Reaction of (1-Alkyl-2-ethoxyvinyl) phosphonic Dichlorides with Some Nitrogen-containing Nucleophilic Reagents

摘要

It is known that some imidazole derivatives [1,2], as well as amines of the adamantane series [3] exhibit diverse pharmacological activity. With the aim to study the reactivity of substituted vinylphosphonic dichlorides and searching for potentially biologically active compounds, we performed phosphorylation of imidazole [II] and 1-aminoadamantane with (1-alkyl-2-ethoxyvinyl) phosphonic dichlorides. In the reaction with imidazole, as hydrogen chloride acceptors we used either imidazole itself (method A) or triethylamine (method B). It was established that method B is preferable, because triethylamine hydrochloride is less soluble in ether, and this facilitates isolation of the target compounds, (1-alkyl-2-ethoxyvinyl) phosphonodiimidazolides IIIa and IIIb.