GB1371907A - 2-phenyl-as-triazine-3,5-2h,4h-diones - Google Patents
2-phenyl-as-triazine-3,5-2h,4h-dionesInfo
- Publication number
- GB1371907A GB1371907A GB4174371A GB4174371A GB1371907A GB 1371907 A GB1371907 A GB 1371907A GB 4174371 A GB4174371 A GB 4174371A GB 4174371 A GB4174371 A GB 4174371A GB 1371907 A GB1371907 A GB 1371907A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- cyano
- alkyl
- phenyl
- triazine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1371907 2 - Phenyl - as - triazine - 3,5- diones PFIZER Inc 7 Sept 1971 41743/71 Heading C2C Novel compounds of general formula (I) and their alkali metal and alkaline earth metal salts where R 2 and R 6 are hydrogen, fluoro, chloro, cyano or methyl with the proviso that at least one of R 2 or R 6 is hydrogen or fluoro; each of R 3 and R 5 is independently one of a first subgroup of hydrogen, cyano, trifluoromethyl, halogen or C 1-6 alkyl, a second subgroup consisting of C 1-6 alkoxy or C 1-6 alkylthio or a third sub-group consisting of nitro or thiocyanato; R 4 is cyano trifluoromethyl, halogen or C 1-6 alkyl, NR 7 R 8 alkvl sulphonyl, SO 2 -NRR, or C 1-6 alkanoyl with the proviso that when R 4 is SO 2 -NRR, or alkanoyl at least one of R 3 and R 5 is other than hydrogen; R and R 1 are either methyl, ethyl, alkyl or propargyl and R may also be either phenyl, benzyl or p-chlorobenzyl or R and R 1 together with nitrogen may be morpholino, thiomorpholino, pyrrolo, pyrrolino, pyrrolidino, piperdino, N-(C 1-6 alkyl) piperazino, hexamethylenimino, 3,4-dichloro-piperidino, thiazolidino, #<SP>3</SP>-tetrahydropyridino or piperazino; X is oxygen, sulphur, > C = 0, > NH, > SO, > SO 2 or > CHOH; Y and Y<SP>1</SP> are hydrogen, nitro, cyano, halogen or C 1-6 alkoxy; and R 7 and R 8 are C 1-4 alkyl or both together with the nitrogen they are attached to form one of the heterocyclic rings defined above except for 3,4-dichloropiperidino with the proviso that not all of R 2 , R 3 , R 4 , R 6 and R 6 are simultanously hydrogen, fluoro or chloro and that no more than two of these groups are hydrogen are prepared either by (1) reacting the appropriate phenyl diazonium salt with cyanoacetylurethan to provide the corresponding phenylhydrazono - cyanoacetylurethan which under the influence of alkali, sodium acetate/ acetic acid or ammonium acetate/acetic acid produces the 6 - cyano - 2 - phenyl - as - triazine- 3,5-(2H,4H) dione which is hydrolysed to the 6-carboxy derivative and decarboxylated, or (2) phenylation of the parent as-triazine-3,5(2H, 4H)-dione in a suitable solvent (water, ethylene glycol, N<SP>1</SP>,N-dimethyl formamide, dimethyl sulphoxide or alkanols) in the presence of an acid acceptor with the appropriate halobenzene. Compounds (I) are coccidiostats and form with a carrier or diluent a composition which may be administered orally, in poultry feed or via drinking water, or rectally.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN133131A IN133131B (en) | 1971-09-07 | 1971-10-06 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12913971A | 1971-03-29 | 1971-03-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1371907A true GB1371907A (en) | 1974-10-30 |
Family
ID=22438623
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4174371A Expired GB1371907A (en) | 1971-03-29 | 1971-09-07 | 2-phenyl-as-triazine-3,5-2h,4h-diones |
Country Status (2)
Country | Link |
---|---|
GB (1) | GB1371907A (en) |
PL (1) | PL88946B1 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4906287A (en) * | 1984-06-12 | 1990-03-06 | Fmc Corporation | Herbicidal compounds |
US4956004A (en) * | 1989-05-10 | 1990-09-11 | Fmc Corporation | Herbicidal triazinediones |
US4985065A (en) * | 1989-05-10 | 1991-01-15 | Fmc Corporation | Tetrazolinone herbicides |
CN103554046A (en) * | 2013-11-08 | 2014-02-05 | 中国农业科学院上海兽医研究所 | Chicken coccidiosis preventing triazine compound |
-
1971
- 1971-09-07 GB GB4174371A patent/GB1371907A/en not_active Expired
- 1971-11-13 PL PL15157271A patent/PL88946B1/en unknown
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4906287A (en) * | 1984-06-12 | 1990-03-06 | Fmc Corporation | Herbicidal compounds |
US4956004A (en) * | 1989-05-10 | 1990-09-11 | Fmc Corporation | Herbicidal triazinediones |
US4985065A (en) * | 1989-05-10 | 1991-01-15 | Fmc Corporation | Tetrazolinone herbicides |
CN103554046A (en) * | 2013-11-08 | 2014-02-05 | 中国农业科学院上海兽医研究所 | Chicken coccidiosis preventing triazine compound |
Also Published As
Publication number | Publication date |
---|---|
PL88946B1 (en) | 1976-10-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |