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US4479821A Expired / Lapsed US ⏱️ 0.0 years remaining

N-Phenylsulfonyl-N'-triazinylureas

Assignee: Novartis Corp
•
Filing: 1983-01-17
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Granted: 1984-10-30
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Expires: 2003-01-17
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Abstract

Abstract N-Phenylsulfonyl-N'-triazinylureas of the general formula <IMAGE> and the salts thereof with amines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formula A is a C1-C6alkyl radical which is substituted by C1-C4alkoxy, C1-C4alkylthio, C1-C4alkylsulfinyl or C1-C4alkylsulfonyl, X is oxygen, sulfur, a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is 1 or 2, R2 is hydrogen, halogen, C1-C5alkyl, C2-C5alkenyl, C1-C4haloalkyl, or a radical -Y-R5, -COOR6, -NO2 or -CO-NR7-R8, R3 and R4, each independently of the other, are hydrogen, C1-C4alkyl, C1-C4alkoxy, C1-C4alkylthio, C1-C4haloalkyl, halogen or alkoxyalkyl or at most 4 carbon atoms, R5 and R6, each independently of the other, are C1-C5alkyl, C2-C5alkenyl or C2-C6alkynyl, R7 and R8, each independently of the other, are hydrogen, C1-C5alkyl, C2-C5alkenyl or C2-C6alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge.

Inventors

  • 👤 Willy Meyer
  • 👤 Werner F/o/ ry

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 19:44
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/28; C07D239/32; C07D239/42; C07D521/00; A; A01; A01N; A01N47/00; A01N47/08; A01N47/28; A01N47/36; C07D251/00; C07D251/02; C07D251/12; C07D251/14

