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9 series of 5-dialkylaminoalkyl-5-cyano and -5-carboxamidodibenzo [a,d] cycloheptadienes has been prepared.The nitriles were derived by alkylation of 5-cyanodibenzo [a,d] cycloheptadiene; hydrolysis of some of them by sulfuric acid furnished the corresponding carboxamides. A tertiary carboxamide was prepared from pyrrolidine via dibenzo[a,d]cycloheptadiene-5-carboxylic acid and its acid chloride: this was then alkylaced in the usual manner.Certain of the compounds possessed moderate spasmolytic activity while the 5-(3-aminopropyl)-5-carbonitriles had actions on the central nervous system characteristic of the antidepressant agent amitriptyline.Various routes to the carboxylic acid were investigated.

The residue was treated with 50 nil. of * hydrochloric acid and the aqueous solution was extracted with ether. The ether layer was discarded. The aqueous layer was made alkaline by the addition of 15 ml. of 5 X sodium hydroxide and the organic base was extracted into ether. The ether layer was washed with water, dried over magnesium sulfate and distilled. A low-boiling forerun -was discarded and (-)V was collected at 144-148°(0.08 mm.). The yield was 4.6 g. (57%), zz25d 1.562, [a]25u -18.8°.

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