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Chapter – 4 Studies on different types of reactions…..
(C-N, Ar, 3°), 1320 (C-N, Ar, 2°), 1055 (C-O-C), 820 (1,4-di sub); MS m/z =
479 (M + ); Anal. Calcd. for C26H17N5O5: C, 65.13; H, 3.57; N, 14.61. Found: C,
65.17; H, 3.60; N, 14.65.
4-[3-(3-NITROPHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-3, 4-DIHYDRO-2H-
CHROMENO [4, 3-D] PYRIMIDINE-2, 5(1H)-DIONE (DNJ-1603): IR (KBr,
cm -1 ): 3180 (-NH), 3092 (Ar-H, str), 1729 (>CO, lactam ring), 1657 (>CO,
amide), 1611, 1565, 1548, 1498 (Ar-H, ben), 1351 (C-N, Ar, 3°), 1318 (C-N,
Ar, 2°), 1050 (C-O-C), 780 (1,3-di sub); 1 H NMR (400 MHz, CDCl3): δ (ppm)
6.53 (1H, s), 7.28 (3H, q), 7.45 (2H, t), 7.53 (2H, q, J = 0.88 Hz, J = 0.68 Hz),
7.68 (2H, d, J = 8.88 Hz), 7.86 (3H, qt, J = 0.92 Hz), 7.95 (1H, s), 8.24 (1H, s),
9.71 (1H, s), 9.97 (1H, s); MS m/z = 479 (M + ); Anal. Calcd. for C26H17N5O5: C,
65.13; H, 3.57; N, 14.61. Found: C, 65.10; H, 3.53; N, 14.57.
4-[3-(4-CHLORO PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-3, 4-DIHYDRO-
2H-CHROMENO [4, 3-D] PYRIMIDINE-2, 5(1H)-DIONE (DNJ-1604): IR (KBr,
cm -1 ): 3189 (-NH), 3087 (Ar-H, str), 2958 (-CH3), 2867 (-CH2), 1725 (>CO,
lactam ring), 1655 (>CO, amide), 1605, 1560, 1542, 1488 (Ar-H, ben), 1355
(C-N, Ar, 3°), 1321 (C-N, Ar, 2°), 1047 (C-O-C), 875 (C-Cl), 825 (1,4-di sub);
MS m/z = 468 (M + ); Anal. Calcd. for C26H17ClN4O3: C, 66.60; H, 3.65; N,
11.95. Found: C, 66.65; H, 3.70; N, 12.00.
4-[3-(4-FLUORO PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-3, 4-DIHYDRO-
2H-CHROMENO [4, 3-D] PYRIMIDINE-2, 5(1H)-DIONE (DNJ-1605): IR (KBr,
cm -1 ): 3182 (-NH), 3080 (Ar-H, str), 2952 (-CH3), 2861 (-CH2), 1727 (>CO,
lactam ring), 1659 (>CO, amide), 1601, 1555, 1530, 1480 (Ar-H, ben), 1350
(C-N, Ar, 3°), 1320 (C-N, Ar, 2°), 1052 (C-O-C), 995 (C-F), 830 (1,4-di sub);
MS m/z = 452 (M + ); Anal. Calcd. for C26H17FN4O3: C, 69.02; H, 3.79; N, 12.38.
Found: C, 68.98; H, 3.82; N, 12.34.
4-(1, 3-DIPHENYL-1H-PYRAZOL-4-YL)-5-THIOXO-1, 3, 4, 5-
TETRAHYDRO-2H-CHROMENO [4, 3-D] PYRIMIDIN-2-ONE (DNJ-1701): IR
(KBr, cm -1 ): 3187 (-NH), 3092 (Ar-H, str), 2965 (-CH3), 2841 (-CH2), 1725
(>CO, lactam ring), 1608, 1565, 1541, 1490 (Ar-H, ben), 1355 (C-N, Ar, 3°),
Department of Chemistry, Saurashtra University, Rajkot – 360 005 249