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 211 words
A N-phenylsulfonyl-N'-triazinyl-urea of the formula I ##STR16## wherein A is a C 1 -C 6 alkyl radical which is substituted by C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl or C 1 -C 4 -alkylsulfonyl, X is oxygen, sulfur, a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is 1 or 2, R 2 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 haloalkyl, or a radical --Y--R 5 , --COOR 6 , --NO 2 or --CO--NR 7 --R 8 , R 3 and R 4 , each independently of the other, are hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms, R 5 and R 6 , each independently of the other, are C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, R 7 and R 8 , each independently of the other, are hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge, or a salt thereof.
Claim 2
Dependent Claim 211 words
A N-phenylsulfonyl-N'-triazinyl-urea of the formula I ##STR16## wherein A is a C 1 -C 6 alkyl radical which is substituted by C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkylsulfinyl or C 1 -C 4 -alkylsulfonyl, X is oxygen, sulfur, a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is 1 or 2, R 2 is hydrogen, halogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 haloalkyl, or a radical --Y--R 5 , --COOR 6 , --NO 2 or --CO--NR 7 --R 8 , R 3 and R 4 , each independently of the other, are hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 haloalkyl, halogen or alkoxyalkyl of at most 4 carbon atoms, R 5 and R 6 , each independently of the other, are C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, R 7 and R 8 , each independently of the other, are hydrogen, C 1 -C 5 alkyl, C 2 -C 5 alkenyl or C 2 -C 6 alkynyl, and Y is oxygen, sulfur, a sulfinyl or sulfonyl bridge, or a salt thereof.
Claim 3
Dependent Claim 10 words
A compound according to claim 1, wherein Z is oxygen.
Claim 4
Dependent Claim 20 words
A compound according to claim 1, wherein R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 5
Dependent Claim 14 words
A compound according to claim 1, wherein Z is oxygen and m is 1.
Claim 6
Dependent Claim 14 words
A compound according to claim 1, wherein Z is oxygen and m is 2.
Claim 7
Dependent Claim 20 words
A compound according to claim 4, wherein the radical --X--A is in the 2- or 3-position to the sulfonyl group.
Claim 8
Dependent Claim 14 words
A compound according to claim 6, wherein the radical --X--A is in the 2-position.
Claim 9
Dependent Claim 20 words
A compound according to claim 5, wherein both radicals --X--A are in the 2- and 5-position to the sulfonyl group.
Claim 10
Dependent Claim 33 words
A compound according to claim 2, wherein only one radical --X--A is in the 2-position to the sulfonyl radical and R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 11
Dependent Claim 34 words
A compound according to claim 2, wherein two radicals --X--A are in the 2- and 5-position to the sulfonyl radical and R 3 and R 4 together contain not more than 4 carbon atoms.
Claim 12
Dependent Claim 19 words
A compound according to claim 9, wherein R 2 is in the 5- or 6-position to the sulfonyl group.
Claim 13
Dependent Claim 22 words
A compound according to claim 11, wherein R 2 is hydrogen, halogen, C 1 -C 4 alkoxy, nitro or --COOR 6 .
Claim 14
Dependent Claim 60 words
A compound according to claim 12, wherein R 2 is hydrogen, fluorine, nitro or C 1 -C 4 alkoxy and each of R 3 and R 4 is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, halogen or alkoxyalkyl, whilst R 3 and R 4 together contain at most 4 carbon atoms.
Claim 15
Dependent Claim 34 words
A compound according to claim 13, wherein R 2 is hydrogen, and each of R 3 and R 4 is C 1 -C 4 alkyl, C 1 -C 4 alkoxy, methylthio, halogen, or alkoxyalkyl.
Claim 16
Dependent Claim 12 words
A compound according to claim 14, wherein X is oxygen or sulfur.
Claim 17
Dependent Claim 14 words
A compound according to claim 15, wherein A is C 2 -C 8 alkoxyalkyl.
Claim 18
Dependent Claim 28 words
A compound according to claim 16, wherein A is C 2 -C 8 alkoxyalkyl and each of R 3 and R 4 is methyl, ethyl, chlorine or methoxy.
Claim 19
Dependent Claim 65 words
A compound according to claim 1, wherein Z is sulfur, X is oxygen or sulfur, each of R 3 and R 4 independently is C 1 -C 3 alkyl, C 1 -C 3 alkoxy or C 1 -C 3 alkylthio, containing together at most 4 carbon atoms, and A is methoxyethyl or methoxymethyl and the radical --X--A is in the 2-position and m is 1.
Claim 20
Dependent Claim 5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea according to claim 1.
Claim 21
Dependent Claim 5 words
N-(2-methoxymethoxy-phenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)-urea according to claim 1.
Claim 22
Dependent Claim 5 words
N-(2-methoxyethylthio-phenylsulfonyl)-N'-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea according to claim 1.
Claim 23
Dependent Claim 5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-1,3,5-triazin-2-yl)urea according to claim 1.
Claim 24
Dependent Claim 5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-ethoxy-6-methyl-1,3,5-triazin-2-yl)-urea according to claim 1.
Claim 25
Dependent Claim 5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-ethoxy-6-methoxy-1,3,5-triazin-2-yl)urea according to claim 1.
Claim 26
Dependent Claim 5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-ethyl-6-methoxy-1,3,5-triazin-2-yl)urea according to claim 1.
Claim 27
Dependent Claim 26 words
A herbicidal and growth regulating composition which comprises an effective amount of at least one compound according to claim 1, together with a suitable carrier therefor.
Claim 28
Dependent Claim 28 words
A method of controlling undesired plant growth, which method comprises applying thereto or to the locus thereof a herbicidally effective amount of a compound according to claim 1.
Claim 29
Dependent Claim 26 words
A method of suppressing plant growth, which method comprises applying thereto or to the locus thereof an effective amount of a compound according to claim 1.

References Cited (Backward Citations)

FR1468747A Cited
US4127405A Cited
EP0001515A2 Cited
EP0001514A2 Cited
US4257802A Cited
US4339266A Cited
EP0023422A2 Cited
EP0030140A2 Cited
US4310346A Cited
EP0044210A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-30 1988-04-30 1988-10-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-30 1992-04-30 1992-10-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-30 1996-04-30 1996-10-30 $7700.00 Window Closed / Lapsed

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