US4547216A
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3,4-Di-(methylamino)-6-tert.-butyl-4,5-dihydro-1,2,4-triazin-5-one, its use as herbicide and a process for its production
Assignee: Novartis Corp
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Filing: 1984-01-06
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Granted: 1985-10-15
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Expires: 2004-01-06
Abstract
Abstract There are claimed the triazine derivative, 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one, a process for producing it, compositions containing the triazine derivative, and the use of the triazine derivative or of compositions containing it, for controlling undesirable plant growth. The invention relates also to the intermediate, 3-methylthio-4-methylamino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one, developed for producing the triazine derivative, to a process for producing the intermediate, to compositions containing this intermediate and to the use of the intermediate or of compositions containing it for controlling undesirable plant growth.
Inventors
- 👤 Beat Bohner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 03:03
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: 22
Claim 1
Independent Claim
1 words
3,4-Di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one.
Claim 2
Dependent Claim
1 words
3,4-Di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one.
Claim 3
Dependent Claim
44 words
Process for producing 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one according to claim 1, wherein 3-methylamino-4-amino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one is reacted with a methyl halide or with dimethyl sulfate in the presence of a phase transfer catalyst selected from the group consisting of a quaternary ammonium salt, ammonium hydroxide and a phosphonium salt.
Claim 4
Dependent Claim
24 words
Process according to claim 2, wherein 3-methylamino-4-amino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one is reacted with a methyl halide in the presence of an organic solvent and a strong base.
Claim 5
Dependent Claim
36 words
Process according to claim 2, wherein the phase transfer catalyst used is selected from the group comprising: a benzyltrialkylammonium hydroxide, a benzyltrialkylammonium bisulfate, a benzyltrialkylammonium halide, a tetraalkylammonium hydroxide, a tetraalkylammonium bisulfate and a tetraalkylammonium halide.
Claim 6
Dependent Claim
15 words
Process according to claim 4, wherein the phase transfer catalyst used is a tetraalkylammonium halide.
Claim 7
Dependent Claim
41 words
Process for producing 3-methylthio-4-methylamino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one wherein 3-methylthio-4-amino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one is reacted with a methyl halide or with dimethyl sulfate in the presence of a phase transfer catalyst selected from the group consisting of of a quaternary ammonium salt, ammonium hydroxide and a phosphonium salt.
Claim 8
Dependent Claim
41 words
Process for producing 3-methylthio-4-methylamino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one wherein 3-methylthio-4-amino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one is reacted with a methyl halide or with dimethyl sulfate in the presence of a phase transfer catalyst selected from the group consisting of of a quaternary ammonium salt, ammonium hydroxide and a phosphonium salt.
Claim 9
Dependent Claim
24 words
Process according to claim 6, wherein 3-methylthio-4-amino-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one is reacted with a methyl halide in the presence of an organic solvent and a strong base.
Claim 10
Dependent Claim
36 words
Process according to claim 6, wherein the phase transfer catalyst used is selected from the group comprising: a benzyltrialkylammonium hydroxide, a benzyltrialkylammonium bisulfate, a benzyltrialkylammonium halide, a tetraalkylammonium hydroxide, a tetraalkylammonium bisulfate and a tetraalkylammonium halide.
Claim 11
Dependent Claim
15 words
Process according to claim 8, wherein the phase transfer catalyst used is a tetraalkylammonium halide.
Claim 12
Dependent Claim
19 words
Composition for controlling undesirable plant growth, which composition contains as active ingredient 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one together with carriers and/or other additives.
Claim 13
Dependent Claim
19 words
Composition for controlling undesirable plant growth, which composition contains as active ingredient 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one together with carriers and/or other additives.
Claim 14
Dependent Claim
36 words
Composition according to claim 10, which contains 0.1 to 99 percent by weight of 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one, 99.9 to 1 percent by weight of one or more additives, and 0 to 25 percent by weight of a tenside.
Claim 15
Dependent Claim
36 words
Composition according to claim 11, which contains 0.1 to 95 percent by weight of 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one, 5 to 99.8 percent by weight of one or more additives, and 0.1 to 25 percent by weight of a tenside.
Claim 16
Independent Claim
25 words
A method of controlling undesirable plant growth, which method comprises applying to said plants or to the locus thereof a herbicidally effective amount of 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one.
Claim 17
Independent Claim
25 words
A method of controlling undesirable plant growth, which method comprises applying to said plants or to the locus thereof a herbicidally effective amount of 3,4-di-(methylamino)-6-tert-butyl-4,5-dihydro-1,2,4-triazin-5-one.
Claim 18
Dependent Claim
14 words
A method according to claim 13 for controlling weeds in crops of cultivated plants.
Claim 19
Dependent Claim
18 words
A method according to claim 14 for controlling weeds in crops of cereals, maize, soya-bean and sugar cane.
Claim 20
Dependent Claim
14 words
A method according to claim 15 for controlling weeds in crops of sugar cane.
Claim 21
Dependent Claim
10 words
A method according to claim 14 for controlling monocotyledonous weeds.
Claim 22
Dependent Claim
10 words
A method according to claim 14 for controlling dicotyledonous weeds.
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) | 1988-10-14 | 1989-04-15 | 1989-10-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-10-14 | 1993-04-15 | 1993-10-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-10-14 | 1997-04-15 | 1997-10-15 | $7700.00 | Window Closed / Lapsed |