← Back to Patent Explorer
US4419124A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers

Assignee: Rohm and Haas Co
•
Filing: 1981-10-19
•
Granted: 1983-12-06
•
Expires: 2001-10-19
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract The herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Inventors

  • 👤 Colin Swithenbank

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 18:42
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/096; A; A01; A01N; A01N33/00; A01N33/16; A01N33/18; A01N33/20; A01N33/22; A01N37/00; A01N37/02; A01N37/18; A01N37/22; A01N37/24; A01N37/44; A01N37/48; A01N39/00; A01N39/02; A01N39/04; A01N41/00; A01N41/02; A01N41/10; A01N43/00; A01N43/02; A01N43/04; A01N43/20; A01N47/00; A01N47/08; A01N47/10; A01N47/20; A01N47/22; A01N47/28; A01N47/30; C07C; C07C17/00; C07C17/093; C07C205/00; C07C205/07; C07C205/11; C07C205/12; C07C205/27; C07C205/35; C07C205/36; C07C205/38; C07C205/39; C07C205/42; C07C205/43; C07C255/00; C07C275/00; C07C275/28; C07C275/32; C07C275/34; C07C275/36; C07C43/00; C07C43/02; C07C43/257; C07C43/29; C07C43/295; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 389 words
A compound of the formula ##STR8## wherein W is --NO 2 , --CN, --SO n CH 3 (wherein n=0, 1, or 2) or a halogen atom, X is a hydrogen atom, a halogen atom, preferably a fluorine atom or a chlorine atom, a trihalomethyl group, preferably a trifluoromethyl group, a (C 1 -C 4 )alkyl group, preferably a methyl group, or a cyano group, Y is a hydrogen atom, a halogen atom, preferably a fluorine atom or a chlorine atom, or a trihalomethyl group, preferably a trifluoromethyl group, and Z is --R 1 --R 2 --R 3 wherein ##STR9## R 4 is --R 9 , --Cl, --F, --CF 3 , --CN, or --COR 7 ; R 5 is --H, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, --CN, --COR 7 , --NH[(C 1 -C 4 )]alkyl, --N[(C 1 -C 4 )]alkyl 2 , --S(O) n R 8 , or --CO 2 R 9 ; R 6 is --R 9 , --CN, --SO 2 R 8 , or --CO 2 R 9 ; ##STR10## R 8 is (C 1 -C 4 )alkyl, carb(C 1 -C 4 )alkoxy, or --CF 3 ; R 9 is --H, (C 1 -C 4 )alkyl, (C 2 14 C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 2 -C 4 )hydroxyalkyl, (C 1 -C 4 )alkoxy(C 2 -C 4 )alkyl, (C 1 -C 4 )alkylthio(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylsulfinyl(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylsulfonyl(C 1 -C 4 )alkyl, carboxy(C 1 -C 4 )alkyl, carb(C 1 -C 4 )alkoxy(C 1 -C 4 )alkyl, cyano(C 1 -C 4 )alkyl, or halo(C 1 -C 4 )alkyl; m is separately selected from the integers 1, 2, 3 and 4 for each individually selected radical; and n is separately selected from the integers 0, 1 and 2 for each individually selected radical; including the agronomically-acceptable salts thereof, with the provisos that no oxygen atom shall be bonded to another oxygen atom, no sulfur atom shall be bonded to another sulfur atom, no halogen atom shall be on a carbon atom which is a α to an oxygen nitrogen or sulfur atom, and the sum of m plus n is at least 2 when R 3 is ##STR11## and R 7 is --OR 9 or --NR 4 R 6 .
Claim 2
Dependent Claim 389 words
