alkanoyl, dialkylsulfamoyl or alkylsulfinyl and n and n' are independently 0-2 provided that the individual aliphatic groups appearing in the R, R', Y and Y' moieties contain from one to four carbon atoms each, said compound being dispersed in an extending medium.
Claim 11
Dependent Claim 95 words
A composition according to claim 6 for controlling, destroying or otherwise modifying the growth of higher plants which consists essentially of an effective amount of a compound as defined therein wherein R f is trifluoromethyl, R is hydrogen, a cation of ##STR25## Y is halogen or alkyl of one or two carbon atoms in the 2 position with respect to the trifluoromethylsulfonamido group, the group ##STR26## is oriented meta or para to the trifluoromethanesulfonamido group, m and n are 0-2, n' is 0-1 and Y' is fluorine, said compound being dispersed in an extending medium.
Claim 12
Dependent Claim 11 words
A composition according to claim 7 wherein the compound is 2-methyl-4-phenylsulfonyltrifluoromethanesulfonanilide.

References Cited (Backward Citations)

GB856452A Cited
US2927126A Cited
US3223582A Cited
US3799968A Cited
US3576872A Cited
US3629332A Cited
US3586717A Cited
US3920444A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-08-13 1983-02-12 1983-08-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-08-13 1987-02-12 1987-08-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-08-13 1991-02-12 1991-08-14 $7700.00 Window Closed / Lapsed

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