SYNTHESIS AND CHEMICAL PROPERTIES OF DIHYDROTHIAMINE

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Synthesis of dihydrothiamine (II), mp 150°, from 2-methyl-4-amino-5-aminomethyl-pyrlmldine (IV), γ-aceto-γ-mercapto-propyl alcohol (V) and formaldehyde was described. Treatment of dihydrothiamine with sodium hydroxide yielded isodlhydrothlamine, mp 160°, and both dihydrothiamine and isodihydrothiamine, when dissolved in water, were converted into pseudodihydrothiamine, mp 175°.The three isomers, dihydrothiamine, iso- and pseudodihydrothiamine, possessed the same composition, same molecular weight, same RF-values and reacted similarly.They were equally converted into thiamine by treatment with ferric chloride, sodium nitraprussideor potassium ferricyanide. The action of hydrochloric acid on dihydrothiamine or its isomer was also reported.
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