On the basis of bis(1H-indol-5-yl)methane derivatives ? 2,2''-diethoxycarbonyl-bis(indol-5-yl)methane and 2,2''-diethoxycarbonyl-3,3''-bisdimethyl- bis(indol-5- yl)methane ? were obtained 3,3''- bisphenylpiperazinomethyl, 3,3''-biscyanomethyl derivatives, tetracarboxylic acid and its tetraethylester. And on the basis of 2,2''- diethoxycarbonyl-3,3''-diformyl-bis(indol-5-yl)methane ? bisisonicotinoylhydrazone. The following reactions were studied: piperazinomethylation reaction of 2,2''- diethoxycarbonyl-bis(indol-5-yl)methane, alkylation reactions of phenylpiperazine and KCN with 2,2''- diethoxycarbonyl-3,3''-bisdimethylaminomethyl- bis(indol-5-yl)methane, alkaline hydrolysis and acid alcoholysis reactions of 2,2''-diethoxycarbonyl-3,3''- di(cyanomethyl)- bis(indol-5-yl)methane. The corresponding compounds were obtained. The condensation reactions of 2,2''-diethoxycarbonyl-3,3''- diformyl- bis(indol-5-yl)methane with isonicotinoylhydrazide, aniline and its mono- nitroderivatives. The structure of the obtained compounds was established on the basis of spectral data.