US4174445A
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Preparation of arthropodicidally active substituted triazine-2,4-diones
Assignee: Bayer AG
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Filing: 1977-10-05
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Granted: 1979-11-13
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Expires: 1997-10-05
Abstract
Abstract Substituted triazine-2,4-diones of the formula <IMAGE> in which R is an organo radical, and R1 is hydrogen or an organo radical, which possess arthropodicidal properties and are produced by reacting an isocyanate of the formula R-N=C=O with a bis-silylated carboxylic acid amide of the formula <IMAGE> +TR <IMAGE>
Inventors
- 👤 Edgar Mohring
- 👤 Peter Roessler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 07:17
CPC Classifications
A; A01; A01N; A01N43/00; A01N43/64; C; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/14; C07D251/16; C07D251/20
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
155 words
A substituted triazine-2,4-dione of the formula ##STR26## in which R in both instances is identical and represents alkyl with up to 20 carbon atoms carrying one or more substituents selected from the group consisting of halogen, CN, aryloxy, alkoxy, halogenalkoxy, alkylmercapto, halogenalkylmercapto or represents furthermore phenyl carrying one or more substituents selected from the group consisting of halogenoalkyl, optionally halogen-substituted phenoxy, alkoxy, halogenoalkoxy, alkylmercapto, alkoxycarbonylalkenyl and halogenoalkylmercapto radicals and which can optionally be further substituted by halogen, or represents phenylsulphonyl which is optionally substituted by halogen, nitro, CN, monoalkylamino, dialkylamino, alkylmercapto or alkoxy, or represents alkylsulphonyl which is optionally substituted by halogen or CN, and R 1 represents hydrogen or alkyl with 1-10 carbon atoms or cycloalkyl with 5-10 carbon atoms, either of which is optionally substituted by halogen, alkoxy, cyano or nitro, or represents phenyl or naphthyl which are optionally substituted by halogen, nitro, cyano, alkyl with 1-10 carbon atoms, halogenoalkyl, alkoxy or alkylmercapto.
Claim 2
Dependent Claim
155 words
A substituted triazine-2,4-dione of the formula ##STR26## in which R in both instances is identical and represents alkyl with up to 20 carbon atoms carrying one or more substituents selected from the group consisting of halogen, CN, aryloxy, alkoxy, halogenalkoxy, alkylmercapto, halogenalkylmercapto or represents furthermore phenyl carrying one or more substituents selected from the group consisting of halogenoalkyl, optionally halogen-substituted phenoxy, alkoxy, halogenoalkoxy, alkylmercapto, alkoxycarbonylalkenyl and halogenoalkylmercapto radicals and which can optionally be further substituted by halogen, or represents phenylsulphonyl which is optionally substituted by halogen, nitro, CN, monoalkylamino, dialkylamino, alkylmercapto or alkoxy, or represents alkylsulphonyl which is optionally substituted by halogen or CN, and R 1 represents hydrogen or alkyl with 1-10 carbon atoms or cycloalkyl with 5-10 carbon atoms, either of which is optionally substituted by halogen, alkoxy, cyano or nitro, or represents phenyl or naphthyl which are optionally substituted by halogen, nitro, cyano, alkyl with 1-10 carbon atoms, halogenoalkyl, alkoxy or alkylmercapto.
Claim 3
Dependent Claim
49 words
A compound according to claim 1, in which R represents phenyl carrying one or more substitutents selected from the group of trihalogenomethyl, ethoxy, ethoxycarbonylvinyl, phenoxy and halogenophenoxy radicals and which can optionally be further substituted by chlorine, and R 1 represents hydrogen, methyl, ethyl, n-propyl, isopropyl, cyclohexyl or phenyl.
Claim 4
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1,3-bis-3'-chloro-4'-trifluoromethylphenyl-triazine-2,4-dione of the formula ##STR27##
Claim 5
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1,3-bis-4'-(4"-chlorophenoxy)-phenyl-triazine-2,4-dione of the formula ##STR28##
Claim 6
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1,3-bis-4'-(4"-chlorophenoxy)-phenyl-6-isopropyl-triazine-2,4-dione of the formula ##STR29##
Claim 7
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1,3-bis-3'-trifluoromethylphenyl-6-ethyl-triazine-2,4-dione of the formula ##STR30##
Claim 8
Dependent Claim
15 words
A compound according to claim 1, wherein such compound is 1,3-bis-3'-chloro-4'-trifluoromethylphenyl-6-n-butyl-triazine-2,4-dione of the formula ##STR31##
Claim 9
Dependent Claim
30 words
A process for the preparation of a compound according to claim 1, comprising reacting a bis-silylated carboxylic acid amide of the formula ##STR32## with an isocyanate of the formula R--N═C═O.
Claim 10
Dependent Claim
32 words
A process according to claim 8, in which the reactants are employed in approximately stoichiometric amounts and the reaction is effected in an inert organic solvent at about 10° to 150° C.
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) | 1982-11-12 | 1983-05-14 | 1983-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-12 | 1987-05-14 | 1987-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-12 | 1991-05-14 | 1991-11-13 | $7700.00 | Window Closed / Lapsed |