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Chapter – 5 Synthesis and Characterization…..
5.12 ANALYTICAL DATA
4-ANILINO-3-[(4-METHYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-
ONE (DNJ-1001) : IR (KBr, cm -1 ): 3381 (-NH), 3074 (Ar-H, str), 2962 (-CH3),
2809 (-CH2), 1710 (>CO), 1562, 1540, 1470, 1462 (Ar-H, ben), 1336 (C-N, Ar,
3°), 1306 (C-N, Ar, 2°), 1055 (C-O-C); 1 H NMR (400 MHz, CDCl3): δ (ppm)
2.33 (4H, s), 2.60 (7H, s), 3.77 (2H, s), 6.97 (3H, m, J = 1.12 Hz, J = 0.80 Hz),
7.11 (1H, s), 7.33 (4H, m, J = 0.44 Hz, J = 1.28 Hz), 7.43 (1H, m, J = 1.52 Hz,
J = 1.44 Hz), 10.30 (1H, s); 13 C NMR (400 MHz, CDCl3): δ (ppm) 162.70,
153.69, 152.09, 142.07, 131.22, 129.37, 126.12, 123.45, 122.64, 121.02,
117.26, 115.22, 102.72, 55.36, 54.36, 52.18, 46.05; MS m/z = 349 (M + ); Anal.
Calcd. for C21H23N3O2: C, 72.18; H, 6.63; N, 12.03. Found: C, 72.16; H, 6.65;
N, 12.01.
4-ANILINO-3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-
ONE (DNJ-1002): IR (KBr, cm -1 ): 3379 (-NH), 3075 (Ar-H, str), 2969 (-CH3),
2810 (-CH2), 1708 (>CO), 1556, 1539, 1501, 1470 (Ar-H, ben), 1337 (C-N, Ar,
3°), 1306 (C-N, Ar, 2°), 1052 (C-O-C); 1 H NMR (300 MHz, CDCl3): δ (ppm)
1.13 (3H, s), 2.48 (4H, m), 2.62 (6H, s), 3.77 (2H, s), 6.93 (3H, m, J = 0.903
Hz, J = 1.206 Hz), 7.11 (1H, s), 7.32 (4H, m, J = 3.807 Hz, J = 1.173 Hz, J =
0.912 Hz), 7.44 (1H, m, J = 2.325 Hz, J = 1.059 Hz, J = 1.308 Hz), 10.37 (1H,
s); 13 C NMR (300 MHz, CDCl3): δ (ppm) 163.06, 154.11, 152.48, 142.44,
131.56, 129.74, 126.51, 123.79, 123.00, 121.40, 117.64, 115.67, 103.24,
54.81, 53.44, 52.63, 12.44; MS m/z = 363 (M + ); Anal. Calcd. for C22H25N3O2:
C, 72.70; H, 6.93; N, 11.56. Found: C, 72.71; H, 6.91; N, 11.53.
4-ANILINO-3-[(4-BENZYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-
ONE (DNJ-1003): IR (KBr, cm -1 ): 3385 (-NH), 3079 (Ar-H, str), 2967 (-CH3),
2811 (-CH2), 1706 (>CO), 1600, 1539, 1570, 1500, 1460 (Ar-H, ben), 1338
(C-N, Ar, 3°), 1303 (C-N, Ar, 2°), 1057 (C-O-C); MS m/z = 425 (M + ); Anal.
Calcd. for C27H27N3O2: C, 76.21; H, 6.40; N, 9.87. Found: C, 76.24; H, 6.38;
N, 9.85.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 308