Study of the influence of different solvents (20 mL) on the reactions between 6-chloro-3-formylchromone (1 mmol), 2-amino-6-methoxybenzothiazole (1 mmol) and alcohols (2 mmol).
| Entry | Alcohol | Solvent | Time | Product | Yield (%) |
|---|---|---|---|---|---|
| 1 | n-Butanol | DCM | 12 h | —a | — |
| 2 | n-Butanol | THF | 4 h | 4f | 94 |
| 3 | n-Butanol | DMF | 12 h | —b | — |
| 4 | n-Butanol | CH3CN | 12 h | —b | — |
| 6 | 1-Octanol | DCMb | 10 h | 3bic | 10 |
| 7 | 1-Octanol | DMF | 12 h | —b | — |
| 8 | 1-Octanol | DMSO | 12 h | —b | — |
| 9 | 1-Octanol | Xylene | 12 h | —b | — |
Difficult to purify.
Decomposed.
Purified by column chromatography.