A study of the synthesis and some reactions of 3‐phenyl‐1,4‐benzothiazines

Publisher Website
Google Scholar
Abstract
Condensation of o‐aminothiophenol with 2‐bromoacetophenone yields 3‐phenyI‐1,4‐benzo‐thiazine hydrobromide, which upon treatment with alkali gave a mixture of 3‐phenyl‐2H‐1,4‐benzothiazine (VIIa) and 3‐phenyl‐4H‐1,4‐benzothiazine (VIIb). Catalytic hydrogenation led to rearrangement of the benzothiazine (VIIa) to 2‐phenyl‐2‐methyl‐2,3‐dihydrobenzothiazole (X), while reduction with lithium aluminium hydride resulted in 3‐phenyl‐2,3‐dihydro‐4H‐1,4‐benzothiazine (XVI). The latter was transferred to 3‐phenyl‐4‐aminoalkyl‐2,3‐dihydro‐4H‐1,4‐benzothiazines (XVII and XVIII).

This publication has 2 references indexed in Scilit: