A Convenient Synthesis of 1'-Alkyl- and 1'-Benzylthiaminium Salts

Article abstract of DOI:10.1055/s-1986-31879

A convenient and efficient method for the quaternization at N-1' of thiamin and 2-(1-hydroxyethyl)-thiamin with various alkyl halides and benzyl bromide is presented.Quaternization of 2-(1-ethoxycarbonyl-1-hydroxyethyl)-thiamin was unsuccessful, resulting in the release of ethyl pyruvate and the formation of quaternized thiamin.The N-1'-derivatized thiaminium salts were found to possess drastically different physical properties as compared to their parent heterocycles.