Studies on Vitamin B₁ and Related Compounds. CX. Rearrangements of α-Hydroxybenzylthiamin and Its Homologues

Abstract

The structure of a product which is obtained by the reaction of thiamin with benzaldehyde was established as 2-[α-(4-amino-2-methyl-5-pyrimidinylmethyl)-α-hydroxybenzyl]-5-(2-hydroxyethyl)-4-methylthiazole (III). The mechanism of the reaction is discussed and the syntheses of several homologs of III as well as their chemical reactions are described.