Studies on Vitamin B₁ and Related Compounds. XCI

N-(1-Methyl-2-thiocyano-4-hydroxy-1-butenyl)-N-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]formamide (Cyanothiamine) and its Derivatives. (1)

Abstract

Application of cyanogen bromide to the sodium salt of thiol-type thiamine afforded N-(1-methyl-2-thiocyano-4-hydroxy-1-butenyl)-N-[(2-methyl-4-amino-5-pyrimidinyl)-methyl]formamide (cyanothiamine). The structure of cyanothiamine is proved by the formation of 2-methyl-4-amino-5-aminomethylpyrimidine, formic acid, and 2-imino-3-[(2-methyl-4-amino-5-pyrimidinyl)methyl]-4-methyl-5-hydroxyethylthiazole by its decomposition with hydrochloric acid.