A compound of the formula ##STR8## wherein W is --NO 2 , --CN, --SO n CH 3 (wherein n=0, 1, or 2) or a halogen atom, X is a hydrogen atom, a halogen atom, preferably a fluorine atom or a chlorine atom, a trihalomethyl group, preferably a trifluoromethyl group, a (C 1 -C 4 )alkyl group, preferably a methyl group, or a cyano group, Y is a hydrogen atom, a halogen atom, preferably a fluorine atom or a chlorine atom, or a trihalomethyl group, preferably a trifluoromethyl group, and Z is --R 1 --R 2 --R 3 wherein ##STR9## R 4 is --R 9 , --Cl, --F, --CF 3 , --CN, or --COR 7 ; R 5 is --H, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkoxy, --CN, --COR 7 , --NH[(C 1 -C 4 )]alkyl, --N[(C 1 -C 4 )]alkyl 2 , --S(O) n R 8 , or --CO 2 R 9 ; R 6 is --R 9 , --CN, --SO 2 R 8 , or --CO 2 R 9 ; ##STR10## R 8 is (C 1 -C 4 )alkyl, carb(C 1 -C 4 )alkoxy, or --CF 3 ; R 9 is --H, (C 1 -C 4 )alkyl, (C 2 14 C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 2 -C 4 )hydroxyalkyl, (C 1 -C 4 )alkoxy(C 2 -C 4 )alkyl, (C 1 -C 4 )alkylthio(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylsulfinyl(C 1 -C 4 )alkyl, (C 1 -C 4 )alkylsulfonyl(C 1 -C 4 )alkyl, carboxy(C 1 -C 4 )alkyl, carb(C 1 -C 4 )alkoxy(C 1 -C 4 )alkyl, cyano(C 1 -C 4 )alkyl, or halo(C 1 -C 4 )alkyl; m is separately selected from the integers 1, 2, 3 and 4 for each individually selected radical; and n is separately selected from the integers 0, 1 and 2 for each individually selected radical; including the agronomically-acceptable salts thereof, with the provisos that no oxygen atom shall be bonded to another oxygen atom, no sulfur atom shall be bonded to another sulfur atom, no halogen atom shall be on a carbon atom which is a α to an oxygen nitrogen or sulfur atom, and the sum of m plus n is at least 2 when R 3 is ##STR11## and R 7 is --OR 9 or --NR 4 R 6 .
Claim 3
Dependent Claim 17 words
A compound according to claim 1 wherein W is --NO 2 and Y is a hydrogen atom.
Claim 4
Dependent Claim 12 words
A compound according to claim 2 wherein X is a halogen atom.
Claim 5
Dependent Claim 12 words
A compound according to claim 3 wherein X is a chlorine atom.
Claim 6
Dependent Claim 18 words
A compound according to claim 1 wherein W is --NO 2 and X and Y are each chloro.
Claim 7
Dependent Claim 18 words
A herbicidal composition comprising a herbicidally-effective amount of a compound according to claim 1 and an agronomically-acceptable carrier.
Claim 8
Dependent Claim 43 words
A method of controlling weeds which comprises applying to the surface of the growth medium prior to the emergence of the weeds from the growth medium a compound according to claim 1 in an amount sufficient to control the growth of the weeds.
Claim 9
Dependent Claim 28 words
A method of controlling weeds which comprises applying to weed seedlings a compound according to claim 1 in an amount sufficient to control the growth of the seedlings.
Claim 10
Dependent Claim 57 words
A method of selectivity controlling weeds in an agronomic group which comprises applying to the surface of or incorporating into the growth medium prior to planting the crop and prior to the emergence of the weeds from the growth medium a compound according to claim 1 in an amount sufficient to control the growth of the weeds.
Claim 11
Dependent Claim 34 words
A method of selectively controlling weeds in a growing agronomic crop which comprises applying to weed seedlings a compound according to claim 1 in an amount sufficient to control the growth of the weeds.

References Cited (Backward Citations)

US3928416A Cited
US4076741A Cited
US4093446A Cited
US4046798A Cited
US4311514A Cited
GB2076393A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-12-05 1987-06-06 1987-12-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-12-05 1991-06-06 1991-12-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-12-05 1995-06-06 1995-12-06 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag