Skip to main content
. 2022 Jul 8;12(30):19579–19589. doi: 10.1039/d2ra03179e

The results of optimization of reaction conditions for compound 4j synthesisa.

Entry Solvent Temperature (°C) Time (h) Yieldb (%)
1 Ethanol Reflux 24 75
2 Water Reflux 24 50
3 Methanol Reflux 24 61
4 DMSO 100 24 52
5 DMF 100 24 52
6 Dioxane 100 24 28
7 THF Reflux 24 40
8 Acetonitrile Reflux 24 38
9 Ethyl acetate Reflux 24 30
10 Chloroform Reflux 24 0
11 Toluene 100 24 0
12 Solvent-free 100 24 0
13 Ethanol RT 24 0
14 Ethanol 40 24 0
15 Ethanol 60 24 34
16 Ethanol Reflux 24 75
17 Ethanol Reflux 10 75
18 Ethanol Reflux 2 75
19 Ethanol Reflux 1.5 60
20 Ethanol Reflux 1 41
a

Reaction conditions: 5-chloroisatin (1 mmol), 3-amino-4-bromo-1H-pyrazole (1 mmol), tert-butyl isocyanide (1 mmol), solvent (3 mL).

b

Isolated yield in the presence of CeCl3·7H2O catalyst (30 mol%).