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Table 2 Spectral data of synthesized compounds (1–20)

From: Design, synthesis and biological potential of heterocyclic benzoxazole scaffolds as promising antimicrobial and anticancer agents

Comp. FT-IR (KBr cm−1) 1H NMR (δ, DMSO) 13C NMR (δ, DMSO) MS: m/z
C–H str. (Ar) C=C str. (Ar) N=CH str. C–N str. C–O–C str. C–H str. CONH str. C–S str. Other str.
1 3088 1477 1688 1262 1134 2834 1647 672 1350 NO2 str. 7.63–8.57 (m, 8H, Ar–H), 7.33 (s, 1H, –CH of triazole), 4.76 (s, 2H, –N–CH2), 7.95 (s, 1H, –NH) 164.9, 151.2, 147.9, 141.1, 139.4, 130.3, 125.7, 125.1, 124.4, 118.2, 113.3, 110.2, 52.3, 26.3 411
2 3133 1460 1685 1259 1194 2973 1649 687 1394 NO2 str. 7.66–8.25 [m, 8H, Ar–H), 7.34 (s, 1H, –CH of triazole), 4.75 (s, 2H, –N–CH2), 7.82 (s, 1H, –NH)] 165.2, 151.2, 144.4, 141.1, 124.6, 124.4, 118.3, 110.2, 52.3, 26.3 411
3 3138 1452 1662 1241 1178 2831 1618 674 6.88–7.59 (m, 8H, Ar–H), 4.26 (s, 2H, –CH2S), 7.32 (s, 1H, –CH of triazole), 4.77 (s, 2H, –N–CH2), 8.25 (s, 1H, –NH), 3.71 (s, 3H, –OCH3) 164.1, 155.4, 151.1, 140.8, 131.4, 124.7, 124.5, 120.7, 118.2, 113.9, 110.2, 55.1, 52.2, 26.3 396
4 3072 1451 1697 1275 1177 2887 1647 671 1341 NO2 str. 741 C–Cl str. 7.34–8.23 (m, 7H, Ar–H), 7.33 (s, 1H, –CH of triazole), 4.74 (s, 2H, –NCH2), 8.21 (s, 1H, –NH) 165.7, 151.3, 143.5, 141.1, 124.6, 124.3, 123.7, 118.3, 110.2, 52.3, 26.3 445
5 3077 1499 1689 1277 1181 1653 676 743 C–Cl str. 7.35–7.66 (m, 6H, Ar–H), 7.34 (s, 1H, –CH of triazole), 4.73 (s, 2H, –N–CH2), 8.09 (s, 1H, –NH) 165.3, 151.3, 141.1, 134.3, 130.6, 129.8, 124.9, 124.6, 124.3, 118.3, 110.2, 52.1, 26.3 469
6 3121 1499 1672 1272 1132 3067 1578 669 739 C–Cl str. 7.20–7.66 (m, 7H, Ar–H), 7.29 (s, 1H, –CH of triazole), 4.74 (s, 2H, –N–CH2), 8.22 (s, 1H, –NH), 2.51 (s, 3H, –CH3) 164.5, 151.2, 141.1, 136.9, 133.8, 130.3, 126.8, 124.6, 124.3, 118.3, 110.2, 51.9, 26.3 414
7 2986 1494 1674 1291 1185 2877 1601 742 622 C–Br str. 7.338–7.45 (m, 7H, Ar–H), 4.19 (s, 2H, –CH2S), 7.332 (s, 1H, –CH of triazole), 4.76 (s, 2H, –N–CH2), 8.24 (s, 1H, –NH), 2.51 (s, 3H, –CH3) 164.3, 151.1, 141, 134.1, 132.8, 128.8, 124.6, 118.2, 110.2, 52.1, 17.4 459
8 3080 1449 1662 1237 1130 2965 1606 709 7.14–7.66 (m, 8H, Ar–H), 7.31 (s, 1H, –CH of triazole), 4.74 (s, 2H, –N–CH2), 8.20 (s, 1H, –NH), 1.16 (s, 3H, –CH3), 2.58 (s, 2H, –CH2) 163.81, 151.3, 141.2, 136.1, 128.1, 124.6, 124.3, 118.3, 110.2, 52.2, 27.5, 15.5 394
9 3037 1486 1676 1293 1141 2993 1592 668 6.94–7.58 (m, 7H, Ar–H), 4.18 (s, 2H, –CH2S), 7.31 (s, 1H, –CH of triazole), 4.77 (s, 2H, –NCH2), 8.27 (s, 1H, –NH), 2.50 (s, 6H, (–CH3)2) 164.1, 151.1, 140.9, 134.6, 132.8, 131.4, 130.8, 126.5, 124.7, 124.4, 118.2, 110.2, 52.1, 26.3, 17.6 394
