Method for preparing 5-chlorocarbonyl-5H-dibenz(b,f)azepine

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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C07D22326

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active

051109239

ABSTRACT:
The invention is directed to a process for the synthesis of 5-chlorocarbonyl-5H-dibenz[b,f]azepine, which is the precursor for the industrial scale synthesis of 5-carbamoyl-5H-dibenz[b,f]azepine. The latter substance is used as pharmaceutical compound. In the process phosgene is passed into a suspension of iminostilbene in an inert solvent at 20.degree. C.-60.degree. C. until the iminostilbene reacted to form an almost equimolar mixture of 5-chlorocarbonyl-5H-dibenz[b,f]azepine and iminostilbene hydrochloride, and then iminostilbene is released from the iminostilbene hydrochloride by the addition of an aqueous base. The iminostilbene so released is also made available for a complete phosgenation while an acidic reaction environment is maintained. After the iminostilbene reacted completely, the reaction mixture is heated slowly to 20.degree. C.-90.degree. C. with stirring and is detoxified by the hydrochloric acid that is formed.

REFERENCES:
patent: 3905957 (1975-09-01), Sirrenberg et al.
patent: 4659817 (1987-04-01), Gallop

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