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HETEROCYCLES, Vol. 83, No. 7, 2011
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1724, 1701, 1616, 1558, 1390, 1276, 1203, 1153, 1078, 843, 750 cm-1; H NMR (DMSO-d6) δ 2.42 (s,
3H, CH3), 3.42 (dd, 1Htrans, CH2, pyr.), 3.97 (dd, 1Hcis, CH2, pyr.), 4.84 (s,2H, CH2), 5.56 (s, 1H, CH, H-5),
7.16-7.64 (m, 12H, coum. and arom.), 8.45 (s,1H, H-4 coum); MS m/z: 587.0 [M+H+], (M=585.40). Anal.
Calcd for C30H21BrN2O6: C, 61.55; H, 3.62; N, 4.79. Found: C, 61.50; H, 3.64; N, 4.82.
5-(4-Bromophenyl)-3-(2-oxo-2H-chromen-3-yl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxyacetyl)-2-
pyrazoline (4i)
This substance was prepared as yellow-orange crystals in 68% yield, mp 289 ºC; FT- IR (KBr), νmax 3288,
3080, 1724, 1614, 1557, 1487, 1390, 1277, 1201, 1151, 1076, 849, 750 cm-1; 1H NMR (DMSO-d6) δ 2.44
(s, 3H, CH3), 3.46 (dd, 1Htrans, CH2, pyr.), 3.97 (dd, 1Hcis, CH2, pyr.), 4.82 (s,2H, CH2), 5.56 (s, 1H, CH,
H-5), 7.16-7.64 (m, 12H, coum. and arom.), 8.44 (s,1H, H-4 coum); MS m/z: 587.4 [M+H+], (M=585.40).
Anal. Calcd for C30H21BrN2O6: C, 61.55; H, 3.62; N, 4.79. Found: C, 61.57; H, 3.61; N, 4.80.
5-(4-Fluorophenyl)-3-(2-oxo-2H-chromen-3-yl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxyacetyl)-2-
pyrazoline (4j)
This substance was prepared as pale yellow crystals in 64% yield, mp 260 ºC; FT-IR (KBr), νmax 3285,
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3084, 1724, 1685, 1620, 1537, 1489, 1392, 1300, 1277, 1201, 1153, 1078, 841, 748 cm-1; H NMR
(DMSO-d6) δ 2.44 (s, 3H, CH3), 3.45 (dd, 1Htrans, CH2, pyr.), 3.96 (dd, 1Hcis, CH2, pyr.), 4.83 (s, 2H, CH2),
5.54 (s, 1H, CH, H-5), 7.16-7.68 (m, 12H, coum. and arom.), 8.45(s,1H, H-4 coum); MS m/z: 525.60
[M+H+], (M=524.50). Anal. Calcd for C30H21FN2O6: C, 68.70; H, 4.04; N, 5.34. Found: C, 68.71; H,
4.07; N, 5.32.
5-(3-Phenoxyphenyl)-3-(2-oxo-2H-chromen-3-yl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxyacetyl)-2-
pyrazoline (4k)
This substance was prepared as brown crystals in 70% yield, mp 225 ºC; FT-IR (KBr), νmax 3282, 3063,
1724, 1689, 1612, 1560, 1532, 1489, 1300, 1300, 1274, 1202, 1153, 1078,748 cm-1; 1H NMR (DMSO-d6)
δ 2.42 (s, 3H, CH3), 3.46 (dd, 1Htrans, CH2, pyr.), 3.96 (dd, 1Hcis, CH2, pyr.), 4.82 (s, 2H, CH2), 5.55 (s, 1H,
CH, H-5), 7.06-7.68 (m, 18H, coum. and arom.), 8.45 (s, 1H, H-4 coum); MS m/z: 599.80 [M+H+],
(M=598.60). Anal. Calcd for C36H26N2O7: C, 72.23; H, 4.38; N, 4.68. Found: C, 72.20; H, 4.40; N, 4.66.
5-(4-Dimethylaminophenyl)-3-(2-oxo-2H-chromen-3-yl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxy-
acetyl)-2-pyrazoline (4l)
This substance was prepared as red crystals in 84% yield, mp 173 ºC; FT-IR (KBr), νmax 3433, 3288, 1732,
1608, 1570, 1532, 1371, 1276, 1176, 1078, 987, 812, 760 cm-1; 1H NMR (DMSO-d6) δ 2.44 (s, 3H, CH3),
2.85 (s, 6H, N(CH3)2), 3.46 (dd, 1Htrans, CH2, pyr.), 3.97 (dd, 1Hcis, CH2, pyr.), 4.83 (s, 2H, CH2), 5.55 (s,