Chapter – 5 Synthesis and Characterization….. 4-[(2-CHLORO PHENYL) AMINO]-3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-ONE (DNJ-1004): IR (KBr, cm -1 ): 3389 (-NH), 3070 (Ar-H, str), 2966 (-CH3), 2810 (-CH2), 1707 (>CO), 1570, 1490, 1470, 1440 (Ar-H, ben), 1336 (C-N, Ar, 3°), 1305 (C-N, Ar, 2°), 1060 (C-O-C), 871 (C-Cl), 755 (1,2-di sub); MS m/z = 397 (M + ); Anal. Calcd. for C22H24ClN3O2: C, 66.41; H, 6.08; N, 10.56. Found: C, 66.39; H, 6.05; N, 10.53. 4-[(3-CHLORO PHENYL) AMINO]-3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-ONE (DNJ-1005): IR (KBr, cm -1 ): 3390 (-NH), 3071 (Ar-H, str), 2967 (-CH3), 2810 (-CH2), 1706 (>CO), 1572, 1488, 1475, 1440 (Ar-H, ben), 1338 (C-N, Ar, 3°), 1306 (C-N, Ar, 2°), 1076 (C-O-C), 865 (C-Cl), 770 (1,3-di sub); 1 H NMR (300 MHz, CDCl3): δ (ppm) 1.13 (3H, s), 2.50 (4H, m), 2.62 (6H, s), 3.76 (2H, s), 6.78 (1H, dd, J = 1.635 Hz, J = 1.428 Hz), 6.92 (1H, t), 7.05 (2H, m, J = 0.957 Hz), 7.21 (1H, s), 7.34 (2H, m, J = 1.233 Hz, J = 0.723 Hz), 7.48 (1H, dd, J = 1.389 Hz, J = 1.149 Hz, J = 1.362 Hz), 10.41 (1H, s); 13 C NMR (300 MHz, CDCl3): δ (ppm) 162.89, 154.05, 151.98, 143.99, 135.41, 131.84, 130.67, 126.30, 123.46, 123.31, 120.77, 118.97, 117.80, 115.53, 105.13, 54.76, 53.43, 52.70, 52.65, 12.43; MS m/z = 397 (M + ); Anal. Calcd. for C22H24ClN3O2: C, 66.41; H, 6.08; N, 10.56. Found: C, 66.44; H, 6.09; N, 10.55. 4-[(4-CHLORO PHENYL) AMINO]-3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-2H-CHROMEN-2-ONE (DNJ-1006): IR (KBr, cm -1 ): 3370 (-NH), 3080 (Ar-H, str), 2967 (-CH3), 2810 (-CH2), 1706 (>CO), 1572, 1488, 1475, 1440 (Ar-H, ben), 1337 (C-N, Ar, 3°), 1307 (C-N, Ar, 2°), 1050 (C-O-C), 869 (C-Cl), 812 (1,4-di sub); MS m/z = 397 (M + ); Anal. Calcd. for C22H24ClN3O2: C, 66.41; H, 6.08; N, 10.56. Found: C, 66.40; H, 6.07; N, 10.58. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(2-FLUORO PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1007): IR (KBr, cm -1 ): 3381 (-NH), 3070 (Ar-H, str), 2962 (-CH3), 2811 (-CH2), 1707 (>CO), 1570, 1484, 1470, 1438 (Ar-H, ben), 1337 (C-N, Ar, 3°), 1306 (C-N, Ar, 2°), 1054 (C-O-C), 990 (C-F), 750 (1,2-di sub); MS m/z = 381 (M + ); Anal. Calcd. for C22H24FN3O2: C, 69.27; H, 6.34; N, 11.02. Found: C, 69.23; H, 6.38; N, 11.05. Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 309
Chapter – 5 Synthesis and Characterization….. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(4-FLUORO PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1008): IR (KBr, cm -1 ): 3388 (-NH), 3080 (Ar-H, str), 2967 (-CH3), 2811 (-CH2), 1707 (>CO), 1607, 1584, 1500, 1470 (Ar-H, ben), 1335 (C-N, Ar, 3°), 1304 (C-N, Ar, 2°), 1061 (C-O-C), 992 (C-F), 819 (1,4-di sub); MS m/z = 381 (M + ); Anal. Calcd. for C22H24FN3O2: C, 69.27; H, 6.34; N, 11.02. Found: C, 69.28; H, 6.36; N, 11.04. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(2-METHYL PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1009): IR (KBr, cm -1 ): 3389 (-NH), 3079 (Ar-H, str), 2962 (-CH3), 2809 (-CH2), 1706 (>CO), 1607, 1584, 1500, 1470 (Ar-H, ben), 1338 (C-N, Ar, 3°), 1307 (C-N, Ar, 2°), 1069 (C-O-C), 755 (1,2-di sub); MS m/z = 377 (M + ); Anal. Calcd. for C23H27N3O2: C, 73.18; H, 7.21; N, 11.13. Found: C, 73.15; H, 7.24; N, 11.10. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(3-METHYL PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1010): IR (KBr, cm -1 ): 3388 (-NH), 3081 (Ar-H, str), 2962 (-CH3), 2811 (-CH2), 1707 (>CO), 1600, 1575, 1481, 1465 (Ar-H, ben), 1338 (C-N, Ar, 3°), 1307 (C-N, Ar, 2°), 1072 (C-O-C), 775 (1,3-di sub); MS m/z = 377 (M + ); Anal. Calcd. for C23H27N3O2: C, 73.18; H, 7.21; N, 11.13. Found: C, 73.20; H, 7.24; N, 11.10. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(2-METHOXY PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1011): IR (KBr, cm -1 ): 3380 (-NH), 3070 (Ar-H, str), 2967 (-CH3), 2809 (-CH2), 1705 (>CO), 1600, 1584, 1507, 1470 (Ar-H, ben), 1337 (C-N, Ar, 3°), 1305 (C-N, Ar, 2°), 1051 (C-O-C), 758 (1,2-di sub); MS m/z = 393 (M + ); Anal. Calcd. for C23H27N3O3: C, 70.21; H, 6.92; N, 10.68. Found: C, 70.19; H, 6.95; N, 10.71. 3-[(4-ETHYL PIPERAZIN-1-YL) METHYL]-4-[(3-METHOXY PHENYL) AMINO]-2H-CHROMEN-2-ONE (DNJ-1012): IR (KBr, cm -1 ): 3388 (-NH), 3080 (Ar-H, str), 2967 (-CH3), 2811 (-CH2), 1707 (>CO), 1602, 1580, 1483, 1469 (Ar-H, ben), 1336 (C-N, Ar, 3°), 1307 (C-N, Ar, 2°), 1070 (C-O-C), 780 (1,3-di sub); MS m/z = 393 (M + ); Anal. Calcd. for C23H27N3O3: C, 70.21; H, 6.92; N, 10.68. Found: C, 70.20; H, 6.95; N, 10.67. Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 310
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Statement under O. Ph. D. 7 of Saur
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ACKNOWLEDGEMENT It is a moment of g
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Jignesh Lunagariya, Hitesh Sarvaiya
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CONTENT Content General Remarks 6 A
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Content 3.2 Reaction scheme 149 3.3
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