Two kinds of 2-alkyl-2-picolylmalonate (Ia and Ib), and two kinds of 2-alkyl 2-lutidylmalonate (Ic and Id) were prepared by condensation of diethyl 2-methyl- or 2-ethylmalonate and ω-chloro-2-picoline or ω-chloro-2, 6-lutidine. Treatment of these compounds with urea or thiourea afforded the corresponding barbituric acid derivatives (IIa to IId) or thiobarbituric acid derivatives (IIIa to IIId). Reaction of the latter compounds (IIIa to IIId) with Raney nickel gave the corresponding dioxo-hexahydropyrimidine derivatives (IVa to IVd). These 12 kinds of new compound did not show the anticipated hypnotic action but some of them showed sedative or stimulating activity.
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