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. 2018 Jul 30;8(48):27131–27143. doi: 10.1039/c8ra05690k

Synthesis of ethyl 1,6-diamino-4-aryl-3-cyano-2-oxo-1,2-dihydropyridine-5-carboxylate 5a–ea.

graphic file with name c8ra05690k-u26.jpg
Entry Aromatic aldehyde Product Time (h) Yield (%) M.p. (°C)
1 graphic file with name c8ra05690k-u27.jpg graphic file with name c8ra05690k-u28.jpg 20 87 245–247
2 graphic file with name c8ra05690k-u29.jpg graphic file with name c8ra05690k-u30.jpg 20 85 280–282
3 graphic file with name c8ra05690k-u31.jpg graphic file with name c8ra05690k-u32.jpg 22 80 322–324
4 graphic file with name c8ra05690k-u33.jpg graphic file with name c8ra05690k-u34.jpg 24 75 218–220
5 graphic file with name c8ra05690k-u35.jpg graphic file with name c8ra05690k-u36.jpg 24 75 237–239
a

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).