Process for the preparation of 10-methoxycarbamazepine

Details Process for the preparation of 10-methoxycarbamazepine Process for the preparation of 10-methoxycarbamazepine

C - Chemistry, Metallurgy

07

D

C07D 223/28 (2006.01) C07D 223/26 (2006.01)

Patent

CA 2407173

A process for the preparation of 10-methoxycarbamazepine, an important intermediate in the preparation of 10-oxo-10,11-dihydro-5H-dibenz(b,f)azepine-5-carboxamide (oxcarbazepine) from 10-methoxy-5H-dibenz(b,f)azepine (10-methoxyiminostilbene), is disclosed, which process comprises reacting 10-methoxyiminostilbene with cyanic acid (HOCN) in the presence of a mild acidic reagent in a solvent. Also disclosed is an improved method for the hydrolysis of 10-methoxycarbamazepine to oxcarbazepine, which method comprises carrying out the hydrolysis in a biphasic system chosen such that the oxcarbazepine is substantially insoluble in both phases, whereas the by-products or impurities are soluble in at least one of the phases. The oxcarbazepine thereby prepared is an anticonvulsant, and has been proposed for use as an anti-epileptical agent in the treatment of AIDS-related neural disorders, and for the treatment of Parkinson's disease and/or Parkinsonian syndromes.

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