Condensation of 4-chloro benzaldehyde and urea with ethyl
acetoacetate in the presence of LaCl3.7H2O gave a quantitative yield of
ethyl 4-(4-chloro phenyl)-6-methyl-2-oxo-1,2,3-4-tetrahydro
pyrimidine-5-carboxylate (1). Reaction of compound (1) with
hydrazine hydrate resulted carbohydrazide derivative (2). Interaction
of (2) with ethyl acetoacetate, CS2/KOH (r.t.) 16 hrs, CS2/KOH, Δ, 7
hrs, C6H5COOH/POCl3, HCOOH and phenyl isothiocyanate afforded
new 3,4-dihydropyrimidine-[1H]-2-one derivatives (3-8). The
compound (8) was converted into 3,4-dihydropyrimidine-[1H]-2-one
derivatives comprising 1,2,4-triazole (9) and 1,3,4-thiadiazole (10)
moieties. The characterization of the products have been done on the
basis of some spectral data (IR, UV) |