| | Comp. | IR cm−1 |
1H-NMR δ ppm | MS |
| | 2a | 3304–3245 (NH2), 3078 (NH), 1730 (lactone C=O) and 1682 cm−1 (amidic CO). | 7.01–7.48 (m, 3H, ArH), 9.36 (s, 1H, CH-4), 11.14 (s, 1H, NH) and 12.01 (s, 2H, NH2). | M+: 204 (100%) |
| | 2b | 3311–3239 (NH2), 3046 (NH), 1721 (lactone C=O) and 1680 cm−1 (amidic CO) | 7.12–7.54 (m, 3H, ArH), 9.41 (s, 1H, CH-4), 11.21 (s, 1H, NH) and 12.11 (s, 2H, NH2). | M+1: 284 (32.67%), M+: 283 (61.06%) |
| | 3b | 3400–3312 (NH2), 1640 (C=N) | 2.01 (s, 3H, CH3), 2.72 (s, 3H, CH3), 6.88 (s, 2H, NH2, D2O-exchangeable, 7.22–7.82 (m, 5H, ArH). | M+: 229 (100%), 97 (55.98%). |
| | 3c | 3400–3312 (NH2), 1640 (C=N) | 2.78 (s, 3H, CH3), 6.10 (s, 2H, NH2, D2O-exchangeable, 7.35–7.68 (m, 8H, ArH). | M+: 267 (46.11%), 133 (100%). |
| | 4b | 1760 (C=O), 1630 (C=N), 1560 (N=N).
| 0.91 (s, 3H, CH3), 1.21 (t, 3H, OCH2CH3), 2.60 (s, 3H, CH3), 2.88 (s, 3H, CH3), 3.0 (s, 1H, CH), 4.20–4.22 (q, 2H, OCH2CH3), 6.70–7.60 (m, 5H, ArH). | M+: 372 (88.34%), 328 (22.56%), 254 (43.87%), 156 (52%). |
| | 4c | 1755 (C=O), 1622 (C=N), 1560 (N=N). | 1.27 (t, 3H, OCH2CH3), 2.57 (s, 3H, CH3), 2.80 (s, 3H, CH3), 3.22 (s, 1H, CH), 4.27–4.29 (q, 2H, OCH2CH3), 6.66–7.98 (m, 8H, ArH). | M+: 408 (22.11%), 364 (56.54%), 290 (78.23%), 156 (23.11%). |
| | 5a | 3202 (NH), 1710 (lactone CO), 1677 (CO), 1586 (C=N). | 2.03 (s, 3H, CH3), 2.92 (s, 3H, CH3), 4.58 (s, 1H, CH), 7.31–7.52 (m, 10H, ArH), 9.72 (s, 1H, CH-4), 11.40 (s, 1H, NH, disappeared after D2O exchange) | M+: 498 (23.11%), 267 (52.34%), 229 (26.87%), 121 (7.08%), 92 (17.58%), 84 (39.76%). |
| | 5b | 3106 (NH), 1719 (lactone CO), 1680 (CO), 1582 (C=N). | 1.44 (s, 3H, CH3), 2.03 (s, 3H, CH3), 2.88 (s, 3H, CH3), 4.61 (s, 1H, CH), 7.31–7.52 (m, 9H, ArH), 9.66 (s, 1H, CH-4), 11.07 (s, 1H, NH, disappeared after D2O exchange) | M+: 512 (42.26%), 267 (65%), 242 (36.98%), 121 (19.78%), 97 (14.44%), 92 (22.32%) |
| | 5c | 3135 (NH), 1713 (lactone CO), 1654 (CO), 1567 (C=N). | 2.45 (s, 3H, CH3), 2.99 (s, 3H, CH3), 4.28 (s, 1H, CH), 6.78–8.89 (m, 12H, ArH), 9.21 (s, 1H, CH-4), 11.11 (s, 1H, NH, disappeared after D2O exchange) | M+: 548 (100%), 279 (15.47%), 267 (25.96%), 133 (44.11%), 121 (45.34%), 92 (13.67%). |
| | 5d | 3065 (NH), 1722 (lactone CO), 1682 (CO), 1560 (C=N). | 2.19 (s, 3H, CH3), 2.86 (s, 3H, CH3), 4.65 (s, 1H, CH), 7.11–7.95 (m, 9H, ArH), 9.70 (s, 1H, CH-4), 11.32 (s, 1H, NH, disappeared after D2O exchange) | M+1: 578 (22.52%), M+: 577 (78.93%), 344 (32.33%), 229 (21.45%), 84 (76.23%). |
| | 5e | 3116 (NH), 1709 (lactone CO), 1673 (CO), 1551 (C=N). | 1.31 (s, 1H, CH3), 2.73 (s, 3H, CH3), 2.99 (s, 3H, CH3), 4.95 (s, 1H, CH), 7.11–7.54 (m, 8H, ArH), 9.72 (s, 1H, CH-4), 11.98 (s, 1H, NH, disappeared after D2O exchange) | M+1: 520 (98%), M+: 519 (38%), 344 (16.95%), 242 (68.23%), 121 (19%), 97 (23.31%). |
| | 5f | 3109 (NH), 1725 (lactone CO), 1686 (CO), 1509 (C=N). | 2.19 (s, 3H, CH3), 2.86 (s, 3H, CH3), 4.65 (s, 1H, CH), 6.91–8.12 (m, 11H, ArH), 9.04 (s, 1H, CH-4), 10.56 (s, 1H, NH, disappeared after D2O exchange) | M+1: 628 (15.12%), M+: 627 (34%), 344 (71.71%), 279 (51.11%), 133 (55.04%). |
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