4-Hydroxybenzaldehyde(2,6-dioxo-3-propyl-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone (5d)

Yield: 78%; m.p. = 213–214 °C; IR (KBr) ν_max (cm⁻¹): 3560 (OH), 3271 (NH), 3020 (CH arom.), 2968 (CH aliph.), 1705, 1625 (C=O), 1581 (C=N), 1512 (C=C), 834 (p-substituted phenyl); ¹H-NMR (DMSO-d₆): 10.58 (s, 1H, NH), 10.15 (s, 1H, NH), 9.90 (s, 1H, OH), 8.28 (s, 1H, CH), 7.56–7.53 (d, 2H, J = 8.4 Hz, H_arom), 6.84–6.82 (d, 2H, J = 8.4 Hz, H_arom), 5.32 (s, 1H, CH-5), 3.87 - 3.85 (t, 2H, CH₂),1.59–1.57 (m, 2H, CH₂), 0.90–0.87 (t, 3H, CH₃); ¹³C-NMR (DMSO-d₆): δ = 162.5, 159.4, 152.5, 151.1, 147.0, 128.7, 125.1, 115.8, 76.6, 42.1, 21.0, 10.7 ppm; MS: m/z (%) = M⁺, 288 (40), 259 (21), 232 (31), 161 (72), 160 (48), 146 (24), 122 (61), 121 (26), 120 (88), 119 (100), 106 (30), 1105 (20); Anal. calcd. for C₁₄H₁₆N₄O₃ (288.30): C, 58.32; H, 5.59; N, 19.43. Found: C, 58.50; H, 5.67; N, 19.61.