Phosphorus oxychloride → 11-Chloro-dibenzothiazepine

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EP 0282236-A1 reports that a dibenzothiazepine derivative can be processed to give 11-[4-(2-(2-hydroxyethoxy)-ethyl]-1-piperadinyldibenzothiazepine derivative, which is of value as, for example, an antipsychotic pharmaceutical. In more detail, dibenzo-[b,f][1,4]thiazepin-11-one, which is a representative compound of the dibenzothiazepine derivatives reported therein, is reacted with phosphorus oxychloride to yield a 11-chloro-dibenzothiazepine derivative. To the 11-chloro-dibenzothiazepine derivative is added piperazine to yield a 11-piperazinyl-dibenzothiazepine derivative, which is subsequently reacted with 2-chloroethoxyethanol under basic conditions to give the desired 11-[4-(2-(2-hydroxyethoxy)-ethyl]-1-piperadinyldibenzothiazepin.

Provenance & Evidence