Spectral Details of all the compounds
- Spectral data of some compounds
N-phenylacetamide (Entry 1, Table 2)
IR (υmax in cm-1, KBr): 1578 (aromatic C=C str.),
1679 (C=O str.), 3015 (aromatic C-H str.), 3378 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.22 (s, 3H, CH3), 7.14-7.38 (m, 4H, Ar-H), 9.48 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 120.98, 122.99, 129.95, 138.18, 170.43.
MS: m/z135 (M+)
N-p-tolylacetamide (Entry 2, Table 2)
IR (υmax in cm-1, KBr): 1588 (aromatic C=C str.),
1699 (C=O str.), 3019 (aromatic C-H str.), 3478 (N-H str).
1H NMR (400 MHz, DMSO): δ2.15 (s, 3H, CH3), 2.17 (s, 3H, COCH3), 7.17-7.42 (m, 4H, Ar-H), 9.36 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ19.28,23.67,126.52, 126.63, 131.70, 132.09, 137.08, 169.84
MS: m/z149 (M+)
N-m-tolylacetamide (Entry 3, Table 2)
IR (υmax in cm-1, KBr): 1590 (aromatic C=C str.),
1709 (C=O str.), 3115 (aromatic C-H str.), 3478 (N-H str).
1H NMR (400 MHz, DMSO): δ2.07 (s, 3H, CH3), 2.18 (s, 3H, COCH3), 7.08-7.29 (m, 4H, Ar-H), 9.36 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ17.28,23.87,125.48, 127.33, 131.70, 132.19, 137.90, 168.94.
MS: m/z149 (M+)
N-o-tolylacetamide (Entry 4, Table 2)
IR (υmax in cm-1, KBr): 1678 (aromatic C=C str.),
1709 (C=O str.), 3056 (aromatic C-H str.), 3408 (N-H str).
1H NMR (400 MHz, DMSO): δ2.05 (s, 3H, CH3), 2.19 (s, 3H, COCH3), 7.07-7.39 (m, 4H, Ar-H), 9.32 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 18.28,23.67,125.52, 126.33, 130.70, 132.09, 136.88, 168.82.
MS: m/z149 (M+)
N-(4-methoxyphenyl)acetamide (Entry 5, Table 2)
IR (υmax in cm-1, KBr): 1678 (aromatic C=C str.),
1700 (C=O str.), 3115 (aromatic C-H str.), 3398 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.22 (s, 3H, COCH3), 3.81 (s, 3H, OCH3), 6.97-7.48 (m, 4H, Ar-H), 9.01 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 116.68, 120.98, 135.56, 158.09, 159.36, 169.08.
MS: m/z165 (M+)
N-(2-methoxyphenyl)acetamide (Entry 6, Table 2)
IR (υmax in cm-1, KBr): 1558 (aromatic C=C str.),
1639 (C=O str.), 3019 (aromatic C-H str.), 3453 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.23 (s, 3H, COCH3), 3.84 (s, 3H, OCH3), 6.96-7.66 (m, 4H, Ar-H), 9.11 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 24.80, 117.68, 121.98, 135.06, 159.09, 159.46, 169.18.
MS: m/z165 (M+)
N-(4-chlorophenyl)acetamide (Entry 7, Table 2)
IR (υmax in cm-1, KBr): 1600 (aromatic C=C str.),
1749 (C=O str.), 3115 (aromatic C-H str.), 3380 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.22 (s, 3H, COCH3), 7.38-7.46 (m, 4H, Ar-H), 9.91 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 121.83, 127.84, 129.44, 136.55, 170.43.
MS: m/z169 (M+), 171 (M+2)
N-(3-chlorophenyl)acetamide (Entry 8, Table 2)
IR (υmax in cm-1, KBr): 1678 (aromatic C=C str.),
1683 (C=O str.), 3021 (aromatic C-H str.), 3398 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.24 (s, 3H, COCH3), 7.28-7.66 (m, 4H, Ar-H), 9.95 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 119.68, 120.98, 124.20, 130.14, 134.70, 139.86, 170.68.
MS: m/z169 (M+), 171 (M+2)
N-(2-chlorophenyl)acetamide (Entry 9, Table 2)
IR (υmax in cm-1, KBr): 1598 (aromatic C=C str.),
1673 (C=O str.), 3015 (aromatic C-H str.), 3478 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.22 (s, 3H, COCH3), 7.32-7.42 (m, 4H, Ar-H), 9.89 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 124.98, 125.03, 128.25, 130.92, 136.86, 170.68.
