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Chapter – 3 Preparation of small library…..
= 421 (M + ); Anal. Calcd. for C22H23N5O2S: C, 62.69; H, 5.50; N, 16.61. Found:
C, 62.73; H, 5.44; N, 16.65.
1-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-3-[(6-METHOXY-1, 3-
BENZOTHIAZOL-2-YL) IMINO]-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-
1404): IR (KBr, cm -1 ): 2959 (-CH3), 2854 (-CH2), 1685 (>CO), 1610 (-C=N),
1466 (Ar-H, ben), 1342 (C-N, Ar, 3°), 1253, (C-S-C), 1214 (C-N, Aliphatic, 3°);
MS m/z = 435 (M + ); Anal. Calcd. for C23H25N5O2S: C, 63.43; H, 5.79; N, 16.08.
Found: C, 63.40; H, 5.74; N, 16.03.
1-[(4-BENZYL PIPERAZIN-1-YL) METHYL]-3-[(6-METHOXY-1, 3-
BENZOTHIAZOL-2-YL) IMINO]-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-
1405): IR (KBr, cm -1 ): 2961 (-CH3), 2856 (-CH2), 1683 (>CO), 1610 (-C=N),
1466 (Ar-H, ben), 1344 (C-N, Ar, 3°), 1251, (C-S-C), 1214 (C-N, Aliphatic, 3°);
MS m/z = 497 (M + ); Anal. Calcd. for C28H27N5O2S: C, 67.58; H, 5.47; N, 14.07.
Found: C, 67.54; H, 5.44; N, 14.10.
1-ACETYL-3-(1, 3-BENZOTHIAZOL-2-YL IMINO)-1, 3-DIHYDRO-2H-INDOL-
2-ONE (DNJ-1501): IR (KBr, cm -1 ): 2956 (-CH3), 2858 (-CH2), 1683 (>CO),
1609 (-C=N), 1464 (Ar-H, ben), 1342 (C-N, Ar, 3°), 1252, (C-S-C), 1213 (C-N,
Aliphatic, 3°); 1 H NMR (400 MHz, CDCl3): δ (ppm) 3.77 (3H, s), 6.97 (2H, m, J
= 1.12 Hz, J = 0.80 Hz), 7.11 (2H, t), 7.33 (2H, m, J = 0.44 Hz, J = 1.28 Hz),
7.43 (2H, m, J = 1.52 Hz, J = 1.44 Hz); 13 C NMR (400 MHz, CDCl3): δ (ppm)
179.34, 162.30, 161.59, 152.69, 146.58, 146.08, 140.04, 136.08, 132.01,
131.36, 130.80, 123.61, 123.28, 121.71, 120.33, 119.95, 20.68; MS m/z = 321
(M + ); Anal. Calcd. for C17H11N3O2S: C, 63.54; H, 3.45; N, 13.08. Found: C,
63.50; H, 3.41; N, 13.02.
1-ACETYL-3-[(6-METHOXY-1, 3-BENZOTHIAZOL-2-YL) IMINO]-1, 3-
DIHYDRO-2H-INDOL-2-ONE (DNJ-1502): IR (KBr, cm -1 ): 2962 (-CH3), 2859
(-CH2), 1681 (>CO), 1613 (-C=N), 1471 (Ar-H, ben), 1341 (C-N, Ar, 3°), 1252,
(C-S-C), 1217 (C-N, Aliphatic, 3°), 1055 (C-O-C); MS m/z = 351 (M + ); Anal.
Calcd. for C18H13N3O3S: C, 61.53; H, 3.73; N, 11.96. Found: C, 61.57; H,
3.77; N, 12.00.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 174