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US4169720A Expired / Lapsed US ⏱️ 0.0 years remaining

2-[4-(4-Chlorophenoxymethyl)-phenoxy]-propionic acid compounds as herbicides

Assignee: Shell Internationale Research Maatschappij BV
•
Filing: 1977-07-28
•
Granted: 1979-10-02
•
Expires: 1997-07-28
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Abstract

Abstract Compounds of the formula ##STR1## wherein R 1 and R 2 are each hydrogen, chlorine or fluorine; and R 3 is --CH 2 OH, --CH 2 --O--COR 4 , --CH 2 --O--CONHR 5 , --COOH, --COOCat, --COOR 6 , --CONR 7 R 8 or --CO--SR 9 ; where Cat is one equivalent of an inorganic or organic cation; R 4 is hydrogen or alkyl of 1 to 10 carbon atoms; R 5 is alkyl of 1 to 4 carbon atoms, phenyl or halo-substituted phenyl; R 6 is alkyl of 1 to 10 carbon atoms which may optionally have a chloro, hydroxyl, lower alkoxy, lower alkoxy-lower alkoxy, lower alkylthio, amino, mono-lower alkyl-amino, di-lower alkyl-amino, allyloxy or phenoxy substituent attached thereto; phenyl; benzyl; monochloro-benzyl; dichloro-benzyl; cyclohexyl; 1-ethynyl-cyclohexyl; lower alkenyl; lower alkynyl; --N═C(CH 3 ) 2 ; 2--(2',4',5'-trichloro-phenoxy)-ethyl, 2-(2', 5'-dichloro-4'-bromo-phenoxy)-ethyl; or ##STR2## R 7 is hydrogen, lower alkyl, hydroxy-lower alkyl, lower alkenyl, lower alkynyl, phenyl, chloro-substituted phenyl, hydroxyl, amino, phenyl-amino or thiazolyl; R 8 is hydrogen, lower alkyl, lower alkenyl or hydroxy-lower alkyl; R 9 is hydrogen or alkyl of 1 to 10 carbon atoms; and N is an integer from 2 to 6, inclusive. The compounds are useful as herbicides.

Inventors

  • 👤 Erich Schacht
  • 👤 Gunter Lauterbach
  • 👤 Werner Mehrhof
  • 👤 Jurgen Curtze
  • 👤 Gerbert Linden
  • 👤 Siegmund Lust
  • 👤 Klaus Thomas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 04:28
CPC Classifications
C; C07; C07C; C07C243/00; A; A01; A01N; A01N39/00; A01N39/02; A01N43/00; A01N43/72; A01N43/74; A01N43/78; A01N47/00; A01N47/08; A01N47/10; A01N47/12; A01N47/20; C07C243/24; C07C243/26; C07C243/28; C07C251/00; C07C251/72; C07C59/00; C07C59/40; C07C59/58; C07C59/64; C07C59/66; C07C59/68; C07D; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/38; C07D277/44; C07D277/46

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 143 words
A method of killing weeds which comprises contacting said weeds with an effective amount of a selective herbicidal composition consisting essentially of a liquid or solid inert carrier and an herbicidally effective amount of a compound of the formula ##STR59## wherein R 1 and R 2 are each hydrogen, chlorine or fluorine; and R 3 is --COOH, --COOCat or --COOR 6 ; where Cat is one equivalent of an inorganic or organic cation; and R 6 is alkyl of 1 to 10 carbon atoms which may optionally have a chloro, hydroxyl, lower alkoxy, lower alkoxy-lower alkoxy, lower alkylthio, amino, mono-lower alkyl-amino, di-lower alkyl-amino, allyloxy- or phenoxy-substituent attached thereto; phenyl; benzyl, monochlorobenzyl; di-chloro-benzyl; cyclohexyl; 1-ethynyl-cyclohexyl; lower alkenyl; lower alkynyl; 2-(2',4',5'-trichlorophenoxy)-ethyl; 2-(2',5'-dichloro-4'-bromo-phenoxy)-ethyl; or ##STR60## where R 1 and R 2 have the meanings defined above, and n is an integer from 2 to 6, inclusive.
Claim 2
Independent Claim 143 words
A method of killing weeds which comprises contacting said weeds with an effective amount of a selective herbicidal composition consisting essentially of a liquid or solid inert carrier and an herbicidally effective amount of a compound of the formula ##STR59## wherein R 1 and R 2 are each hydrogen, chlorine or fluorine; and R 3 is --COOH, --COOCat or --COOR 6 ; where Cat is one equivalent of an inorganic or organic cation; and R 6 is alkyl of 1 to 10 carbon atoms which may optionally have a chloro, hydroxyl, lower alkoxy, lower alkoxy-lower alkoxy, lower alkylthio, amino, mono-lower alkyl-amino, di-lower alkyl-amino, allyloxy- or phenoxy-substituent attached thereto; phenyl; benzyl, monochlorobenzyl; di-chloro-benzyl; cyclohexyl; 1-ethynyl-cyclohexyl; lower alkenyl; lower alkynyl; 2-(2',4',5'-trichlorophenoxy)-ethyl; 2-(2',5'-dichloro-4'-bromo-phenoxy)-ethyl; or ##STR60## where R 1 and R 2 have the meanings defined above, and n is an integer from 2 to 6, inclusive.
Claim 3
Dependent Claim 21 words
The method according to claim 1 where said compound is 2-[4-(4-chlorophenoxymethyl)-phenoxy]-propionic acid, a salt thereof or a lower alkyl ester thereof.

References Cited (Backward Citations)

US2614919A Cited
US2668104A Cited
US3968143A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-10-01 1983-04-02 1983-10-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-10-01 1987-04-02 1987-10-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-10-01 1991-04-02 1991-10-02 $7700.00 Window Closed / Lapsed

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