Skip to main content
. 2012 May 25;17(6):6179–6195. doi: 10.3390/molecules17066179

Table 2.

Spectral data, yield and melting point of compounds 1–25.

Cpd. IR-Spectrum (KBr), сm−1 1H-NMR spectrum (δ, ppm) Yield (%) m.p. (°C)
1 3030 (C-H aromatic), 1664 (C=O), 1598 (C=C) 7.77 (d, 1Hα), 8.08 (d, 1Hβ), 7.4–8 (m, 10H, Ar-H) 70–80 56–57
2 3083 (C-H aromatic), 1680 (C=O), 1580 (C=C), 3380 (-OH) 7.56 (d, 1Hα), 7.99 (d, 1Hβ), 7.04–7.9 (m, 9H, Ar-H), 12.9 (s, 1H, -OH) 35–45 120–121
3 3030 (C-H aromatic), 1649 (C=O), 1598 (C=C) 7.38 (d, 1Hα), 8.1 (d, 1Hβ), 7.5–7.9 (m, 9H, Ar-H), 2.29 (s, 3H, -CH3) 70–73 70–72
4 3047 (C-H aromatic), 1649 (C=O), 1603 (C=C), 1128 (-OCH3) 7.19 (d, 1Hα), 8.2 (d, 1Hβ), 7.29–7.9 (m, 9H, Ar-H), 3.79 (s, 3H, -OCH3) 70–74 108–110
5 3047 (C-H aromatic), 1664 (C=O), 1608(C=C), 829 (Ar-Cl) 7.9 (d,1Hα), 8.2 (d, 1Hβ), 7.39–8 (m, 9H, Ar-H) 75–80 53–54
6 3452 (-OH), 1690 (C=O), 1613 (C=C), 829 (Ar-Cl) 7.5 (d, 1Hα), 8.19 (d, 1Hβ), 6.4–8 (m, 8H, Ar-H), 12.7 (s, 1H, -OH) 40–43 191–193
7 3052 (C-H aromatic), 1664 (C=O), 1598 (C=C), 829 (Ar-Cl) 7.9 (d, 1Hα), 8.19 (d, 1Hβ), 7.3–8.1 (m, 8H, Ar-H), 2.3 (s, 3H, -CH3) 70–75 50–51
8 3034 (C-H aromatic), 1664 (C=O), 1590 (C=C), 1130 (-OCH3), 828 (Ar-Cl) 7 (d, 1Hα), 7.7 (d, 1Hβ), 6.9–8.1 (m, 8H, Ar-H), 3.79 (s, 3H, -OCH3) 60–65 124–126
9 3057 (C-H aromatic), 1664 (C=O), 1590 (C=C) 7.19 (d,1Hα), 8.2 (d, 1Hβ), 7.2–8 (m, 9H, Ar-H), 2.3 (s, 3H, -CH3) 68–70 68–70
10 3457 (-OH), 3011 (C-H aromatic), 1685 (C=O), 1591 (C=C) 7.2 (d, 1Hα), 7.7 (d, 1Hβ), 7.1–8 (m, 8H, Ar-H), 12.8 (s, 1H, -OH), 2.3 (s, 3H, CH3) 30 114–116
11 3027 (C-H aromatic), 1654 (C=O), 1593 (C=C) 7.8 (d, 1Hα), 8.2 (d, 1Hβ), 7.1–8 (m, 8H, Ar-H), 2.3 (s, 3H, -CH3) 84 89–91
12 3011 (C-H aromatic), 1659 (C=O), 1588 (C=C), 1126 (-OCH3) 7.19 (d, 1Hα), 8.21 (d, 1Hβ), 6.9–8 (m, 8H, Ar-H), 3.8 (s, 3H, -OCH3), 2.96 (s, 3H, CH3) 80 74–75
13 3057 (C-H aromatic), 1659 (C=O), 1588 (C=C), 1168 (-OCH3) 7 (d, 1Hα), 8.2 (d, 1Hβ), 6.9–8.2 (m, 9H, Ar-H), 3.8 (s, 3H, -OCH3) 80 77–78