.
MS: m/z169 (M+), 171 (M+2)
N-(4-bromophenyl)acetamide (Entry 10, Table 2)
IR (υmax in cm-1, KBr): 1579 (aromatic C=C str.),
1670 (C=O str.), 3025 (aromatic C-H str.), 3370 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.21 (s, 3H, COCH3), 7.40-7.54 (m, 4H, Ar-H), 9.95 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 117.54, 121.70, 131.89, 136.30, 170.43.
MS: m/z214 (M+), 216 (M+2)
N-(4-fluorophenyl)acetamide (Entry 11, Table 2)
IR (υmax in cm-1, KBr): 1577 (aromatic C=C str.),
1779 (C=O str.), 3115 (aromatic C-H str.), 3389 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.03 (s, 3H, COCH3), 7.10-7.60 (m, 4H, Ar-H), 10.01 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.83, 115.68, 120.92, 135.86, 157.09, 159.46, 168.68.
MS: m/z153 (M+)
N-(4-nitrophenyl)acetamide (Entry 12, Table 2)
IR (υmax in cm-1, KBr): 1588 (aromatic C=C str.),
1765 (C=O str.), 3117 (aromatic C-H str.), 3469 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.12 (s, 3H, COCH3), 7.76-8.26 (m, 4H, Ar-H), 10.58 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 24.66, 119.03, 125.44, 142.47, 145.86, 169.90.
MS: m/z180 (M+)
N-(3-nitrophenyl)acetamide (Entry 13, Table 2)
IR (υmax in cm-1, KBr): 1580 (aromatic C=C str.),
1731 (C=O str.), 3074 (aromatic C-H str.), 3428 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.11 (s, 3H, COCH3), 7.63-8.23 (m, 4H, Ar-H), 10.55 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 116.54, 119.03, 126.44, 129.63, 139.83, 148.90, 170.43.
MS: m/z180 (M+)
N-(2-nitrophenyl)acetamide (Entry 14, Table 2)
IR (υmax in cm-1, KBr): 1608 (aromatic C=C str.),
1801 (C=O str.), 3238 (aromatic C-H str.), 3412 (N-H str).
1H NMR (400 MHz, DMSO): δ 2.11 (s, 3H, COCH3), 7.70-8.16 (m, 4H, Ar-H), 10.45 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 23.80, 123.32, 123.47, 127.29, 133.90, 136.37, 137.37, 170.70.
MS: m/z180 (M+)
1-Morpholinoethanone (Entry 15, Table 2)
IR (υmax in cm-1, KBr): 1111 (C-O str.),
1810 (C=O str.), 2889 (C-H str.).
1H NMR (400 MHz, DMSO): δ 2.02 (s, 3H, COCH3), 3.47 (dd, 4H, CH2), 3.67 (dd, 4H, CH2).
13CNMR(400 MHz, DMSO): δ 21.1, 45.5, 66.3, 169.2.
MS: m/z129 (M+)
1-(Piperidin-1-yl)ethanone (Entry 16, Table 2)
IR (υmax in cm-1, KBr): 1245 (C-N str.),
1812 (C=O str.), 2889 (C-H str.).
1H NMR (400 MHz, DMSO): δ 1.50 (m, 3H, CH2), 2.05 (s, 3H, COCH3), 3.34 (d, 4H, CH2).
13CNMR(400 MHz, DMSO): δ 21.3, 25.2, 25.6, 44.5, 172.6.
MS: m/z127 (M+)
N-butylacetamide (Entry 17, Table 2)
IR (υmax in cm-1, KBr): 1278 (C-N str.),
1818 (C=O str.), 2900 (C-H str.).
1H NMR (400 MHz, DMSO): δ 0.98 (t, 3H, CH3), 1.40 (m, 2H, CH2), 1.53 (m, 2H, CH2), 2.06 (s, 3H, COCH3), 3.20 (t, 2H, CH2), 10.67 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 14.0, 20.2, 21.4, 30.9, 39.7, 172.4.
MS: m/z115 (M+)
N-isopropylacetamide (Entry 18, Table 2)
IR (υmax in cm-1, KBr): 1298 (C-N str.),
1834 (C=O str.), 2955 (C-H str.).
