Collect. Czech. Chem. Commun. 1989, 54, 229-234

Potential antidepressants: 2-(6,11-Dihydrodibenzo[b,e]thiepin-11-yl)-4,5-dihydroimidazoles

Karel Šindelář, Jiřina Metyšová and Miroslav Protiva

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Reactions of 2-substituted 11-chloro-6,11-dihydrodibenzo[b,e]thiepins with trimethylsilyl cyanide in dichloromethane in the presence of stannic chloride afforded nitriles IIb-IId in high yields. Heating of IIa-IId with 2-aminoethylammonium toluene-4-sulfonate to 200 °C gave the title compounds Ia-Id which were transformed to hydrogen maleates. Compound Ic (hydrogen maleate VÚFB-17 092) showed in several tests a clear thymoleptic (potential antidepressant) character.