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Chapter – 5 Synthesis and Characterization…..
3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-{[3-(TRIFLUOROMETHYL)
PHENYL] AMINO}-2H-CHROMEN-2-ONE (DNJ-1013): IR (KBr, cm -1 ): 3388
(-NH), 3080 (Ar-H, str), 2967 (-CH3), 2811 (-CH2), 1707 (>CO), 1607, 1571,
1540, 1481 (Ar-H, ben), 1338 (C-N, Ar, 3°), 1305 (C-N, Ar, 2°), 1071 (C-O-C),
956 (C-F), 882 (1,3-di sub); 1 H NMR (300 MHz, CDCl3): δ (ppm) 1.12 (3H, s),
2.49 (4H, m), 2.62 (6H, s), 3.76 (2H, s), 7.03 (2H, m, J = 1.155 Hz), 7.13 (1H,
s), 7.42 (3H, m, J = 1.218 Hz, J = 1.296 Hz, J = 2.313 Hz), 7.44 (1H, m, J =
1.491 Hz, J = 1.218 Hz, J = 1.464 Hz), 10.54 (1H, s); 13 C NMR (300 MHz,
CDCl3): δ (ppm) 162.83, 154.04, 151.78, 143.29, 132.90, 132.47, 132.03,
131.60, 129.53, 125.92, 123.59, 122.31, 119.82, 119.77, 119.72, 119.67,
118.70, 117.12, 117.07, 117.02, 116.97, 115.37, 105.57, 54.78, 53.42, 52.73,
52.63, 12.38; MS m/z = 431 (M + ); Anal. Calcd. for C23H24F3N3O2: C, 64.03; H,
5.61; N, 9.74. Found: C, 64.07; H, 5.65; N, 9.70.
3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-(OCTYLAMINO)-2H-
CHROMEN-2-ONE (DNJ-1014): IR (KBr, cm -1 ): 3381 (-NH), 3078 (Ar-H, str),
2966 (-CH3), 2810 (-CH2), 1705 (>CO), 1600, 1580, 1480, 1469 (Ar-H, ben),
1337 (C-N, Ar, 3°), 1306 (C-N, Ar, 2°), 1055 (C-O-C); MS m/z = 399 (M + );
Anal. Calcd. for C24H37N3O2: C, 72.14; H, 9.33; N, 10.52. Found: C, 72.18; H,
9.37; N, 10.49.
3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(2-FURYL METHYL) AMINO]-
2H-CHROMEN-2-ONE (DNJ-1015): IR (KBr, cm -1 ): 3388 (-NH), 3081 (Ar-H,
str), 2967 (-CH3), 2811 (-CH2), 1707 (>CO), 1600, 1580, 1480, 1469 (Ar-H,
ben), 1338 (C-N, Ar, 3°), 1309 (C-N, Ar, 2°), 1074 (C-O-C); MS m/z = 367
(M + ); Anal. Calcd. for C21H25N3O3: C, 68.64; H, 6.86; N, 11.44. Found: C,
68.60; H, 6.90; N, 11.47.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 311