87997-46-4Relevant academic research and scientific papers
11-(DIMETHYLAMINOALKYL)-6,11-DIHYDRODIBENZOTHIEPIN-11-CARBONITRILES AND SOME RELATED COMPOUNDS
Sindelar, Karel,Holubek, Jiri,Ryska, Miroslav,Svatek, Emil,Urban, Jiri,Protiva, Miroslav
, p. 1898 - 1909 (2007/10/02)
The title compounds II and III were obtained by alkylations of 6,11-dihydrodibenzothiepin-11-carbonitrile (I) with 2-dimethylaminoethyl chloride and 3-dimethylaminopropyl chloride in the presence of sodium hydride or sodium amide.Hydrolysis of the nitrile II with potassium hydroxide in ethanol resulted in a small amount of the amino acid X and in the amine XI as the main product.Alkylations of I with 1,2-dibromoethane and 1,3-dibromopropane in the presence of sodium hydride gave the bromoalkylnitriles IV and V and the alkylenebisnitriles XIII and XIV.The preparation of the methylpiperazinopropyl derivative VI proved the usefulness of compounds IV and V in the synthesis of further aminonitriles of this series.Alkylation of the nitrile I with 1,2-dibromoethane in the presence of sodium hydroxide or potassium carbonate and benzyltriethylammonium chloride afforded three isomeric nitriles C17H13NS: the vinyl derivative IX, the 6,11-ethano-6H,11H-dibenzothiepin derivative XV and finally the 1a,11b-dihydro-1H,7H-dibenzocyclopropathiocin derivative XVI.Compounds II, III, VI and XII showed some spasmolytic effects but their central neurotropic activity is insignificant.
