Comparison of the current method with other reported strategies for synthesizing 2-amino-4-(4-chlorophenyl)-3-cyano-pyrano[3,2-c] chromene-5(4H)-one.
Entry | Catalyst | Catalyst loading | Solvent | Temp (°C) | Time (min) | Yield (%) | Ref. |
---|---|---|---|---|---|---|---|
1 | SDS | 20 mol% | H2O | 60 | 150 | 88 | 17 |
2 | CuO nanoparticles | 15 mol% | H2O | 100 | 6 | 93 | 31 |
3 | MNP@AVOPc | 20 mg | — | 25 | 15 | 94 | 27 |
4 | Urea | 10 mol% | H2O/EtOH | 25 | 420 | 93 | 59 |
5 | POPINO | 5 mol% | H2O | Reflux | 10 | 96 | 30 |
6 | MNPs@Cu | 10 mg | — | 90 | 8 | 95 | This work |
7 | DAHP | 10 mol% | H2O/EtOH | 25 | 240 | 85 | 26 |
8 | [Sipim]HSO4 | 0.08 mmol | — | 100 | 30 | 90 | 28 |
9 | Nano Al2O3 | 25 mol% | EtOH | 25 | 300 | 89 | 29 |
10 | TBBDA | 0.18 mmol | H2O/EtOH | Reflux | 170 | 91 | 32 |
11 | DBU | 10 mol% | H2O | 100 | 5 | 94 | 60 |
12 | t-ZrO2 NPs | 10 mol% | H2O | 80 | 38 | 89 | 61 |
13 | ZnO NPs | 10 mol% | EtOH | Reflux | 10 | 80 | 62 a |
14 | Sodium alginate | 10 mol% | EtOH | Reflux | 50 | 93 | 63 a |
15 | KF/Al2O3 | 250 mg | DMF | 25 | 60–180 | 81 | 64 a |
Reaction conditions: dimedone (1 mmol), 4-chlorobenzaldehyde (1 mmol), malononitrile (1 mmol).