1H NMR (400 MHz, DMSO): δ 1.28 (s, 6H, 2 x CH3), 2.09 (s, 3H, COCH3), 4.01 (m, 1H, CH), 10.01 (bs, 1H, NH).
13CNMR(400 MHz, DMSO): δ 21.8, 22.6, 43.7, 170.7.
MS: m/z101 (M+)
N,N-diethylacetamide (Entry 19, Table 2)
IR (υmax in cm-1, KBr): 1294 (C-N str.), 1855 (C=O str.),
2953 (C-H str.).
1H NMR (400 MHz, DMSO): δ 1,26 (t, 3H, CH3), 2.09 (s, 3H, COCH3), 3.30 (q, 2H, CH2), 3.66 (q, 2H, CH2).
13CNMR(400 MHz, DMSO): δ 13.17, 21.37, 40.35, 169.61.
MS: m/z115 (M+)
Phenylacetate (Entry 1, Table 3)
IR (υmax in cm-1, KBr): 1200 (CO str.),
1578 (aromatic C=C str.), 1679 (C=O str.), 3015 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.28 (s, 3H, COCH3), 7.04-7.24 (m, 5H, Ar-H).
13CNMR(400 MHz, DMSO): δ 120.96, 125.25, 129.89, 150.53, 169.71.
MS: m/z136 (M+)
4-nitrophenylacetate (Entry 2, Table 3)
IR (υmax in cm-1, KBr): 1210 (CO str.),
1588 (aromatic C=C str.), 1674 (C=O str.), 3017 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.29 (s, 3H, COCH3), 7.31-8.14 (m, 4H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.89, 123.66, 126.06, 147.03, 154.84, 169.74.
MS: m/z181 (M+)
Naphthalen-5-yl acetate(Entry 3, Table 3)
IR (υmax in cm-1, KBr): 1228 (CO str.),
1598 (aromatic C=C str.), 1679 (C=O str.), 3075 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.39 (s, 3H, COCH3), 6.27-7.89 (m, 7H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.99, 118.06, 121.25, 125.73, 126.15, 127.78, 129.44, 131.01, 133.08, 148.42, 169.90.
MS: m/z186 (M+)
Naphthalen-6-yl acetate(Entry 4, Table 3)
IR (υmax in cm-1, KBr): 1189 (CO str.),
1590 (aromatic C=C str.), 1712 (C=O str.), 3218 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.26 (s, 3H, COCH3), 6.88-7.61 (m, 7H, Ar-H).
13CNMR(400 MHz, DMSO): δ 21.89, 116.49, 123.26, 124.19, 126.28, 126.56, 126.58, 126.62, 127.39, 135.84, 146.63, 171.23.
MS: m/z186 (M+)
1,3-diacetoxybenzene (Entry 5, Table 3)
IR (υmax in cm-1, KBr): 1265 (CO str.),
1529 (aromatic C=C str.), 1712 (C=O str.), 3176 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.27 (s, 6H, COCH3), 6.82-7.22 (m, 7H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.89, 115.37, 119.23, 131.26, 151.55, 169.71.
MS: m/z194 (M+)
Benzylacetate(Entry 6, Table 3)
IR (υmax in cm-1, KBr): 1174 (CO str.),
1623 (aromatic C=C str.), 1730 (C=O str.), 3186 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.06 (s, 3H, COCH3), 5.32 (s, 2H, CH2), 7.22-7.29 (m, 5H, Ar-H)
13CNMR(400 MHz, DMSO): δ 20.67, 65.66, 128.16, 128.17, 128.32, 137.09, 171.23.
MS: m/z150 (M+)
4- Chlorobenzylacetate(Entry 7, Table 3)
IR (υmax in cm-1, KBr): 1287 (CO str.),
1612 (aromatic C=C str.), 1721 (C=O str.), 3180 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.03 (s, 3H, COCH3), 5.22 (s, 2H, CH2), 7.18-7.31 (m, 4H, Ar-H)
13CNMR(400 MHz, DMSO): δ 20.65, 65.65, 128.69, 129.27, 134.22, 135.25, 171.27.
