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Chapter – 4 Studies on different types of reactions…..
1-(2, 6-DICHLORO PHENYL)-3-{[3-(4-FLUORO PHENYL)-1-PHENYL-1H-
PYRAZOL-4-YL] METHYLENE}-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-
704): IR (KBr, cm -1 ): 3067 (Ar-H, str), 2966 (-CH2), 2860 (-CH3), 1700 (>CO),
1600, 1565, 1525, 1491 (Ar-H, ben), 1335 (C-N, Ar, 3°), 990 (C-F), 890 (C-
Cl), 831 (1,4-di sub), 752 (1,2-di sub); MS m/z = 526 (M + ); Anal. Calcd. for
C30H18Cl2FN3O: C, 68.45; H, 3.45; N, 7.98. Found: C, 68.50; H, 3.50; N, 8.01.
3-{[3-(4-CHLOROPHENYL)-1-PHENYL-1H-PYRAZOL-4-YL] METHYLENE}-
1-(2, 6-DICHLORO PHENYL)-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-705):
IR (KBr, cm -1 ): 3057 (Ar-H, str), 1700 (>CO), 1602, 1564, 1523, 1493 (Ar-H,
ben), 1330 (C-N, Ar, 3°), 888 (C-Cl), 834 (1,4-di sub), 746 (1,2-di sub); 1 H
NMR (400 MHz, CDCl3): δ (ppm) 6.45 (1H, d, J = 7.72 Hz), 7.12 (1H, m, J =
0.84 Hz, J = 0.64 Hz, J = 0.80 Hz), 7.22 (1H, m, J = 0.88 Hz, J = 0.88 Hz, J =
0.92 Hz), 7.33 (1H, t), 7.46 (3H, m, J = 1.0 Hz, J = 1.88 Hz), 7.55 (5H, m, J =
3.16 Hz, J = 1.92 Hz), 7.61 (1H, s), 7.69 (1H, m, J = 1.84 Hz), 7.87 (2H, t, J =
1.16 Hz), 9.92 (1H, s); MS m/z = 542 (M + ); Anal. Calcd. for C30H18Cl3N3O: C,
66.38; H, 3.34; N, 7.74. Found: C, 66.33; H, 3.30; N, 7.70.
3-[(2Z)-3-(1, 3-DIPHENYL-1H-PYRAZOL-4-YL) PROP-2-ENOYL]-4-
HYDROXY-2H-CHROMEN-2-ONE (DNJ-801): IR (KBr, cm -1 ): 3551 (-OH),
3077 (Ar-H, str), 2971 (-CH3), 2858 (-CH2), 1727 (>CO), 1700 (>CO), 1621,
1575, 1500, 1435 (Ar-H, ben), 1317 (C-N, Ar, 3°), 1088 (C-O-C); MS m/z =
434 (M + ); Anal. Calcd. for C27H18N2O4: C, 74.64; H, 4.18; N, 6.45. Found: C,
74.69; H, 4.22; N, 6.50.
4-HYDROXY-3-{(2Z)-3-[3-(4-NITRO PHENYL)-1-PHENYL-1H-PYRAZOL-4-
YL] PROP-2-ENOYL}-2H-CHROMEN-2-ONE (DNJ-802): 3567 (-OH), 3070
(Ar-H, str), 2969 (-CH3), 2863 (-CH2), 1720 (>CO), 1703 (>CO), 1617, 1571,
1495, 1420 (Ar-H, ben), 1320 (C-N, Ar, 3°), 1081 (C-O-C), 831 (1,4-di sub);
MS m/z = 479 (M + ); Anal. Calcd. for C27H17N3O6: C, 67.64; H, 3.57; N, 8.76.
Found: C, 67.67; H, 3.60; N, 8.72.
4-HYDROXY-3-{(2Z)-3-[3-(3-NITRO PHENYL)-1-PHENYL-1H-PYRAZOL-4-
YL] PROP-2-ENOYL}-2H-CHROMEN-2-ONE (DNJ-803): 3577 (-OH), 3066
Department of Chemistry, Saurashtra University, Rajkot – 360 005 246