Synthesis of ethyl 1,6-diamino-4-aryl-3-cyano-2-oxo-1,2-dihydropyridine-5-carboxylate 5a–ea.
| |||||
|---|---|---|---|---|---|
| Entry | Aromatic aldehyde | Product | Time (h) | Yield (%) | M.p. (°C) |
| 1 |
|
|
20 | 87 | 245–247 |
| 2 |
|
|
20 | 85 | 280–282 |
| 3 |
|
|
22 | 80 | 322–324 |
| 4 |
|
|
24 | 75 | 218–220 |
| 5 |
|
|
24 | 75 | 237–239 |
All reactions were carried out with cyanoacetohydrazide 1 (1 mmol), ethyl cyanoacetate 2b (1 mmol), aromatic aldehydes 3 (1 mmol) and piperidine (0.02 mmol) in water/EtOH (5 : 5 mL).