Preparation of 1-[ω-(1,4,5,6-Tetrahydropyrimidin-2-Yl)Alkyl]Thymines

Abstract

One-stage preparation of 1-[ω-(1,4,5,6-tetrahydropyrimidin-2-yl)alkyl]-thymines from 1-(ω-cyanoalkyl)thymines and a 1:1-mixture of 1,3-diaminopropane and ethanol saturated with hydrogen sulfide is described. 1-(2-Cyanoethyl)-thymine gave a facile reversal of the Michael reaction to thymine under the conditions used. The reaction of 1,3-bis(3-cyanobenzyl)thymine with the above reagent produced 1,3-bis[3-(1,4,5,6-tetrahydropyrimidin-2-yl)benzyl]thymine.