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Chapter – 3 Preparation of small library…..
MS m/z = 413 (M + ); Anal. Calcd. for C23H35N5O2: C, 66.80; H, 8.53; N, 16.93.
Found: C, 66.85; H, 8.57; N, 16.89.
N'-{1-[(4-BENZYL PIPERAZIN-1-YL) METHYL]-2-OXO-1, 2-DIHYDRO-3H-
INDOL-3-YLIDENE}-2-PROPYLPENTANOHYDRAZIDE (DNJ-1305): IR
(KBr, cm -1 ): 3429 (-NH), 2965 (-CH3), 2861 (-CH2), 1683 (>CO), 1610 (-C=N),
1463 (Ar-H, ben), 1313 (C-N, Ar, 2°), 1210 (C-N, Aliphatic, 3°), 1050 (C-O-C);
MS m/z = 475 (M + ); Anal. Calcd. for C28H37N5O2: C, 70.71; H, 7.84; N, 14.72.
Found: C, 70.66; H, 7.88; N, 14.76.
3-[(6-METHOXY-1, 3-BENZOTHIAZOL-2-YL) IMINO]-1-(MORPHOLIN-4-YL
METHYL)-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-1401): IR (KBr, cm -1 ):
2956 (-CH3), 2859 (-CH2), 1683 (>CO), 1613 (-C=N), 1464 (Ar-H, ben), 1344
(C-N, Ar, 3°), 1250, (C-S-C), 1212 (C-N, Aliphatic, 3°), 1049 (C-O-C); 1 H NMR
(400 MHz, CDCl3): δ (ppm) 2.36 (4H, t), 2.60 (4H, t), 3.76 (2H, s), 6.97 (2H, q,
J = 0.6 Hz, J = 1.16 Hz), 7.11 (2H, t), 7.33 (1H, m, J = 1.68 Hz, J = 1.08 Hz, J
= 1.92 Hz, J = 0.52 Hz), 7.43 (3H, m, J = 1.48 Hz, J = 2.24 Hz); 13 C NMR (400
MHz, CDCl3): δ (ppm) 179.32, 173.69, 162.32, 161.61, 143.22, 136.04,
132.01, 123.61, 123.28, 121.71, 120.30, 119.94, 119.55, 110.50, 66.89,
66.66, 46.55; MS m/z = 408 (M + ); Anal. Calcd. for C21H20N4O3S: C, 61.75; H,
4.94; N, 13.72. Found: C, 61.70; H, 4.90; N, 13.68.
3-[(6-METHOXY-1, 3-BENZOTHIAZOL-2-YL) IMINO]-1-(PIPERIDIN-1-YL
METHYL)-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-1402): IR (KBr, cm -1 ):
2958 (-CH3), 2860 (-CH2), 1680 (>CO), 1610 (-C=N), 1466 (Ar-H, ben), 1340
(C-N, Ar, 3°), 1248, (C-S-C), 1210 (C-N, Aliphatic, 3°); MS m/z = 406 (M + );
Anal. Calcd. for C22H22N4O2S: C, 65.00; H, 5.46; N, 13.78. Found: C, 64.95;
H, 5.50; N, 13.82.
3-[(6-METHOXY-1, 3-BENZOTHIAZOL-2-YL) IMINO]-1-[(4-METHYL
PIPERAZIN-1-YL) METHYL]-1, 3-DIHYDRO-2H-INDOL-2-ONE (DNJ-1403):
IR (KBr, cm -1 ): 2962 (-CH3), 2856 (-CH2), 1681 (>CO), 1615 (-C=N), 1467 (Ar-
H, ben), 1341 (C-N, Ar, 3°), 1252, (C-S-C), 1214 (C-N, Aliphatic, 3°); MS m/z
Department of Chemistry, Saurashtra University, Rajkot – 360 005 173