Imidazo[2,1‐b][1,3,5]benzothiadiazepine 3 constitutes a novel ring system, and its analogs 3a‐i were synthesized to investigate their potential antipsychotic activity. The synthesis of the ring system was achieved by reaction of 2‐aminophenylthioimidazoles 7 with phosgene or thiophosgene and by ring closure of the 1‐[2‐(2‐imidazolyl)thiophenyliminocarbonyl]‐1‐piperazines 13. An efficient method for the conversion of thioureas 8, 12 to guanidine 3a via the corresponding cyanothioamidines 11, 14 was developed.
Die aus den o‐Halogennitrobenzolen (I) durch Umsetzung mit Mercaptoimidazolen (II) gebildeten Sulfide (III) werden reduziert und mit Phosgen oder Thiophosgen (V) zu Imidazobenzothiadiazepinonen (VI) cyclisiert.
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