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US5084085A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal aryloxyphenyltriazolinones and related compounds

Assignee: FMC Corp
•
Filing: 1990-08-03
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Granted: 1992-01-28
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Expires: 2010-08-03
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Abstract

Abstract Herbicidal aryloxyphenyltriazolinones compounds which are ring-substituted aryloxyphenyltriazolinones, such as compounds of the formula ##STR1## where Z is O, S, NH, or alkylamino; and where R 2 is, for instance, C 2 H 5 OCO--CH(CH 3 )--O-- or CH 3 SO 2 --NH--CO--CH(CH 3 )--O--.

Inventors

  • 👤 George Theodoridis

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 22:29
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12; A; A01; A01N; A01N43/00; A01N43/64; A01N43/647; A01N43/653; C07D249/00; C07D249/02; C07D249/08; C07D249/10; C07D249/12

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 349 words
An herbicidal compound of the formula ##STR17## in which X is halogen, alkyl, haloalkyl or nitro; Y is halogen, alkyl, alkoxy, alkylthio, haloalkyl, nitro, cyano, alkylsulfonylalkyl, --SOCF 3 , or halo lower alkoxy; R a is lower haloalkyl, lower alkyl, alkenyl, or alkynyl; R b is hydrogen, halogen, lower alkyl, lower haloalkyl, alkoxy, alkylsulfonyl, alkylthio or haloalkylsulfonyl; R' is H, alkyl, halogen, haloalkyl, nitro, alkoxy, alkylthio or cyano; R 2 is H, halogen, hydroxy, alkylcarbonyloxy, alkenyloxy, cyano, alkynyloxy, alkyl, haloalkyl, alkoxy, haloalkoxy, nitro, amino, alkylthio, --COOH, --COOR 7 , --CONHSO 2 R 5 , --CONHR 5 , --CONHOR 7 , --COOCH(R 4 )COR 3 , --NHSO 2 R 7 , --N(SO 2 R 7 ) 2 , --SCH(R 4 )COR 3 , --NHCH(R 4 )COR 3 , R 3 [CO --CH--(R 4 )--O--] n -- or NCCH(R 4 )O--[CO--CH(R 4 )--O] m --; provided that where R' is H, halogen, alkyl, or alkoxy, or R a is alkyl; R b is other than H or alkyl, or R 2 is other than H, halogen, alkyl, or alkoxy; R 3 is OH, O - ak + , alkoxy, cycloaklyloxy, alkenyloxy, alkynyloxy, --O[CH(R 8 )(CH 2 ) p O] r R 9 , amino, arylamino, alkylamino, alkenylamino, alkoxyamino, alkylhaloalkyl- or arylsulfonylamino of the formula --NHSO 2 R 5 or --N(SO 2 R 5 )SO 2 R 6 ; R 4 is H or CH 3 ; R 5 and R 6 are independently alkyl, haloalkyl or aryl; R 7 is lower alkyl; R 8 is H or CH 3 ; R 9 is alkyl; n is 1 or 2; p is 0 to 5; m is zero or 1; r is 1 to 6; ak + is sodium, potassium, or ammonium; Z is O, S, NH or alkylamino; with the proviso that any cycloalkyl group has from 3 to 7 carbon atoms; any alkyl, alkenyl or alkynyl moiety in Z, R', R 2 , R 3 , R 5 , R 6 or R 9 has 1 to 6 carbon atoms; and any aryl moiety thereof is phenyl, alkoxyphenyl or halophenyl.
Claim 2
Dependent Claim 349 words
An herbicidal compound of the formula ##STR17## in which X is halogen, alkyl, haloalkyl or nitro; Y is halogen, alkyl, alkoxy, alkylthio, haloalkyl, nitro, cyano, alkylsulfonylalkyl, --SOCF 3 , or halo lower alkoxy; R a is lower haloalkyl, lower alkyl, alkenyl, or alkynyl; R b is hydrogen, halogen, lower alkyl, lower haloalkyl, alkoxy, alkylsulfonyl, alkylthio or haloalkylsulfonyl; R' is H, alkyl, halogen, haloalkyl, nitro, alkoxy, alkylthio or cyano; R 2 is H, halogen, hydroxy, alkylcarbonyloxy, alkenyloxy, cyano, alkynyloxy, alkyl, haloalkyl, alkoxy, haloalkoxy, nitro, amino, alkylthio, --COOH, --COOR 7 , --CONHSO 2 R 5 , --CONHR 5 , --CONHOR 7 , --COOCH(R 4 )COR 3 , --NHSO 2 R 7 , --N(SO 2 R 7 ) 2 , --SCH(R 4 )COR 3 , --NHCH(R 4 )COR 3 , R 3 [CO --CH--(R 4 )--O--] n -- or NCCH(R 4 )O--[CO--CH(R 4 )--O] m --; provided that where R' is H, halogen, alkyl, or alkoxy, or R a is alkyl; R b is other than H or alkyl, or R 2 is other than H, halogen, alkyl, or alkoxy; R 3 is OH, O - ak + , alkoxy, cycloaklyloxy, alkenyloxy, alkynyloxy, --O[CH(R 