Table 2.
Optimization of reaction parameters for the synthesis of Benzo[a]pyrano[2,3-c]phenazine derivativesa.
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|---|---|---|---|---|---|
| Entry | Solvent | Catalyst (g) | Temp. (°C) | Time (min) | Yieldb (%) |
| 1 | CHCl3 | 0.015 | Reflux | 200 | 80 |
| 2 | CH3CN | 0.015 | Reflux | 50 | 90 |
| 3 | H2O | 0.015 | Reflux | 120 | 78 |
| 4 | EtOH | 0.015 | Reflux | 40 | 94 |
| 5 | EtOH/H2Oc | 0.015 | 90 | 30 | 96 |
| 6 | EtOH/H2O | – | 90 | 30 | – |
| 7 | EtOH/H2O | 0.005 | 90 | 30 | 32 |
| 8 | EtOH/H2O | 0.01 | 90 | 30 | 71 |
| 9 | EtOH/H2O | 0.02 | 90 | 30 | 96 |
| 10 | EtOH/H2O | 0.015 | r.t | 30 | 15 |
| 11 | EtOH/H2O | 0.015 | 50 | 30 | 45 |
| 12 | EtOH/H2O | 0.015 | 80 | 30 | 88 |
a Reaction conditions: Thiobarbituric acid (1 mmol), o-phenylenediamine (1 mmol), 4-nitrobenzaldehyde (1 mmol), 2-hydroxy-1,4-naphthoquinone (1 mmol), solvent (3 mL), under thermal condition.
b Product yield obtained after purification.
c volume ratio: (1:1).
