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Abstract In the present study, the substituted 3-(4-chlorophenyl)-N-(ptolyl) acrylamide(1)was first prepared via Claisen-Schmidt condensation reaction of N-(p-tolyl)acetamide with P-chlorobenzaldehyde in ethanol and NaOH solution (20%) [c.f. (Scheme 1)]. The reaction of 3-(4-chlorophenyl)-N-(p-tolyl)acrylamide(1) with urea in ethanol at reflux temperature in the presence of sodium ethoxide gave 4-(4- chlorophenyl)-6-(p-tolylamino)pyrimidin-2-ol (2) in 76 % yield (Scheme 2). On the other hand, 4-(4-chlorophenyl)-6-(p-tolylamino)pyrimidine-2(5H)- thione (3) was formed in 76 % yield by the reaction of 3-(4-chlorophenyl)-N-(ptolyl) acrylamide (1) with thiourea in ethanolic KOH solution at reflux temperature (Scheme 2). |