Abstract
Aminomethylation of O-benzoylthiamine disulfide (VI) with chloromethyldialkylamine (VIII), methylenebisdialkylamine (IX) and ethyl piperidinomethyl ether (Xb) was carried out to afford the corresponding N-aminomethylated compounds (XI). The reaction of thiamine disulfide (VII) with VIII or Mannich reaction of VII by the use of 37% formalin and piperidine gave N-aminomethylated compound (XIIb) without formation of the N, O-substituted compound which was reacted with both NH2 and OH groups. Cyclobismethylenethiamine (II) was obtained by the treatment of XIIb with mercaptoethanol. The results supported that II would be formed through N-aminomethylthiamine (V).