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CAS No.: | 29331-92-8 |
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Name: | 10,11-DIHYDRO-10-HYDROXYCARBAZEPINE |
Article Data: | 22 |
Molecular Structure: | |
Formula: | C15H14 N2 O2 |
Molecular Weight: | 254.288 |
Synonyms: | 10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide;10,11-Dihydro-10-hydroxycarbamazepine; 10-Hydroxy-10,11-dihydrocarbamazepine;10-Hydroxy-10,11-dihydrocarbamezepine; BIA 2-005; GP 47779; Licarbazepine |
Density: | 1.336g/cm3 |
Melting Point: | 186-189°C |
Boiling Point: | 431.3°Cat760mmHg |
Flash Point: | 214.6°C |
Hazard Symbols: | N,Xn,F |
Risk Codes: | 51/53-36-20/21/22-11 |
Safety: | 61-36/37-26-16 |
PSA: | 66.56000 |
LogP: | 3.25820 |
oxcarbazepine
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol; water at 20 - 45℃; for 1.5h; | 97.3% |
With sodium tetrahydroborate In ethanol; water at 45 - 50℃; | 94% |
With sodium tetrahydroborate; water In methanol at 25 - 65℃; for 2.75h; | 93.8% |
carbamazepine 10,11-epoxide
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; ammonium formate In methanol; dichloromethane; water at 20℃; for 1h; Inert atmosphere; | 93% |
With palladium 10% on activated carbon; ammonium formate In methanol; dichloromethane; water at 20℃; for 1h; Inert atmosphere; | 93% |
With hydrogen; triethylamine; palladium on activated charcoal In methanol; water at 50 - 55℃; under 7500.75 - 11251.1 Torr; for 1.66667h; | 82% |
With 5%-palladium/activated carbon; hydrogen; triethylamine In methanol; water under 750.075 Torr; for 2h; | 63% |
10-chloro-10,11-dihydro-5H-dibenz/b,f/azepine-5-carboxamide
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With water at 20℃; for 48h; | 90% |
With water In 1,3-dioxane; water at 50℃; for 0.666667h; | 69% |
5-Carbamoyl-5H-dibenz[b,f]azepinEN5-Cyano-10-hydroxy-10,11-dihydro-5H-dibenz[b,f]azepine
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With sodium perborate; ethanol; water for 0.05h; Product distribution / selectivity; Microwave irradiation; | 69% |
With sodium perborate; water In ethanol for 0.05h; Product distribution / selectivity; Microwave irradiation; | 69% |
With Oxone; sodium hydroxide; water In acetone for 2h; pH=7.5; Product distribution / selectivity; Aqueous phosphate buffer; Heating / reflux; | 67% |
10,11-Dihydrocarbamazepin
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
Streptomyces violascens; |
10,11-Dihydrocarbamazepin
A
oxcarbazepine
B
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; oxygen; benzaldehyde; nickel diacetate In acetic acid at 22℃; under 750.06 Torr; for 5h; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; reaction time; | A 27 % Chromat. B 9 % Chromat. C 1 % Chromat. D 10 % Chromat. |
carbamazepin
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium permanganate on alumina; sodium carbonate; peroxyacetic acid; acetic acid / dichloromethane / 1.67 h / Reflux 2: ammonium formate; palladium 10% on activated carbon / dichloromethane; methanol; water / 1 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: peracetic acid; sodium carbonate; potassium permanganate; aluminum oxide / dichloromethane / 2 h / 20 °C 2: triethylamine; 5%-palladium/activated carbon; hydrogen / water; methanol / 2 h / 750.08 Torr View Scheme | |
Multi-step reaction with 2 steps 1: sodium carbonate; acetic acid; perpropionic acid; / dichloromethane / 2 h / 20 °C / Reflux 2: ammonium formate; palladium 10% on activated carbon / dichloromethane; methanol; water / 1 h / 20 °C / Inert atmosphere View Scheme |
10,11-dihydro-5H-dibenzo[b,f]azepin-10-one
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 0 - 5 °C / Inert atmosphere 2: sodium tetrahydroborate / water; ethanol / 45 - 50 °C View Scheme |
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
acetic anhydride
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; for 0.5h; | 96% |
With pyridine Reflux; | 86% |
With triethylamine In dichloromethane Solvent; Reagent/catalyst; | 4.6 kg |
10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxamide
Methoxyacetyl chloride
licarbazepine methoxyacetate
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; | 95% |