Studies on Pyrimidine Derivatives and Related Compounds. LXI. Reaction of Thiamine with Isocyanates. (2)

Abstract

Thiamine (I) reacted with ethyl isocyanate to give three moles adduct (II) and four moles adduct (III). N-Ethylcarbamoylthiamine (VIII) reacted with ethyl isocyanate to afford a mixture of three moles adducts, and separation of these isomers revealed the formation of perhydrofurothiazole derivatives (IX, X). NaBH₄ reduction of these diastereomers gave dihydro (XIII) and tetrahydro (XV) compounds, respectively.