Synthesis and Structural Studies of Three Uracil Derivatives, Methyl 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanate, Methyl 3-(5-Nitro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate and Ethyl 3-(5-Nitro-2,4-dioxo-3,4-dihydropyrimidin-1 (2H)-yl)propanoate

Abstract

Three uracil derivatives of methyl 3-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate (I), methyl 3-(5-nitro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate (II) and ethyl 3-(5-nitro-2,4-dioxo-3,4-dihydropyrimidin-1 (2H)-yl)propanoate (III) have been prepared through one pot synthesis and examined by X-ray crystallography, FT-IR and NMR spectroscopy. Compound I, C 8 H 10 N 2 O 4 , is monoclinic with space group P 21/c and cell constants a = 11.4437(12), b = 11.7980(13), c = 6.9496(7) Å , b = 103.180(2)°, V = 913.57(17) Å 3 , and Z = 4. Compound II, C 8 H 9 N 3 O 6 , crystallizes in the monoclinic P 21 space group with cell constants a = 8.0342(14), b = 5.7155(10), c = 11.572(2) Å , b = 105.200(3)°, V = 512.79(16) Å 3 , and Z = 2. Compound III, C 9 H 11 N 3 O 6 , is Orthorhombic with space group P 212121 and cell constants a = 5.7560(16), b = 8.032(2), c = 25.302(7) Å , b = 90°, V = 1169.8(6) Å 3 , and Z = 4. The supramolecular architectures of the three compounds involve N-HÁÁÁO hydrogen bond.