[N:1]1[C:6](C=O)=[CH:5][CH:4]=[CH:3][C:2]=1C=O.[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(O)=O>C(O)C>[C:12]1([N:11]=[C:6]2[CH2:5][CH:4]=[CH:3][C:2](=[N:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:1]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=12,6-pyridine dicarboxaldehyde (0.3071 g, 2.3 mmol) was added to a solution of aniline (0.5292 g, 5.7 mmol) in absolute ethanol (20 mL) at room temperature. 0.5 mL of formic acid was then added to the above solution. The mixture was stirred at room temperature for 65 hours. The product was filtered, washed with cold ethanol and dried in a vacuum oven (50° C.) overnight. Yield 0.2245 g (34.2%).
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