The synthesis of new spiro derivatives of tetrahydro‐2‐benzazepine was accomplished and their nitration, bromination, allylation, acetylation, formylation and oxidation reactions were studied. Nitration and bromi‐nation of 5‐methyl(1,5‐dimethyl)‐1,2,4,5‐tetrahydrospiro[3H‐2‐benzazepine‐3,1‐cycloalkane] took place regioselectively on position C‐8 of the phenyl ring. A nitrone was obtained for the first time in the title series. The structures of the compounds were established by ir and nmr spcctroscopy.
New spiro[3H-2-benzazepine-3,4'-piperidines] and their precursors, N-substituted 4-allyl-4-N-benzylaminopiperidines, have been prepared as potential psychotic agents from readily available 4-iminopiperidines, by a sequence of reactions that included nucleophilic addition of Grignard reagents and Brönsted acid-mediated intramolecular cyclisation. Some of the compounds prepared have been tested in albine mice for spontaneous motor activity. All compounds prepared were characterized by ir and 1 H nmr spectroscopies and cg-ms spectrometry.
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