US3671523A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Herbicidal agents
Assignee: Bayer AG
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Filing: 1970-01-28
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Granted: 1972-06-20
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Expires: 1990-01-28
Abstract
Abstract 3-(HYDROGEN-, (UNSUBSTITUTED AND HALO, AMINO, ALKYLAMINO, NITRO, ALKYL, ALKOXY, ALKYLMERCAPTO, ARYLOXY AND/OR HALOARYLMERCAPTO, SUBSTITUTED) ALIPHATIC-, CYCLOALIPHATIC-, ARALIPHATIC-, ARYL-, OR N-heterocyclic- or O-alkanoyl-, -substituted oxy, mercapto or amino)- 4-(amino; mono and di (unsubstituted and cyano, hydroxy and/or halo, -substituted) alkyl- and/or alkanoyl-, -amino; N(unsubstituted and cycloalkyl, aryl, haloaryl, alkaryl, alkoxy aryl, nitroaryl, halo-nitro-aryl, aryl-alkenyl, heterocyclic and/or nitro- heterocyclic- -substituted) alkylidene-amino or cycloalkylidene- amino; or N-heterocyclic)-6-((unsubstituted and halo, nitro, carbo lower alkoxy, alkyl, alkoxy, aryloxy, alkylmercapto, arylmercapto and/or aralkylmercapto, -substituted) aliphatic, cycloaliphatic, araliphatic, aryl, heterocyclic or heterocyclic- alkyl)-1,2,4-triazine-5-ones, which possess herbicidal properties, and which may be produced by conventional methods; herbicidal compositions containing such compounds; and methods of using such compounds as herbicides.
Inventors
- 👤 Kurt Westphal
- 👤 Werner Meiser
- 👤 Ludwig Fue
- 👤 Helmuth Hack
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:37
CPC Classifications
C; C07; C07D; C07D253/00; C07D253/02; C07D253/06; C07D253/065; C07D253/07; C07D253/075; A; A01; A01N; A01N43/00; A01N43/64; A01N43/707
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
243 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein Y is selected from the group consisting of O, S; and a''. when Y is O, R is selected from the group consisting of C1 5 alkyl, cyclohexyl, phenyl and benzyl, R1 is selected from the group consisting of hydrogen, C1 4 alkyl, 1-hydroxy-2,2,2-trichloro-ethyl and acetyl, R2 is selected from the group consisting of hydrogen and aceTyl, and R3 is selected from the group consisting of hydrogen, C1 6 alkyl, C2 4 alkenyl, C2 4 alkynyl, dichloro-C2 4 alkenyl, di C1 4 alkylamino-C1 4 alkyl and acetyl; and b''. when Y is S, R is selected from the group consisting of C3 6 alkyl, cyclohexyl, adamantyl, C1 4 alkoxy-carbonylmethyl, chlorophenyl, C1 4 alkyl-phenyl, C1 4 alkoxy-phenyl, nitrophenyl, benzyl, chlorobenzyl, styryl, benzylmercaptomethyl, furyl, furfuryl, pyranyl and pyridyl-methyl, R1 is selected from the group consisting of hydrogen, C1 4 alkyl, 1-hydroxy-2,2,2-trichloro-ethyl and acetyl, R2 is selected from the group consisting of hydrogen, C1 4 alkyl and acetyl, with the proviso that R1 and R2 when taken together represent a member selected from the group consisting of C1 8 alkylidene, C5 6 cycloalkylidene, hexahydrobenzylidene, phenyl-C1 4 alkylidene, cinnamylidene, mono and di chlorobenzylidene, C1 4 alkyl-benzylidene, C1 4 alkoxy-benzylidene, nitrobenzylidene and chloro-nitro-benzylidene, and R3 is selected from the group consisting of hydrogen, C1 18 alkyl, C2 4 alkenyl, C2 4 alkynyl, dichloro-C2 4 alkenyl, di C1 4 alkylamino-C1 4 alkyl, C1 4 alkylmercapto-C1 4 alkyl, cyclohexyl, benzyl, chlorobenzyl and chlorophenylmercaptomethyl.
