Table 1.
The influence of the solvent on the condensation reaction of o-phenylenediamine (1 mmol) and 1,2-dibenzylketone (1 mmol) catalyzed by SBSSA (3.4 mol%, 0.1 g).
| Entry | Solvent | The amount of catalyst (g) | Time (min) | Yield (%)a |
|---|---|---|---|---|
| 1 | H2O | 0.1 | 240 | 40 |
| 2 | EtOH | 0.1 | 12 | 97 |
| 3 | CHCl3 | 0.1 | 60 | 63 |
| 4 | CH2Cl2 | 0.1 | 60 | 59 |
| 5 | EtOH/ H2O [30/ 70 (v/v)] | 0.1 | 40 | 88 |
| 6 | EtOH/ H2O [50/ 50 (v/v)] | 0.1 | 30 | 90 |
| 7 | EtOH/ H2O [70/ 30 (v/v)] | 0.1 | 5 | 96 |
| 8 | EtOH/ H2O [70/ 30 (v/v)] | 0.03 | 25 | 75 |
| 9 | EtOH/ H2O [70/ 30 (v/v)] | 0.05 | 20 | 90 |
| 10 | EtOH/ H2O [70/ 30 (v/v)] | 0.15 | 5 | 96 |
aIsolated yield.