FI75561B - Foerfarande foer framstaellning av 5- karbamoyl-10-oxo-10,11-dihydro-5h-dibens/b,f/azepin och daertill noedvaendiga mellanprodukter. - Google Patents
Foerfarande foer framstaellning av 5- karbamoyl-10-oxo-10,11-dihydro-5h-dibens/b,f/azepin och daertill noedvaendiga mellanprodukter. Download PDFInfo
- Publication number
- FI75561B FI75561B FI803078A FI803078A FI75561B FI 75561 B FI75561 B FI 75561B FI 803078 A FI803078 A FI 803078A FI 803078 A FI803078 A FI 803078A FI 75561 B FI75561 B FI 75561B
- Authority
- FI
- Finland
- Prior art keywords
- dibenz
- azepine
- formula
- cyano
- compound
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
- C07D223/24—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom
- C07D223/28—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines with hydrocarbon radicals, substituted by nitrogen atoms, attached to the ring nitrogen atom having a single bond between positions 10 and 11
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/18—Dibenzazepines; Hydrogenated dibenzazepines
- C07D223/22—Dibenz [b, f] azepines; Hydrogenated dibenz [b, f] azepines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Cephalosporin Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Photoreceptors In Electrophotography (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Hydrogenated Pyridines (AREA)
Claims (10)
1. Förfarande för framställning av 5-karbamoyl-10-oxo-10 ,ll-dihydro-5H-dibens[b,f ]-azepin ined formeln III 0 II • ·-« · s \ / \ / ^ i '3 >3 i v \/ v C0NH2 kännetecknat därav, att 5-cyano-5H-dibens[b,fJ-azepin med formeln I • ·· t. /V v\ I II II i (i) V Ny/ V CN nitreras i ett under nitreringsförhallandena stabilt lösnings-medel i ett temperaturomrade av 0-120 eC, speciellt 40-80 °C, och den erh&llna 5-cyano-10-nitro-5H-dibens[b,f]azepinen med formeln II ϊ°2 • ·«* · ^ \ \ ^ ! i 5 ι do v \ / v £n antingen a) hydrolyseras med ett hydrolyseringsförfarande, som inte paverkar 10-nitrogruppen, tili 5-karbamoyl-10-nitro-5H-dibens[b,fJazepin med formeln IV 75561 34 T°2. * ·· · ^ \ / \ / V ΐ II II I (IV) • · § · V \y/ V έθΝΗ2 10-nitrogruppen i denna förening reduceras till 10-isonitro-sogruppen och den erh&llna ΙΟ-isonitrosoföreningen hydroly-seras till en förening med formeIn III/ eller b) reduceras i ett temperaturomr&de av 10-100 °C/ före-trädesvis 30-70 #C, till 5-cyano-10-isonitroso-10,11-dihydro-5H-dibens[b,flazepin med formeln VI NOH A /% ΐ II II I (VI) • · · · V Ny/ V CN och denna hydrolyseras direkt eller över 5-cyano-10-oxo-10,11-dihydro-5H-dibens[b,f]-azepin med formeln V 0 II • ·—· · f \ / \ / S I II II I (v) • · · · V Ny/ V tn till en förening med formeln III, varvid hydrolysen av 5-cyanogruppen genomförs i ett temperaturomride av -5 - +150 °C, fr&mst 0-40 °C.
2. Förfarande enligt patentkravet 1, känneteck-n a t därav, att i förfarandealternativet a) föreningen med formeln II hydrolyseras och föreningen med formeln IV i reak-tionsblandningen reduceras utan att isolera densamma, och denna i reaktionsblandningen nfirvarande reduceringsprodukt hydrolyseras, utan att isolera densamma, till föreningen med
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH970379 | 1979-10-30 | ||
CH970379 | 1979-10-30 |
Publications (3)
Publication Number | Publication Date |
---|---|
FI803078A FI803078A (fi) | 1981-05-01 |
FI75561B true FI75561B (fi) | 1988-03-31 |
FI75561C FI75561C (sv) | 1988-07-11 |
Family
ID=4354732
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI803078A FI75561C (sv) | 1979-10-30 | 1980-09-29 | Förfarande för framställning av 5-karbamoyl-10-oxo-10,11-dihydro-5H-di bens/b,f/azepin och därtill nödvändiga mellanprodukter. |
Country Status (28)
Country | Link |
---|---|
US (4) | US4452738A (sv) |
EP (1) | EP0028028B1 (sv) |
JP (5) | JPS5673067A (sv) |
KR (1) | KR850000945B1 (sv) |
AT (1) | ATE13426T1 (sv) |
AU (1) | AU538069B2 (sv) |
CA (1) | CA1163993A (sv) |
CY (1) | CY1418A (sv) |
DD (1) | DD153835A5 (sv) |
