Compound code MF MW IR, NMR, and mass M1 C19 H20 N4 O3 352.38 IR (cm−1 ): 1728 (C=O), 1602 (C=N), 1462 (C=C), 1527 and 1352 (NO2 ). 1 H NMR
(ppm): 0.97–1.15 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.65 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 6.56–7.69 (m, 8H, Ar–H).
: 352.38. M2 C19 H20 ClN3 O 341.83 IR (cm−1 ): 1728 (C=O), 1602 (C=N), 1462 (C=C), 759 (C–Cl). 1 H NMR
(ppm): 0.97–1.15 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.65 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 6.56–7.69 (m, 8H, Ar–H).
: 342. M3 C19 H20 FN3 O 325.38 IR (cm−1 ): 1716 (C=O), 1612 (C=N), 1444 (C=C), 1097 (C–F). 1 H NMR
(ppm): 1.31 (t, 6H, N(CH2 CH3 )2 ), 2.57 (q, 4H, N(CH2 CH3 )2 ), 3.28 (s, 2H, CH2 ), 6.49–7.91 (m, 8H, Ar–H). M4 C19 H20 BrN3 O 386.28 IR (cm−1 ): 1728 (C=O), 1602 (C=N), 1462 (C=C), 759 (C–Br). 1 H NMR
(ppm): 0.97–1.15 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.65 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 6.56–7.69 (m, 8H, Ar–H). M5
323.38 IR (cm−1 ): 1728 (C=O), 1604 (C=N), 1467 (C=C), 3630 (–OH). 1 H NMR
(ppm): 1.05–1.13 (t, 6H, N(CH2 CH3 )2 ), 2.60–2.65 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 4.61 (s, 1H, OH).
: 324. M6
337.41 IR (cm−1 ): 1726 (C=O), 1600 (C=N), 1467 (C=C), 1290–1250 cm−1 (–OCH3 ). 1 H NMR
(ppm): 0.97–1.15 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.65 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 3.94 (s, 3H, OCH3 ). M7
322.40 IR (cm−1 ): 1728 (C=O), 1602 (C=N), 1462 (C=C), 1600 (NH2 ). 1 H NMR
(ppm): 1.01–1.09 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.63 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 3.81 (s, 2H, NH2 ).
: 323. M8
321.41 IR (cm−1 ): 1728 (C=O), 1604 (C=N), 1464 (C=C). 1 H NMR
(ppm): 0.98–1.13 (t, 6H, N(CH2 CH3 )2 ), 2.50–2.66 (q, 4H, N(CH2 CH3 )2 ), 4.48 (s, 2H, CH2 ), 3.86 (s, 3H, –CH3 ).