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. 2019 Jun 20;9(34):19333–19346. doi: 10.1039/c9ra02910a

Optimizing the model reaction conditions for the synthesis of imidazole 4aa.

graphic file with name c9ra02910a-u1.jpg
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
a

Reaction conditions: benzil (1 mmol), benzaldehyde (1 mmol), ammonium acetate (2 mmol) and catalyst in solvent.

b

Isolated yield.