DE (1) | DE3070675D1 (sv) |
DK (5) | DK163302C (sv) |
ES (1) | ES8300708A1 (sv) |
FI (1) | FI75561C (sv) |
GR (1) | GR71889B (sv) |
HK (1) | HK50388A (sv) |
HU (1) | HU181208B (sv) |
IE (1) | IE50723B1 (sv) |
IL (1) | IL61360A (sv) |
KE (1) | KE3791A (sv) |
LU (1) | LU88347I2 (sv) |
NL (1) | NL930105I2 (sv) |
NO (1) | NO154725C (sv) |
NZ (1) | NZ195395A (sv) |
PL (1) | PL227523A1 (sv) |
PT (1) | PT71992B (sv) |
SG (1) | SG103787G (sv) |
YU (5) | YU44318B (sv) |
ZA (1) | ZA806643B (sv) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE80141T1 (de) * | 1987-04-27 | 1992-09-15 | Takeda Chemical Industries Ltd | Reduktion von carbonsaeureestern. |
US5472714A (en) * | 1993-09-08 | 1995-12-05 | Ciba-Geigy Corporation | Double-layered oxcarbazepine tablets |
PT101732B (pt) * | 1995-06-30 | 1997-12-31 | Portela & Ca Sa | Novas di-hidrodibenzo<b,f>azepinas substituidas processo para a sua preparacao composicoes farmaceuticas que as contem e utilizacao dos novos compostos na preparacao de composicoes farmaceuticas empregues em doencas do sistema nervoso |
PT101876B (pt) * | 1996-05-27 | 1999-09-30 | Portela & Ca Sa | Novos derivados de 10,11-di-hidro-10-oxo-5h-dibenzo(b,f)azepina-5-carboxamida |
US20020022056A1 (en) | 1997-02-14 | 2002-02-21 | Burkhard Schlutermann | Oxacarbazepine film-coated tablets |
CO4920215A1 (es) * | 1997-02-14 | 2000-05-29 | Novartis Ag | Tabletas de oxacarbazepina recubiertas de una pelicula y metodo para la produccion de estas formulaciones |
AT408224B (de) * | 1999-03-15 | 2001-09-25 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung von oxcarbazepin |
IT1317854B1 (it) * | 2000-02-25 | 2003-07-15 | Farchemia Srl | 5-ciano-10-idrossi-10,11-diidro-5h-dibenz(b,f)azepina e procedimentiper la sua preparazione e per la sua conversione in |
HUP0303154A3 (en) * | 2001-02-12 | 2009-08-28 | Teva Pharma | New crystal forms of oxcarbazepine and processes for their preparation |
CA2471666C (en) | 2004-06-18 | 2009-10-13 | Apotex Pharmachem Inc. | An improved process for the preparation of oxcarbazepine and related intermediates |
US20060252745A1 (en) * | 2005-05-06 | 2006-11-09 | Almeida Jose L D | Methods of preparing pharmaceutical compositions comprising eslicarbazepine acetate and methods of use |
EP2026815B1 (en) * | 2006-04-26 | 2011-01-26 | Supernus Pharmaceuticals, Inc. | Controlled released preparations of oxcarbazepine having sigmoidal release profile |
WO2008012837A1 (en) * | 2006-07-24 | 2008-01-31 | Jubilant Organosys Limited | Process for producing 10-oxo-l10, 11-dihydr0-5h-dibenz [b, f] azepine-5-carboxamide starting from 5-cyanoiminostilbene |
GB0700773D0 (en) | 2007-01-15 | 2007-02-21 | Portela & Ca Sa | Drug therapies |
CA2703010A1 (en) * | 2007-09-19 | 2009-03-26 | Ravenbrick, Llc | Low-emissivity window films and coatings incorporating nanoscale wire grids |
CN100591672C (zh) * | 2008-07-04 | 2010-02-24 | 浙江工业大学 | 一种奥卡西平的化学合成方法 |
WO2013008194A2 (en) | 2011-07-13 | 2013-01-17 | Ranbaxy Laboratories Limited | Process for the preparation and purification of eslicarbazepine acetate and intermediates thereof |
US20150232426A1 (en) | 2012-09-26 | 2015-08-20 | Ranbaxy Laboratories Limited | Process for the preparation of oxcarbazepine and its use as intermediate in the preparation of eslicarbazepine acetate |
CN103288736B (zh) * | 2013-02-05 | 2015-08-05 | 南京华威医药科技开发有限公司 | 一种艾司利卡西平中间体的制备方法 |
EP3459365A1 (en) | 2017-09-22 | 2019-03-27 | Unilever N.V. | Composition comprising vegetable oil and apple cider vinegar |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2762796A (en) * | 1956-09-11 | Iminodibenzyl derivative | ||
BE597793A (fr) * | 1960-12-05 | 1961-06-05 | Geigy Ag J R | Nouveaux dérivés de l'azépine et leur préparation. |
US3420834A (en) * | 1964-11-13 | 1969-01-07 | Roussel Uclaf | 2,3-dimethoxy-berbines substituted in the 10 position and process |
FR1532301A (fr) * | 1967-01-18 | 1968-07-12 | Rhone Poulenc Sa | Nouveaux dérivés de la dibenzazépine et leur préparation |
