Optimizing the model reaction conditions for the synthesis of imidazole 4aa.
Entry | Catalyst (g) | Solvent | Temperature (°C) | Time (min) | Yieldb (%) |
---|---|---|---|---|---|
1 | 0.005 | EtOH | 80 | 90 | 70 |
2 | 0.010 | EtOH | 80 | 60 | 82 |
3 | 0.020 | EtOH | 80 | 45 | 98 |
4 | 0.030 | EtOH | 80 | 45 | 95 |
5 | 0.040 | EtOH | 80 | 45 | 93 |
6 | 0.020 | MeOH | 65 | 60 | 90 |
7 | 0.020 | DMSO | 120 | 60 | 85 |
8 | 0.020 | CH3CN | 80 | 60 | 55 |
9 | 0.020 | H2O | 100 | 90 | 20 |
10 | 0.020 | EtOH : H2O (1 : 1) | 100 | 90 | 35 |
11 | 0.020 | CH2Cl2 | 40 | 90 | 58 |
12 | 0.020 | EtOH | 50 | 90 | 60 |
13 | 0.020 | EtOH | 60 | 60 | 75 |
14 | 0.020 | EtOH | 70 | 45 | 92 |
15 | Zeolite-NaY (0.02) | EtOH | 80 | 120 | 15 |
16 | SO3H@zeolite-Y (0.02) | EtOH | 80 | 55 | 90 |
17 | — | EtOH | 80 | 240 | 50 |
Reaction conditions: benzil (1 mmol), benzaldehyde (1 mmol), ammonium acetate (2 mmol) and catalyst in solvent.
Isolated yield.