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US4666507A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal 5-halo-1-[5-(N-substituted sulfonylamino)phenyl]pyrazole derivatives

Assignee: Nippon Kayaku Co Ltd
•
Filing: 1985-12-30
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Granted: 1987-05-19
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Expires: 2005-12-30
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Abstract

Abstract Disclosed is a compound exhibiting herbicidal activity of the formula: ##STR1## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl or phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxycarbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2 -alkyl, Y is C 1 -C 2 -alkyl, X may make --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen.

Inventors

  • 👤 Mikio Yanagi
  • 👤 Shuji Kawada
  • 👤 Fumio Futatsuya
  • 👤 Kenji Kobayashi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 07:23
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/54; C07D231/56; C07D231/02; C07D231/10; C07D231/14; C07D231/16

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 111 words
A compound of the formula: ##STR29## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2--alkyl , Y is C 1 -C 2 --alkyl, X may make --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen.
Claim 2
Dependent Claim 111 words
A compound of the formula: ##STR29## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2--alkyl , Y is C 1 -C 2 --alkyl, X may make --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen.
Claim 3
Dependent Claim 54 words
A compound according to claim 1 wherein R 1 is fluoro or chloro, R 2 is chloro or methyl, R 3 is lower alkyl, R 4 is methyl, ethyl, carboxymethyl or methoxy carbonyl methyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 4
Dependent Claim 52 words
A compound according to claim 1 wherein R 1 is fluoro, chloro or methyl, R 2 is chloro, bromo or methyl, R 3 is CF 3 , R 4 is hydrogen, X is hydrogen, chloro, bromo or methyl, Y is methyl or X makes --(CH 2 ) 4 -- together with Y.
Claim 5
Dependent Claim 48 words
A compound according to claim 2 wherein R 1 is fluoro, R 2 is chloro, R 3 is methyl or ethyl, R 4 is methyl, carboxymethyl or methoxycarbonylmethyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 6
Dependent Claim 15 words
A compound according to claim 1 which is selected from the group consisting of: ##STR30##
Claim 7
Dependent Claim 123 words
A herbicidal composition containing a herbicidally effective amount of a compound of the formula: ##STR31## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2 --alkyl, Y is C 1 -C 2 --alkyl, X may make a --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen and adjuvant(s).
Claim 8
Dependent Claim 123 words
A herbicidal composition containing a herbicidally effective amount of a compound of the formula: ##STR31## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2 --alkyl, Y is C 1 -C 2 --alkyl, X may make a --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen and adjuvant(s).
Claim 9
Dependent Claim 53 words
A composition according to claim 6 wherein R 1 is fluoro or chloro, R 2 is chloro or methyl, R 3 is lower alkyl, R 4 is methyl, ethyl, carboxymethyl or methoxy carbonylmethyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 10
Dependent Claim 52 words
A composition according to claim 6 wherein R 1 is fluoro, chloro or methyl, R 2 is chloro, bromo or methyl, R 3 is CF 3 , R 4 is hydrogen, X is hydrogen, chloro, bromo or methyl, Y is methyl or X makes -(CH 2 ) 4 -- together with Y.
Claim 11
Dependent Claim 48 words
A composition according to claim 7 wherein R 1 is fluoro, R 2 is chloro, R 3 is methyl or ethyl, R 4 is methyl, carboxymethyl or methoxycarbonylmethyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 12
Dependent Claim 18 words
A composition according to claim 6 wherein the effective component is selected from the group consisting of: ##STR32##
Claim 13
Independent Claim 127 words
A method for killing weeds which comprises applying the weeds or locus thereof a herbicidally effective amount of the formula: ##STR33## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2 --alkyl, Y is C 1 -C 2 --alkyl, X may make a --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen.
Claim 14
Independent Claim 127 words
A method for killing weeds which comprises applying the weeds or locus thereof a herbicidally effective amount of the formula: ##STR33## wherein R 1 is hydrogen, halogen or methyl, R 2 is hydrogen, halogen or lower alkyl, R 3 is lower alkyl which may be substituted by halogen or methylsulfonyl, benzyl, phenyl which may be substituted by halogen or nitro, R 4 is hydrogen; lower alkyl which may be substituted by carboxy or lower alkoxy carbonyl; lower alkenyl; lower alkynyl; methylsulfonyl or benzyl which may be substituted by halogen, X is hydrogen, halogen or C 1 -C 2 --alkyl, Y is C 1 -C 2 --alkyl, X may make a --(CH 2 ) 3 -- or --(CH 2 ) 4 -- together with Y, W is halogen.
Claim 15
Dependent Claim 52 words
A method according to claim 11 wherein R 1 is fluoro or chloro, R 2 is chloro or methyl, R 3 is lower alkyl, R 4 is methyl, ethyl, carboxymethyl or methoxycarbonylmethyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 16
Dependent Claim 52 words
A method according to claim 11 wherein R 1 is fluoro, chloro or methyl, R 2 is chloro, bromo or methyl, R 3 is CF 3 , R 4 is hydrogen, X is hydrogen, chloro, bromo or methyl, Y is methyl or X makes --(CH 2 ) 4 -- together with Y.
Claim 17
Dependent Claim 48 words
A compound according to claim 12 wherein R 1 is fluoro, R 2 is chloro, R 3 is methyl or ethyl, R 4 is methyl, carboxymethyl or methoxycarbonylmethyl, X is chloro, Y is methyl or X makes --(CH 2 ) 4 -- together with Y, W is chloro.
Claim 18
Dependent Claim 17 words
A method according to claim 11 wherein effective component is selected from the group consisting of: ##STR34##

References Cited (Backward Citations)

US4008249A Cited
US4059434A Cited
JPS5291861A 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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