CH500196A (de) * | 1969-03-10 | 1970-12-15 | Ciba Geigy Ag | Verfahren zur Herstellung von neuen Azepinderivaten |
NL144275B (nl) * | 1969-06-24 | 1974-12-16 | Rhone Poulenc Sa | Werkwijze voor de bereiding van fungicide preparaten. |
US3637661A (en) * | 1970-03-04 | 1972-01-25 | Ciba Geigy Corp | 10-hydroxy-10 11-dihydro-dibenzazepine derivative |
US4235895A (en) * | 1978-11-10 | 1980-11-25 | Ciba-Geigy Corporation | Substituted 5H-dibenz[b,f]azepine |
JPS5681565A (en) * | 1979-10-30 | 1981-07-03 | Ciba Geigy Ag | Manufacture of nnheterocyclic compound |
-
1980
- 1980-09-29 FI FI803078A patent/FI75561C/sv not_active IP Right Cessation
- 1980-10-27 GR GR63227A patent/GR71889B/el unknown
- 1980-10-27 DE DE8080106590T patent/DE3070675D1/de not_active Expired
- 1980-10-27 AT AT80106590T patent/ATE13426T1/de active
- 1980-10-27 CY CY141880A patent/CY1418A/xx unknown
- 1980-10-27 EP EP80106590A patent/EP0028028B1/de not_active Expired
- 1980-10-28 CA CA000363450A patent/CA1163993A/en not_active Expired
- 1980-10-28 IL IL61360A patent/IL61360A/xx not_active IP Right Cessation
- 1980-10-28 ES ES496333A patent/ES8300708A1/es not_active Expired
- 1980-10-28 PL PL22752380A patent/PL227523A1/xx unknown
- 1980-10-28 DD DD80224781A patent/DD153835A5/de not_active IP Right Cessation
- 1980-10-29 AU AU63805/80A patent/AU538069B2/en not_active Expired
- 1980-10-29 ZA ZA00806643A patent/ZA806643B/xx unknown
- 1980-10-29 DK DK457780A patent/DK163302C/da not_active IP Right Cessation
- 1980-10-29 KR KR1019800004136A patent/KR850000945B1/ko active
- 1980-10-29 PT PT71992A patent/PT71992B/pt unknown
- 1980-10-29 NZ NZ195395A patent/NZ195395A/xx unknown
- 1980-10-29 NO NO803228A patent/NO154725C/no unknown
- 1980-10-29 IE IE2237/80A patent/IE50723B1/en not_active IP Right Cessation
- 1980-10-29 HU HU80802613A patent/HU181208B/hu unknown
- 1980-10-30 YU YU2778/80A patent/YU44318B/xx unknown
- 1980-10-30 JP JP15152680A patent/JPS5673067A/ja active Granted
-
1983
- 1983-05-26 US US06/498,226 patent/US4452738A/en not_active Expired - Lifetime
- 1983-12-12 US US06/559,861 patent/US4559174A/en not_active Expired - Lifetime
-
1984
- 1984-02-27 US US06/584,057 patent/US4579683A/en not_active Expired - Lifetime
- 1984-02-27 US US06/584,056 patent/US4540514A/en not_active Expired - Lifetime
-
1987
- 1987-11-25 SG SG1037/87A patent/SG103787G/en unknown
- 1987-12-09 KE KE3791A patent/KE3791A/xx unknown
-
1988
- 1988-07-07 HK HK503/88A patent/HK50388A/xx not_active IP Right Cessation
- 1988-07-21 JP JP63180434A patent/JPS6445368A/ja active Granted
- 1988-07-21 JP JP63180433A patent/JPS6445367A/ja active Granted
- 1988-07-21 JP JP63180432A patent/JPS6445370A/ja active Granted
- 1988-07-21 JP JP63180431A patent/JPS6445366A/ja active Granted
-
1989
- 1989-07-10 YU YU1372/89A patent/YU45522B/xx unknown
- 1989-07-10 YU YU1364/89A patent/YU45519B/xx unknown
- 1989-07-10 YU YU1365/89A patent/YU45520B/xx unknown
- 1989-07-10 YU YU1366/89A patent/YU45521B/xx unknown
-
1991
- 1991-05-24 DK DK099391A patent/DK170335B1/da not_active IP Right Cessation
- 1991-05-24 DK DK91990A patent/DK99091D0/da not_active Application Discontinuation
- 1991-05-24 DK DK099291A patent/DK99291A/da not_active Application Discontinuation
- 1991-05-24 DK DK91991A patent/DK99191D0/da unknown
-
1993
- 1993-06-29 NL NL930105C patent/NL930105I2/nl unknown
- 1993-06-30 LU LU88347C patent/LU88347I2/de unknown
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Legal Events
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ND | Supplementary protection certificate (spc) granted | ||
SPCG | Supplementary protection certificate granted |
Spc suppl protection certif: L29 Extension date: 20050608 |
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PC | Transfer of assignment of patent |
Owner name: NOVARTIS AG |
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MA | Patent expired |
Owner name: NOVARTIS AG |