US3910909A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of 1,2,4-triazin-5-one compounds
Assignee: Bayer AG
•
Filing: 1972-07-18
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Granted: 1975-10-07
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Expires: 1992-07-18
Abstract
Abstract 1,2,4-TRIAZIN-5-ONE COMPOUNDS OF THE FORMULA: WHEREIN THE R radicals can be generally hydrogen or organic substituents, ARE PREPARED BY REACTING A DIAZABUTADIENE OF THE FORMULA: WHEREIN R2 and R3 are hydrogen or organic substituents and R6 is chlorine or alkoxy, WITH A COMPOUND OF THE FORMULA:
Inventors
- 👤 Wilfried Draber
- 👤 Karlfried Dickore
- 👤 Helmut Timmler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 10:35
CPC Classifications
A; A01; A01N; A01N43/00; A01N43/64; A01N43/707; C; C07; C07D; C07D253/00; C07D253/02; C07D253/06; C07D253/065; C07D253/07
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
11 words
Process for the preparation of a 1,2,4-triazin-5-one compound of the formula:
Claim 2
Dependent Claim
11 words
Process for the preparation of a 1,2,4-triazin-5-one compound of the formula:
Claim 3
Dependent Claim
16 words
Process as claimed in claim 1 for the preparation of a 1,2,4-triazin-5-one compound of the formula:
Claim 4
Dependent Claim
53 words
Process as claimed in claim 1 wherein R1 is aralkyl of from 1 to 2 carbon atoms in the alkyl moiety and 6 to 10 carbon atoms in the aryl moiety, which aralkyl may be substituted by an alkyl, alkoxy or alkylthio radical of from 1 to 4 carbon atoms, or the group
Claim 5
Dependent Claim
78 words
Process as claimed in claim 1 wherein R2 is aralkyl of from 1 to 2 carbon atoms in the alkyl moiety and 6 to 10 carbon atoms in the aryl moiety, which aralkyl may be substituted by hydroxyl, an alkyl, alkoxy or haloalkyl radical of from 1 to 4 carbon atoms or halogen, expecially fluorine, chlorine or bromine, or aryl of from 6 to 10 carbon atoms, which may be substituted by halogen, alkyl, alkoxy, hydroxyl or trifluoromethyl.
Claim 6
Dependent Claim
102 words
Process as claimed in claim 1 wherein R3 is aryl of from 6 to 10 carbon atoms or aralkyl of from 1 to 3 carbon atoms in the alkyl moiety and 6 to 10 carbon atoms in the aryl moiety, which aryl or aralkyl radicals may be substituted on the aryl portion with a member of the group consisting of alkyl of from 1 to 4 carbon atoms, alkoxy of from 1 to 4 carbon atoms, alkylthio of from 1 to 4 carbon atoms, chlorine, fluorine, bromine dialkylamino of from 2 to 6 carbon atoms in each alkyl radical, cyano or thiocyano.
Claim 7
Dependent Claim
19 words
Process as claimed in claim 1 wherein R6 is chlorine or alkoxy of from 1 to 4 carbon atoms.
Claim 8
Dependent Claim
17 words
Process as claimed in claim 2 which comprises reacting 1-tert.-butyl-1-methoxycarbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with hydrazine hydrate to give 3-ethyl-4-amino-6-tert.-butyl-1,2, 4-triazin-5-one.
Claim 9
Dependent Claim
16 words
Process as claimed in claim 2 which comprises reacting 1-phenyl-1-ethoxy-carbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with hydrazine hydrate to give 3-ethyl-4-amino-6-phenyl-1,2,4-triazin-5-one.
Claim 10
Dependent Claim
16 words
Process as claimed in claim 2 which comprises reacting 1-phenyl-1-ethoxy-carbonyl-4-chloro-4-cyclopropyl-2,3-diazabutadiene with hydrazine hydrate to give 3-cyclopropyl-4-amino-6-phenyl-1,2,4-triazin-5-one.
Claim 11
Dependent Claim
15 words
Process as claimed in claim 2 which comprises reacting 1-(4''-methoxyphenyl)-1-ethoxycarbonyl-4-chloro-4-methyl-2,3-diazabutadiene with hydrazine to give 3-methyl-4-amino-6-(4''-methoxy-phenyl)-1,2,4-triazin-5-one.
Claim 12
Dependent Claim
15 words
Process as claimed in claim 2 which comprises reacting 1-tert.-butyl-1-methoxycarbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with methylamine to give 3-ethyl-4-methyl-6-tert.-butyl-1,2,4-triazin-5-one.
Claim 13
Dependent Claim
15 words
Process as claimed in claim 2 which comprises reacting 1-phenyl-1-ethoxy-carbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with methylamine to give 3-ethyl-4-methyl-6-phenyl-1,2,4-triazin-5-one.
Claim 14
Dependent Claim
15 words
Process as claimed in claim 2 which comprises reacting 1-(4''-methylphenyl)-1-ethoxycarbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with allylamine to give 3-ethyl-4-allyl-6-(4''-methylphenyl)-1,2,4-triazin-5-one.
Claim 15
Dependent Claim
20 words
Process as claimed in claim 2 which comprises reacting 1-phenyl-1-methoxy-carbonyl-4-chloro-4-ethyl-2,3-diazabutadiene with a mixture of hydroxylamine and triethylamine, to give 3-ethyl-4-hydroxy-6-phenyl-1,2,4-triazin-5-one.
References Cited (Backward Citations)
US3671523A
Cited
US3847914A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-10-06 | 1979-04-07 | 1979-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-10-06 | 1983-04-07 | 1983-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-10-06 | 1987-04-07 | 1987-10-07 | $7700.00 | Window Closed / Lapsed |