Hydrochloric Acid → Oxcarbazepine
Reaction equation
C[O:2][C:3]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]([NH2:20])=[O:19])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.Cl>C1(C)C=CC=CC=1>[CH:7]1[CH:8]=[CH:9][C:10]2[N:11]([C:18]([NH2:20])=[O:19])[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[C:3](=[O:2])[CH2:4][C:5]=2[CH:6]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
The residue obtained in Example 2A was transferred to a 2 L 4-necked round bottom flask and 500 ml of 2N aqueous HCl was added at a temperature ranging from about 25° C. to about 30° C. The reaction mass was heated to a temperature ranging from about 80° C. to about 85° C. and maintained for between 4 to 5 hours. After completion of the reaction (detected by HPLC/TLC), the reaction mass was cooled to a temperature ranging from about 50° C., and 500 ml of toluene was charged to the reaction mass and maintained for 30 minutes at a temperature of about 50° C. The reaction mass was further stirred at a temperature ranging from about 25° C. to about 30° C. for about 30 minutes. The solids were filtered, separated, and then washed twice with 100 ml of toluene. The product was dried to get crude oxcarbazepine of 97-98% purity as determined by HPLC.
Workup
- customranging from about 25° C. to about 30° C
- temperatureThe reaction mass was heated to a temperature
- customranging from about 80° C. to about 85° C.
- temperaturemaintained for between 4 to 5 hours
- customAfter completion of the reaction (detected by HPLC/TLC)
- temperaturethe reaction mass was cooled to a temperature
- customranging from about 50° C.
- filtrationThe solids were filtered
- customseparated
- washwashed twice with 100 ml of toluene
- customThe product was dried
Sources & evidence
- ORD record
- ord-f395a2287e374a8a82346596602529d5
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07459553B2
Reaction notes
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