Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Aminomethylation of Thiamine Disulfides and Formation of Cyclobismethylenethiamine from N-Aminomethylated Thiamine Disulfide
HARUNORI YASUONAOTO YONEDA
Author information
JOURNAL FREE ACCESS

1976 Volume 24 Issue 6 Pages 1128-1132

Details
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).
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top