US4419121A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-Phenylsulfonyl-N'-pyrimidinylureas
Assignee: Novartis Corp
•
Filing: 1983-01-17
•
Granted: 1983-12-06
•
Expires: 2003-01-17
Abstract
Abstract N-Phenylsulfonyl-N'-pyrimidinylureas of the general formula ##STR1## 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 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. pg,2
Inventors
- 👤 Willy Meyer
- 👤 Werner Fory
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 05:49
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: 27
Claim 1
Independent Claim
211 words
A N-phenylsulfonyl-N'-pyrimidinylurea of the formula I ##STR15## 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'-pyrimidinylurea of the formula I ##STR15## 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
25 words
A compound according to claim 15, wherein A is C 2 -C 8 alkoxyalkyl, C 2 -C 4 haloalkenyl or C 2 -C 6 -alkenyl.
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-chloro-6-methoxy-pyrimidin-2-yl)urea according to claim 1.
Claim 21
Dependent Claim
5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4-methoxy-6-methyl-pyrimidin-2-yl)urea according to claim 1.
Claim 22
Dependent Claim
5 words
N-(2-methoxyethoxy-phenylsulfonyl)-N'-(4,6-dimethoxy-pyrimidin-2-yl)urea according to claim 1.
Claim 23
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 24
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 25
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.
Claim 26
Dependent Claim
28 words
A method according to claim 23 for selectively controlling weeds in crops of cultivated plants which method comprises applying the compound according to claim 1 preemergence or postemergence.
Claim 27
Dependent Claim
24 words
A method according to claim 24 for suppressing plant growth beyond the two-leaf-stage which method comprises applying the compound according to claim 1 preemergence.
References Cited (Backward Citations)
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 |