Claim 2
Dependent Claim
69 words
Compound according to claim 1 wherein Y is S, R is selected from the group consisting of C2 5 alkyl and cyclohexyl, R1 and R2 each respectively is selected from the group consisting of hydrogen and hydroxy-trichloro-C2 4 alkyl, with the proviso that R1 and R2 when taken together represent a member selected from the group consisting of C3 4 alkylidene and cyclohexylidene, and R3 is C1 3 alkyl.
Claim 3
Dependent Claim
70 words
Compound according to claim 1 wherein Y is S, R is selected from the group consisting of C3 5 branched chain alkyl and cyclohexyl, R1 is hydrogen, R2 is selected from the group consisting of hydrogen and 1-hydroxy-2,2,2-trichloro-ethyl, with the proviso that R1 and R2 when taken together represent a member selected from the group consisting of C3 4 branched chain alkylidene and cyclohexylidene, and R3 is C1 2 alkyl.
Claim 4
Dependent Claim
13 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein such substituted compound is 3-methylthio-4-amino-6-cyclohexyl-1, 2,4-triazine-5-one.
Claim 5
Dependent Claim
12 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein such substituted compound is 3-ethylthio-4-amino-6-phenyl-1,2,4-triazine-5-one.
Claim 6
Dependent Claim
12 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein such substituted compound is 3-methylthio-4-amino-6-benzyl-1,2,4-triazine-5-one.
Claim 7
Dependent Claim
13 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein such substituted compound is 3-methylthio-4-amino-6-isopropyl-1, 2,4-triazine-5-one.
Claim 8
Dependent Claim
12 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein such substituted compound is 3-methylthio-4-amino-6-ethyl-1,2,4-triazine-5-one.
Claim 9
Dependent Claim
53 words
Substituted 1,2,4-triazine-5-one according to claim 1 wherein Y is S, R is branched lower alkyl or cycloalkyl, R3 is lower alkyl, and R1 and R2 are individually hydrogen or taken together are cycloalkylidene having 5-8 ring carbon atoms or alkylidene having 1-12 CARBON atoms substituted with carbocyclic aryl having 6-10 ring carbon atoms.
Claim 10
Dependent Claim
41 words
Substituted 1,2,4-triazine-5-one according to claim 10 wherein R is branched butyl, R3 is methyl and R1 and R2 are individually hydrogen or taken together are cyclopentylidene, cyclohexylidene or lower alkylidene substituted with phenyl, nitrophenyl, lower alkyl phenyl or lower alkoxy phenyl.
Claim 11
Dependent Claim
13 words
Substituted 1,2,4-triazine-5-one according to claim 11 wherein R1 and R2 are each hydrogen.
Claim 12
Dependent Claim
29 words
Substituted 1,2,4-triazine-5-one according to claim 11 wherein R1 and R2 taken together are cyclopentylidene, cyclohexylidene or lower alkylidene substituted with phenyl, nitrophenyl, lower alkyl phenyl or lower alkoxy phenyl.
Claim 13
Dependent Claim
10 words
Substituted 1,2,4-triazine-5-one according to claim 13 wherein R is tert.-butyl.
Claim 14
Dependent Claim
14 words
Substituted 1,2,4-triazine-5-one according to claim 14 wherein R1 and R2 taken together are benzylidene.
Claim 15
Dependent Claim
12 words
Substituted 1,2,4-triazine-5-one according to claim 14 wherein such substituted compound is 3-methylthio-4-cyclohexylideneamino-6-tert.-butyl-1,2,4-triazine-5-one.
References Cited (Backward Citations)
US3544570A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-20 | 1975-12-20 | 1976-06-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-20 | 1979-12-20 | 1980-06-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-20 | 1983-12-20 | 1984-06-20 | $7700.00 | Window Closed / Lapsed |