MS: m/z184 (M+), 186 (M+2)
4- Methoxybenzylacetate(Entry 8, Table 3)
IR (υmax in cm-1, KBr): 1142 (CO str.),
1620 (aromatic C=C str.), 1759 (C=O str.), 3210 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.06 (s, 3H, COCH3), 3.81 (s, 3H, CH3), 5.30 (s, 2H, CH2), 6.90-7.21 (m, 4H, Ar-H)
13CNMR(400 MHz, DMSO): δ 20.65, 65.65, 128.69, 129.27, 134.22, 135.25, 171.27.
MS: m/z180 (M+)
4-Methylbenzylacetate(Entry 9, Table 3)
IR (υmax in cm-1, KBr): 1056 (CO str.),
1648 (aromatic C=C str.), 1717 (C=O str.), 3190 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.10 (s, 3H, COCH3), 3.89 (s, 3H, CH3), 5.35 (s, 2H, CH2), 6.83-7.26 (m, 4H, Ar-H)
13CNMR(400 MHz, DMSO): δ 18.89, 21.22, 64.83, 125.74, 128.11, 130.12, 133.76, 137.00, 171.25.
MS: m/z180 (M+)
4- Bromobenzylacetate(Entry 10, Table 3)
IR (υmax in cm-1, KBr): 1063 (CO str.),
1529 (aromatic C=C str.), 1756 (C=O str.), 3290 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.06 (s, 3H, COCH3), 5.32 (s, 2H, CH2), 7.13-7.47 (m, 4H, Ar-H)
13CNMR(400 MHz, DMSO): δ 21.65, 64.75, 122.69, 130.30, 131.98, 135.07, 171.27.
MS: m/z229 (M+), 231 (M+2)
4-Nitrobenzylacetate (Entry 11, Table 3)
IR (υmax in cm-1, KBr): 1262 (CO str.),
1599 (aromatic C=C str.), 1721 (C=O str.), 3111 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.17 (s, 3H, COCH3), 5.22 (s, 2H, CH2), 7.53-7.55 (d, 2H, Ar-H), 8.24-8.26 (d, 2H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.33, 64.78, 123.57, 128.39, 143.02, 147.34, 170.85.
MS: m/z195 (M+).
3-Nitrobenzylacetate (Entry 12, Table 3)
IR (υmax in cm-1, KBr): 1055 (CO str.),
1841 (aromatic C=C str.), 1755 (C=O str.), 3215 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.13 (s, 3H, COCH3), 5.20 (s, 2H, CH2), 7.54-8.20 (m, 4H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.65, 65.56, 124.19, 126.36, 128.36, 135.16, 141.65, 148.77, 171.27.
MS: m/z195 (M+)
2-Nitrobenzylacetate (Entry 13, Table 3)
IR (υmax in cm-1, KBr): 1266 (CO str.),
1698 (aromatic C=C str.), 1710 (C=O str.), 3194 (aromatic C-H str.).
1H NMR (400 MHz, DMSO): δ 2.11 (s, 3H, COCH3), 5.40 (s, 2H, CH2), 7.48-8.12 (m, 4H, Ar-H).
13CNMR(400 MHz, DMSO): δ 20.55, 63.56, 123.90, 128.64, 131.16, 133.68, 134.44, 147.65, 173.27.
MS: m/z195 (M+)
Isopropylacetate (Entry 14, Table 3)
IR (υmax in cm-1, KBr): 1200 (CO str.),1679 (C=O str.), 2901 (C-H str.).
1H NMR (400 MHz, DMSO): δ 1.38 (s, 6H, CH3), 2.16 (s, 3H, COCH3), 4.86 (m, 1H, CH).
13CNMR(400 MHz, DMSO): δ 20.32, 22.52, 69.10, 170.03.
MS: m/z102 (M+)
Pentylacetate (Entry 15, Table 3)
IR (υmax in cm-1, KBr): 1207 (CO str.),1677 (C=O str.),
2912 (C-H str.).
1H NMR (400 MHz, DMSO): δ 0.99 (t, 3H, CH3), 1.30-1.59 (m, 6H, CH2), 2.12 (s, 3H, COCH3), 4.06 (t, 2H, CH2).
13CNMR(400 MHz, DMSO): δ 14.8, 19.7, 22.7, 28.5, 29.1, 64.2, 171.3.
MS: m/z130 (M+)
Butylacetate (Entry 16, Table 3)
IR (υmax in cm-1, KBr): 1210 (CO str.),1670 (C=O str.),
2922 (C-H str.).