10 3121 1408 1675 1220 1137 2985 1641 675 743 C–Cl str. 7.15–7.58 (m, 8H, Ar–H), 7.34 (s, 1H, –CH of triazole), 4.74 (s, 2H, –NCH2), 8.21 (s, 1H, –NH); 164.1, 151.3, 141.2, 125.6, 124.6, 124.3, 118.3, 110.2, 52.1, 26.4 400
11 3048 1491 1677 1289 1132 2879 1589 686 1235 C–F str. 7.19–7.65 (m, 8H, Ar–H), 7.31 (s, 1H, –CH of triazole), 4.75 (s, 2H, –NCH2), 8.24 (s, 1H, –NH) 164.7, 151.3, 141.1, 134.1, 129.5, 124.6, 124.3, 118.3, 110.2, 52.1, 26.4 384
12 3018 1488 1682 1288 1178 2949 1597 753 738 C–Br str. 7.337–7.52 (m, 8H, Ar–H), 7.332 (s, 1H, –CH of triazole), 4.73 (s, 2H, –NCH2), 8.20 (s, 1H, –NH) 164.3, 151.3, 141.2, 137.7, 131.7, 124.6, 118.3, 110.2, 52.2, 26.4 445
13 3315 1470 1677 1291 1130 2992 1588 689 744 C–Cl str. 7.33–7.58 (m, 7H, Ar–H), 7.34 (s, 1H, –CH of triazole), 4.74 (s, 2H, –N–CH2), 8.21 (s, 1H, –NH) 164.7, 151.3, 141.2, 138.4, 131.1, 130.8, 124.6, 124.3, 120.4, 119.2, 110.2, 52.1, 26.4 435
14 3054 1495 1674 1286 1134 2880 1584 740 684 C–Br str. 7.14–7.60 (m, 8H, Ar–H), 7.31 (s, 1H, –CH of triazole), 4.73 (s, 2H, –NCH2), 8.21 (s, 1H, –NH) 164.6, 151.3, 141.1, 132.7, 128.1, 126.8, 124.6, 124.3, 118.3, 110.2, 51.9, 26.3 445
15 3144 1496 1676 1261 1179 3001 1607 687 6.7–7.33 (m, 7H, Ar–H), 7.34 (s, 1H, –CH of triazole), 4.73 (s, 2H, –NCH2), 8.18 (s, 1H, –NH), 2.50 (s, 6H, (–CH3)2) 163.9, 151.3, 141.1, 138.1, 137.8, 125.5, 124.6, 124.3, 118.3, 110.2, 52.2, 26.3, 21.1 394
16 3308 1475 1681 1226 1132 1619 743 676 C–Br str. 7.29–7.91 (m, 8H, Ar–H), 7.30 (s, 1H, –CH of triazole), 4.75 (s, 2H, –N–CH2), 8.24 (s, 1H, –NH) 164.5, 151.3, 141.1, 139.8, 130.9, 126.3, 124.6, 124.3, 121.5, 118.3, 110.2, 52.2, 26.4 445
17 3016 1460 1671 1211 1133 2947 1585 737 7.02–7.34 (m, 7H, Ar–H), 7.14 (s, 1H, –CH of triazole), 4.72 (s, 2H, –N–CH2), 8.18 (s, 1H, –NH), 2.50 (s, 6H, (–CH3)2) 164.3, 151.3, 141.2, 137.1, 130.9, 127.2, 125.5, 124.6, 124.3, 123.2, 118.3, 110.2, 51.9, 26.4, 13.9 394
18 3124 1454 1679 1293 1149 3057 1616 711 1207 C–F str. 7.16–7.67 (m, 8H, Ar–H), 7.29 (s, 1H, –CH of triazole), 4.73 (s, 2H, –N–CH2), 8.20 (s, 1H, –NH) 164.7, 163.6, 151.3, 141.2, 125.6, 124.6, 124.4, 124.3, 123.6, 118.3, 115.4, 110.2, 51.9, 26.4 384
19 3310 1467 1678 1271 1130 3136 1595 680 742 C–Cl str. 7.14–7.66 (m, 8H, Ar–H), 7.33 (s, 1H, –CH of triazole), 4.73 (s, 2H, –NCH2), 8.20 (s, 1H, –NH) 164.5, 151.3, 142.2, 141.2, 133.1, 130.6, 124.6, 124.3, 123.4, 118.3, 110.2, 52.1, 26.4 400
20 3126 1488 1670 1275 1148 3041 1589 671 739 C–Cl str. 7.31–7.59 (m, 8H, Ar–H), 7.33 (s, 1H, –CH of triazole), 4.73 (s, 2H, –NCH2), 8.22 (s, 1H, –NH) 164.2, 151.3, 141.2, 137.3, 128.8, 124.6, 124.3, 118.3, 110.2, 52.2, 26.4 400
  1. Str.: stretching, Ar: aromatic