Table 1.
Chromatographic, spectrophotometric, and mass spectrometric data for the coumarin derivatives 1–3 and their corresponding chlorinated products at pH 3 after 15 min of reaction with hypochlorite.
| Compound No. | Compound Name | tret (min) | λmax (nm) | m/z [M+H]+ | Composition (%) |
|---|---|---|---|---|---|
| 1 | 7-diethylamino-3-formylcoumarin | 7.9 | 443 | 246.05 | 29.1 |
| 1a′ | Monochloro-7-diethylamino-3-formylcoumarin * | 9.7 | 433 | 279.95 | 25.8 |
| 1a′′ | monochloro-7-diethylamino-3-formylcoumarin * | 11.1 | 440 | 279.05 | 2.5 |
| 1b | dichloro-7-diethylaminocoumarin * | 12.1 | 366 | 285.95 | 4.2 |
| 2 | 7-diethylaminocoumarin-3-carboxylic acid | 8.1 | 432 | 262.00 | 15.6 |
| 2a′ | monochloro-7-diethylaminocoumarin-3-carboxylic acid * | 9.9 | 411 | 295.95 | 33.5 |
| 2a′′ | monochloro-7-diethylaminocoumarin-3-carboxylic acid * | 10.9 | 396 | 295.95 | 0.5 |
| 1b | dichloro-7-diethylaminocoumarin * | 12.1 | 366 | 285.90 | 5.9 |
| 3a′ | monochloro-7-diethylamino-4-methylcoumarin * | 10.2 | 350 | 266.00 | 44.3 |
| 3 | 7-diethylamino-4-methylcoumarin | 10.5 | 375 | 232.05 | 27.2 |
| 3a′′ | monochloro-7-diethylamino-4-methylcoumarin * | 12.9 | 389 | 266.00 | 19.1 |
| 3b | dichloro-7-diethylamino-4-methylcoumarin * | 13.3 | 360 | 299.95 | 6.1 |
* Proposed product.