Utilization of the amidoalkylation reaction in the synthesis of hydrogenated pyrimidine-2-thiones

Article abstract of DOI:10.1007/BF02290753

Reaction of thiourea, propionic aldehyde, or benzaldehyde and p-toluenesulfinic acid gave α-substituted N-(tosylmethyl)thioureas. Interaction of the last with sodioacetoacetic ester or sodiobenzoylacetic ester led to the synthesis of the corresponding 4-hydroxy-5-ethoxycarbonylhexahydropyrimidine-2-thiones, the dehydration of which afforded 5-ethoxycarbonyl-1,2,3,4-tetrahydropyrimidine-2-thiones. 1997 Plenum Publishing Corporation.