8 )(CH 2 ) p O] r R 9 , amino, arylamino, alkylamino, alkenylamino, alkoxyamino, alkylhaloalkyl- or arylsulfonylamino of the formula --NHSO 2 R 5 or --N(SO 2 R 5 )SO 2 R 6 ; R 4 is H or CH 3 ; R 5 and R 6 are independently alkyl, haloalkyl or aryl; R 7 is lower alkyl; R 8 is H or CH 3 ; R 9 is alkyl; n is 1 or 2; p is 0 to 5; m is zero or 1; r is 1 to 6; ak + is sodium, potassium, or ammonium; Z is O, S, NH or alkylamino; with the proviso that any cycloalkyl group has from 3 to 7 carbon atoms; any alkyl, alkenyl or alkynyl moiety in Z, R', R 2 , R 3 , R 5 , R 6 or R 9 has 1 to 6 carbon atoms; and any aryl moiety thereof is phenyl, alkoxyphenyl or halophenyl.
Claim 3
Dependent Claim 40 words
A compound as in claim 1 in which R 2 is [--[OCH(R 4 ) CO] n R 3] R 3 [CO--CH--(R 4 )--O--] n -- or [--[OCH(R 4 )CO] m --OCH(R 4 )CN] NCCH(R 4 )O--[CO--CH(R 4 )--O] m --.
Claim 4
Dependent Claim 15 words
A compound as in claim 2 in which n is 1 and m is zero.
Claim 5
Dependent Claim 23 words
A compound as in claim 1 in which R 2 is [--[OCH(R 4 )CO]N R 3] R 3 [CO--CH--(R 4 )--O--] n --.
Claim 6
Dependent Claim 22 words
A compound as in claim 4 in which X and Y are halogen, R b is methyl and R a is difluoromethyl.
Claim 7
Dependent Claim 23 words
A compound as in claim 5 in which X is chlorine, fluorine or bromine and Y is chlorine or bromine at its 4-position.
Claim 8
Dependent Claim 11 words
A compound as in claim 6 in which X is F.
Claim 9
Dependent Claim 11 words
A compound as in claim 7 in which Z is 0.
Claim 10
Dependent Claim 16 words
A compound as in claim 8 in which R 4 is methyl and n is one.
Claim 11
Dependent Claim 14 words
A compound as in claim 9 in which R 2 is para to Z.
Claim 12
Dependent Claim 13 words
A compound as in claim 10 in which R 3 is lower alkoxy.
Claim 13
Dependent Claim 18 words
A compound as in claim 11 in which R' is F or Cl and is ortho to Z.
Claim 14
Dependent Claim 16 words
A compound as in claim 12 in which R 3 is ethoxy and R' is F.
Claim 15
Dependent Claim 16 words
A compound as in claim 13 in which R 3 is methoxy and R' is F.
Claim 16
Dependent Claim 21 words
A compound of claim 1 in which R 3 is --O[(CH(R 8 )(CH 2 ) p O] r R 9 .
Claim 17
Dependent Claim 18 words
A compound of claim 15 in which R 8 is H, p is 1 and r is 2.
Claim 18
Dependent Claim 20 words
An herbicidal composition comprising an herbicidally effective amount of the compound of claim 1 in admixture with a suitable carrier.
Claim 19
Dependent Claim 27 words
A method for controlling undesired plant growth which comprises applying to the locus where control is desired an herbicidally effective amount of the composition of claim 17.
Claim 20
Dependent Claim 20 words
An herbicidal composition comprising an herbicidally effective amount of the compound of claim 4 in admixture with a suitable carrier.
Claim 21
Dependent Claim 27 words
A method for controlling undesired plant growth which comprises applying to the locus where control is desired an herbicidally effective amount of the composition of claim 19.
Claim 22
Dependent Claim 20 words
An herbicidal composition comprising an herbicidally effective amount of the compound of claim 21 in admixture with a suitable carrier.
Claim 23
Dependent Claim 27 words
A method for controlling undesired plant growth which comprises applying to the locus where control is desired an herbicidally effective amount of the composition of claim 21.

References Cited (Backward Citations)

DE2725148A1 Cited
US4702763A Cited
US4919708A Cited
US4818276A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-01-27 1995-07-29 1996-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-01-27 1999-07-29 2000-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-01-27 2003-07-29 2004-01-28 $7700.00 Window Closed / Lapsed

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