14 3380 (-OH), 3035 (C-H aromatic) 1660 (C=O), 1590 (C=C), 1166 (-OCH3) 6.9 (d, 1Hα), 7.9 (d, 1Hβ), 6.7–8.1 (m, 8H, Ar-H), 12.8 (s, 1H, -OH), 3.8 (s, 3H, -OCH3) 35 179–181
15 3080 (C-H aromatic), 1649 (C=O), 1588 (C=C), 1170 (-OCH3) 7.7 (d, 1Hα), 8.2 (d, 1Hβ), 6.9–8.2 (m, 8H, Ar-H), 2.29 (s, 3H, -CH3), 3.8 (s, 3H, -OCH3) 85–90 99–100
16 3033 (C-H aromatic), 1659 (C=O), 1588 (C=C), 1168 (-OCH3) 7.7 (d, 1Hα), 8.2 (d, 1Hβ), 6.9–8.2 (m, 8H, Ar-H), 3.8(s, 3H, -OCH3), 3.8 (s, 3H, OCH3) 80–88 102–103
17 3010 (C-H aromatic), 1654(C=O), 1562(C=C), 1340 (C-N) 6.7 (d, 1Hα), 8.21 (d, 1Hβ), 7.3–7.8 (m, 9H, Ar-H), 2.9 (s, 6H, N-(CH3)2) 80 111–113
18 3380 (-OH), 3012 (C-H aromatic), 1664 (C=O), 1598 (C=C), 1372 (C-N) 6.8 (d, 1Hα), 8.7 (d, 1Hβ), 6.8–8.8 (m, 8H, Ar-H), 9.7 (s, 1H, -OH), 2.99 (s, 6H, N-(CH3)2) 47 76–78
19 3083 (C-H aromatic), 1649 (C=O), 1603 (C=C), 1360 (C-N) 6.7 (d, 1Hα), 8.21 (d, 1Hβ), 7.3–8 (m, 8H, Ar-H), 2.98 (s, 6H, N-(CH3)2), 2.3 (s, 3H, -CH3) 70 124–125
20 3010 (C-H aromatic), 1650 (C=O), 1593 (C=C), 1161 (-OCH3), 1330 (C-N) 6.7 (d, 1Hα), 8.2 (d, 1Hβ), 6.7–8.1 (m, 8H, Ar-H), 2.9 (s, 6H, N-(CH3)2), 3.79 (s, 3H, -OCH3) 86–90 129–131
21 1639 (C=O), 1557 (C=C), 3206 (-OH), 3010 (C-H aromatic) 7.6 (d, 1Hα), 8.2 (d, 1Hβ), 6.7–8.2 (m, 9H, Ar-H), 10.3 (s, 1H, -OH) 50 154–155
22 1669 (C=O), 1590 (C=C), 3467 (-OH), 3005 (C-H aromatic) 7.8 (d, 1Hα), 7.5 (d, 1Hβ), 6.3–8.3 (m, 8H, Ar-H), 10.2 (s, 1H, -OH), 10.2 (s, 1H, -OH) 8–10 287–289
23 1644 (C=O), 1577 (C=C) , 3216 (-OH), 3030 (C-H aromatic) 6.8 (d, 1Hα), 7.8 (d, 1Hβ), 6.7–8.2 (m, 8H, Ar-H), 10.2 (s, 1H, -OH), 2.28 (s, 3H, -CH3) 37–40 165–167
24 3252 (-OH), 3000 (C-H aromatic), 1640 (C=O), 1603 (C=C), 1165 (-OCH3) 7.96 (d, 1Hα), 8.19 (d, 1Hβ), 6.7–8.2 (m, 8H, Ar-H), 10.19 (s, 1H, -OH), 3.69 (s, 3H, OCH3) 45 151–153
25 1654 (C=O), 1603 (C=C), 3052 (C-H aromatic), 823 (Ar-Cl) 7.9 (d, 1Hα), 8.2 (d, 1Hβ), 7.2–8 (m, 9H, Ar-H) 80 78–80