1H NMR (400 MHz, DMSO): δ 1.01 (t, 3H, CH3), 1.32-1.67 (m, 4H, CH2), 2.11 (s, 3H, COCH3), 4.16 (t, 2H, CH2).
13CNMR(400 MHz, DMSO): δ 14.1, 19.5, 19.9, 31.1, 64.6, 171.5.
MS: m/z116 (M+)
S-Benzyl ethanethioate(Entry 17, Table 3)
IR (υmax in cm-1, KBr): 654 (C-S str.),1588 (aromatic C=C str.),
3065 (aromatic C-H str.),
1H NMR (400 MHz, DMSO): δ 2.24 (s, 3H, COCH3), 4.24 (s, 2H, CH2), 7.17-7.23 (m, 5H, Ar-H).
13CNMR(400 MHz, DMSO): δ 29.5, 35.3, 127.6, 128.5, 128.9, 136.5, 191.6.
MS: m/z166 (M+)
2,4,5-Triphenyl-1H-imidazole (Entry 1, Table 5)
IR (υmax in cm-1, KBr): 1578 (aromatic C=C str.),
1100 (C-N str.), 3017 (aromatic C-H str.), 3378 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.40-8.17 (m, 15H, Ar-H), 11.78 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 125.20, 126.47, 127.36, 127.69, 128.02, 128.24, 128.39, 128.63, 130.78, 145.87, 205.
MS: m/z296 (M+)
2-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole (Entry 2, Table 5)
IR (υmax in cm-1, KBr): 1608 (aromatic C=C str.),
1189 (C-N str.), 3029 (aromatic C-H str.), 3366 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.34-7.62 (m, 14H, Ar-H), 11.59 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 127.43, 127.44, 127.93, 128.15, 128.51, 129.12, 129.14, 129.55, 130.85, 133.56, 134.50, 134.54, 137.58, 143.33, 145.76, 205.84.
MS: m/z330 (M+), 332 (M+2)
2-(2-chlorophenyl)-4,5-diphenyl-1H-imidazole (Entry 3, Table 5)
IR (υmax in cm-1, KBr): 1712 (aromatic C=C str.),
1213 (C-N str.), 3087 (aromatic C-H str.), 3388 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.37-8.08 (m, 14H, Ar-H), 11.62 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 126.70, 127.14, 128.42, 128.68, 129.47, 129.87, 129.95, 130.26, 131.23, 131.35, 131.47, 142.99, 143.43, 207.
MS: m/z330 (M+), 332 (M+2)
2-(4-bromophenyl)-4,5-diphenyl-1H-imidazole (Entry 4, Table 5)
IR (υmax in cm-1, KBr): 1565 (aromatic C=C str.),
1310 (C-N str.), 3121 (aromatic C-H str.), 3342 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.32-7.62 (m, 14H, Ar-H), 11.50 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 122.43, 127.43, 127.74, 129.15, 129.21, 129.30, 129.44, 129.55, 130.05, 132.56, 134.60, 135.54, 138.58, 144.33, 146.76, 206.89.
MS: m/z375 (M+), 377 (M+2)
4-(4,5-diphenyl-1H-imidazol-2-yl)phenol (Entry 5, Table 5)
IR (υmax in cm-1, KBr): 1632 (aromatic C=C str.),
1290 (C-N str.), 3167 (aromatic C-H str.), 3456 (N-H str.).
1H NMR (400 MHz, acetone): δ 3.99 (bs, 1H, OH), 6.92-7.92 (m, 14H, Ar-H), 10.50 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 116.23, 120.95, 126.96, 127.43, 127.74, 128.93, 129.12, 129.14, 130.83, 133.56, 133.58, 143.33, 145.76, 209.21.
MS: m/z312 (M+)
2-(4-nitrophenyl)-4,5-diphenyl-1H-imidazole (Entry 6, Table 5)
IR (υmax in cm-1, KBr): 1580 (aromatic C=C str.),
1099 (C-N str.), 3111 (aromatic C-H str.), 3478(N-H str.).
1H NMR (400 MHz, acetone): δ 7.34-8.31 (m, 14H, Ar-H), 11.23 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 125.43, 127.23, 127.43, 127.74, 127.93, 128.51, 129.12, 129.14, 130.85, 133.56, 134.90, 137.58, 143.33, 145.76, 204.02.
