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).