Found: C 63.56, H 5.03, N 6.98. 5-(4-Hydroxybenzylidene)-N-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione (3f): Pale yellow solid, IR (KBr, cm−1): 3031, 1734, 1632, 1463, 1408, 1183, 633. 1H NMR (300 MHz,
DMSO-d6, δ ppm): 9.3 (s, 1H, OH), 7.7–8.2 (m, 8H, Ar), 8.1 (s, 1H, CH), 5.05 (s, 2H, CH2), 3.78 (s, 3H, OCH3). Anal. calcd. for C19H15NO5S: C 61.78, H 4.09, N 3.79. Found: C 61.88, H 3.97, N 3.66. 5-(4-Hydroxy-3-methoxybenzylidene)-N-[2-(4-methoxyphenyl) -2-oxoethyl]-1,3-thiazolidine-2,4-dione (3g): Pale yellow solid, IR (KBr, cm−1): 3012, 1732, 1638, 1465, 1408, 1194, 1189, 634. 1H NMR (300 MHz, DMSO-d6, δ ppm): 9.4 (s, 1H, OH), 7.5–8.1 find more (m, 8H, Ar), 7.9 (s, 1H, CH), 4.9 (s, 2H, CH2), 3.54 (s, 6H, OCH3). Anal. calcd. for C20H17NO6S: C 60.14, H 4.29, N 3.51.
Found: C 60.02, H 4.17, N 3.44. 5-(3,4-Dimethoxybenzylidene)-N-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione (3h): Pale yellow crystals, IR (KBr, cm−1): 3031, 1775, 1656, 1451, 1202, 1156, 645. 1H NMR (300 MHz, DMSO-d6, δ ppm): 7.65–8.2 learn more (m, 8H, Ar), 7.8 (s, 1H, CH), 5.3 (s, 2H, CH2), 3.72 (s, 9H, OCH3). Anal. calcd. for C21H19NO6S: C 61.01, H 4.63, N 3.39. Found: C 60.87, H 4.44, N 3.19. 5-(Benzylidene)-N-(4-nitrobenzyl)-1,3-thiazolidine-2,4-dione (4a): Beige colour solid, IR (KBr, cm−1):
3113, 1737, 1660, 1524, 1417, 692. 1H NMR (300 MHz, DMSO-d6, δ ppm): 7.2–8.1 (m, 9H, Ar), 8.04 (s, 1H, CH), 5.1 (s, 2H, CH2). Anal. calcd. for C17H12N2O4S: C 59.99, H 3.55, N 8.23. Found: C 59.78, H 3.46, N 8.11. 5-(4-Chlorobenzylidene)-N-(4-nitrobenzyl)-1,3-thiazolidine-2,4-dione (4b): Pale yellow crystals, IR (KBr, cm−1): 3034, 1735, 1680, 1545, 1282, 1401, 756, 697. 1H NMR (300 MHz, DMSO-d6, δ ppm): 7.5–8.3 (m, 8H, Ar), 7.98 (s, 1H, CH), 4.95 (s, 2H, CH2). MS (ESI, Ketanserin m/z):374 (M+). Anal. calcd. for C17H11ClN2O4S: C 54.48, H 2.96, N 7.47, O 17.08. Found: C 54.23, H 2.65, N 7.22, O 17.01. N-(4-Nitrobenzyl)-5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione (4c): Half-white crystals, IR (KBr, cm−1): 3028, 1698, 1632, 1538, 1505, 1431, 638. 1H NMR (300 MHz, DMSO-d6, δ ppm): 7.1–8.1 (m, 8H, Ar), 7.8 (s, 1H, CH), 4.85 (s, 2H, CH2). Anal. calcd. for C17H11N3O6S: C 52.99, H 2.88, N 10.9. Found: C 52.79, H 2.75, N 10.76. 5-(4-Methoxybenzylidene)-N-(4-nitrobenzyl)-1,3-thiazolidine-2,4-dione (4d): Half-white solid, IR (KBr, cm−1): 2841, 1737, 1683, 1506, 1407, 1184, 702.