MS: m/z341 (M+).
2-(3-nitrophenyl)-4,5-diphenyl-1H-imidazole (Entry 7, Table 5)
IR (υmax in cm-1, KBr): 1642 (aromatic C=C str.),
1188 (C-N str.), 3212 (aromatic C-H str.), 3390 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.32-8.58 (m, 14H, Ar-H), 11.27 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 121.62, 124.60, 127.43, 127.74, 127.93, 128.74, 129.13, 129.14, 130.85, 132.16, 133.33, 133.56, 134.53, 137.58, 143.83, 145.78, 204.42.
MS: m/z341 (M+).
2-(2-nitrophenyl)-4,5-diphenyl-1H-imidazole (Entry 8, Table 5)
IR (υmax in cm-1, KBr): 1490 (aromatic C=C str.),
1300 (C-N str.), 3180 (aromatic C-H str.), 3364 (N-H str.).
1H NMR (400 MHz, acetone): δ 7.34-7.94 (m, 14H, Ar-H), 10.23 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 124.32, 127.43, 127.84, 127.95, 128.04, 128.51, 129.12, 129.34, 129.90, 130.85, 132.26, 133.56, 135.25, 137.68, 143.33, 146.78, 209.12.
MS: m/z341 (M+).
4,5-Diphenyl-2-p-tolyl-1H-imidazole (Entry 9, Table 5)
IR (υmax in cm-1, KBr): 1555 (aromatic C=C str.),
1001 (C-N str.), 3122 (aromatic C-H str.), 3499 (N-H str.).
1H NMR (400 MHz, acetone): δ 2.35 (s, 3H, CH3), 7.30-7.63 (m, 14H, Ar-H), 10.13 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 21.13, 126.88, 127.43, 127.74, 127.93, 128.53, 129.13, 129.18, 129.74, 130.85, 131.26, 133.56, 137.98, 139.71, 143.33, 209.85.
MS: m/z310 (M+).
2-(4-methoxyphenyl)-4,5-diphenyl-1H-imidazole (Entry 10, Table 5)
IR (υmax in cm-1, KBr): 1565 (aromatic C=C str.),
1112 (C-N str.), 3153 (aromatic C-H str.), 3321 (N-H str.).
1H NMR (400 MHz, acetone): δ 3.82 (s, 3H, OCH3), 7.02-7.62 (m, 14H, Ar-H), 11.13 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 56.04, 114.87, 125.53, 126.89, 127.43, 127.74, 127.97, 128.51, 129.12, 129.14, 210.85.
MS: m/z326 (M+).
2-(4,5-Diphenyl-1H-imidazol-2-yl)phenol (Entry 11, Table 5)
IR (υmax in cm-1, KBr): 1601 (aromatic C=C str.),
1212 (C-N str.), 3123 (aromatic C-H str.), 3432 (N-H str.).
1H NMR (400 MHz, acetone): δ 3.61 (s, 3H, OH), 6.94-7.62 (m, 14H, Ar-H), 11.22 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 111.37, 118.42, 121.07, 127.74, 128.51, 129.12, 129.14, 151.78, 206.78.
MS: m/z312 (M+).
2-(Furan-2-yl)-4,5-diphenyl-1H-imidazole (Entry 12, Table 5)
IR (υmax in cm-1, KBr): 1642 (aromatic C=C str.),
1023 (C-N str.), 3189 (aromatic C-H str.), 3388 (N-H str.).
1H NMR (400 MHz, acetone): δ 6.58-7.69 (m, 14H, Ar-H), 12.83 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 107.78, 112.09, 1217.67, 128.64, 139.08, 143.11, 146.09.
MS: m/z 286 (M+).
N,N-Dimethyl-4-(4,5-diphenyl-1H-imidazol-2-yl)benzenamine (Entry 13, Table 5)
IR (υmax in cm-1, KBr): 1432 (aromatic C=C str.),
1165 (C-N str.), 3123 (aromatic C-H str.), 3467 (N-H str.).
1H NMR (400 MHz, acetone): δ 2.93 (s, 6H, CH3), 6.78-7.62 (m, 14H, Ar-H), 11.18 (s, 1H, NH).
13CNMR (400 MHz, acetone): δ 14.91, 114.30, 118.76, 127.09, 127.74, 128.51, 129.12, 129.14, 202.02.
MS: m/z339 (M+).