Journal of Nanomaterials / 2013 / Article / Tab 3

Research Article

Microwave Mediated Organic Reaction: A Convenient Approach for Rapid and Efficient Synthesis of Biologically Active Substituted 1,3-Dihydro-2H-indol-2-one Derivatives

Table 3

Characterization data of the titled compounds (M1–M8).

Compound codeMFMWIR, NMR, and mass

M1C19H20N4O3352.38IR (cm−1): 1728 (C=O), 1602 (C=N), 1462 (C=C), 1527 and 1352 (NO2). 1H NMR (ppm): 0.97–1.15 (t, 6H, N(CH2CH3)2), 2.50–2.65 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 6.56–7.69 (m, 8H, Ar–H). : 352.38.
M2C19H20ClN3O341.83IR (cm−1): 1728 (C=O), 1602 (C=N), 1462 (C=C), 759 (C–Cl). 1H NMR (ppm): 0.97–1.15 (t, 6H, N(CH2CH3)2), 2.50–2.65 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 6.56–7.69 (m, 8H, Ar–H). : 342.
M3C19H20FN3O325.38IR (cm−1): 1716 (C=O), 1612 (C=N), 1444 (C=C), 1097 (C–F). 1H NMR (ppm): 1.31 (t, 6H, N(CH2CH3)2), 2.57 (q, 4H, N(CH2CH3)2), 3.28 (s, 2H, CH2), 6.49–7.91 (m, 8H, Ar–H).
M4C19H20BrN3O386.28IR (cm−1): 1728 (C=O), 1602 (C=N), 1462 (C=C), 759 (C–Br). 1H NMR (ppm): 0.97–1.15 (t, 6H, N(CH2CH3)2), 2.50–2.65 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 6.56–7.69 (m, 8H, Ar–H).
M5 323.38IR (cm−1): 1728 (C=O), 1604 (C=N), 1467 (C=C), 3630 (–OH). 1H NMR (ppm): 1.05–1.13 (t, 6H, N(CH2CH3)2), 2.60–2.65 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 4.61 (s, 1H, OH). : 324.
M6 337.41IR (cm−1): 1726 (C=O), 1600 (C=N), 1467 (C=C), 1290–1250 cm−1 (–OCH3). 1H NMR (ppm): 0.97–1.15 (t, 6H, N(CH2CH3)2), 2.50–2.65 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 3.94 (s, 3H, OCH3).
M7 322.40IR (cm−1): 1728 (C=O), 1602 (C=N), 1462 (C=C), 1600 (NH2). 1H NMR (ppm): 1.01–1.09 (t, 6H, N(CH2CH3)2), 2.50–2.63 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 3.81 (s, 2H, NH2). : 323.
M8 321.41IR (cm−1): 1728 (C=O), 1604 (C=N), 1464 (C=C). 1H NMR (ppm): 0.98–1.13 (t, 6H, N(CH2CH3)2), 2.50–2.66 (q, 4H, N(CH2CH3)2), 4.48 (s, 2H, CH2), 3.86 (s, 3H, –CH3).

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