SYNTHESIS OF A NEW DIQUINOLIN. 



41 



Similarly, since ortho-tolidin is but two ortho-toluidin molecules connected by their 

 benzol groups, the reaction by which it is converted into its corresponding diquinolin 

 may be represented diagramatically as follows : — 



//x 



H— C 



H— C 



C— H 



C-NH, 



H— C 



H-C 



|C— H 



'C— N-CH. CH: CH, 



H— C^ 



H— C 



Cy 



C 



\\ 



WC-H 



C— H 



G 



k 



G 



Ortho-tolidin. 



c 



I 

 CH3 



Ortho-tolidin di-acrolein. 



w/ - \/ 



C N 



I 

 CH3 



Di-methyl (Bz.) diquinolin. 



Apart from its possible value as a therapeutic agent, this alkaloid has a peculiar 

 interest from the similarity of its formula to that of quinine. It may be regarded as the 

 quinolin nucleus of the diacid alkaloids of cinchona bark. 



Dimethyl (Bz) Diquinolin C,„ H,„ N., 



Quinine Cj„ H,, N, O, 

 Cincbonin C,„ H„ N, O 

 Quinonine C.;„ H.^j N,^ O.^ 

 Chin en C,„ H.„, N, O 



It is indeed theoretically possible, as the above formulae show, to prepare an isomer 

 of quinine from this base by processes of hydration and reduction well established among 

 the simple quinolius. These reactions, however, do not seem to be easily applied to the 

 diquinolins. Several derivatives have been obtained from dimethyl (Bz) diquinolin by 

 processes of oxidation and reduction ; they have not, however, been sufBciently studied, 

 and will be reserved for a future communication. 



Sec III., 1892. 6. 



