GB1371907A - 2-phenyl-as-triazine-3,5-2h,4h-diones - Google Patents

2-phenyl-as-triazine-3,5-2h,4h-diones

Info

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
Application number
GB4174371A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pfizer Inc
Original Assignee
Pfizer Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Pfizer Inc filed Critical Pfizer Inc
Priority to IN133131A priority Critical patent/IN133131B/en
Publication of GB1371907A publication Critical patent/GB1371907A/en
Expired legal-status Critical Current

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.
GB4174371A 1971-03-29 1971-09-07 2-phenyl-as-triazine-3,5-2h,4h-diones Expired GB1371907A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (4)

* Cited by examiner, † Cited by third party
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