Study of the influence of 1°,2°-alcohols on the formation of imines from 6-chloro-3-formylchromone (1) and 2-aminobenzothiazole (2) in THF (20 mL) at RT (10 h) and reflux (2 h).
| Entry | Alcohol | Eq. | Product | Yield (%) |
|---|---|---|---|---|
| 1 | 1-BuOH | 1 | 4f | 96 |
| 2 | 1-BuOH | 10 | 4f | 95 |
| 3 | 2-BuOH | 1 | 4f | 96 |
| 4 | Cyclohexanol | 1 | 4f | 95 |
| 5 | —a | — | 4f | 96 |
| 6 | MeOHb | 1 | 4g | 95 |
| 7 | —a,b | — | 4g | 96 |
| 8 | —a,b,c | — | 4e | 95 |
No alcohol was used.
2-Aminobenzothiazole.
6-Hydroxy-3-formylchromone.