Studies on Vitamin B₁ and Related Compounds. XCII

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

Abstract

Application of alkali to cyanothiamine affords a substance (A) of m. p. 136° and its structure was examined. The oxidation of (A) gives a sulfone derivative and decomposition of (A) with hydrochloric acid affords 2-methyl-4-amino-5-aminomethyl-pyrimidine, formic acid, and 2-acetylthiacyclobutane. The structure of the cyclobutane compound was established by the synthesis of 2-(1-hydroxyethyl)thiacyclo-butane, its reduction product.