Heterocyclic studies. Part XIX. Some 6-(substituted phenyl)-uracil and -thiouracil derivatives

Abstract

Ten β-(m- and p-substituted phenyl)-β-oxopropionates (I and II; X = F, Cl, Br, Me, or OMe) were synthesised and condensed with thiourea to yield the corresponding 6-(m- and p-substituted phenyl)thiouracils [(V) and (VI)], which were converted into the analogous uracils [(VII) and (VIII)] by treatment with chloroacetic acid. Nitration of 6-(p-substituted phenyl)uracil derivatives gave 5-nitro- or m,5-dinitro-compounds according to reaction conditions. ¹H N.m.r. spectra of most of the compounds are recorded.