[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])=[CH:2]1.[C:16](#N)CC#N.[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=CC=2)[C:23](C=O)=[CH:22]1.[CH3:32][CH2:33][OH:34]>N1CCCCC1>[NH2:13][C:12]1[O:34][C:33]2[C:26]([CH:10]([C:3]3[C:4]4[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=4)[NH:1][CH:2]=3)[C:11]=1[C:14]#[N:15])=[CH:25][CH:24]=[C:29]1[N:21]([CH3:16])[CH:22]=[CH:23][C:32]=212-(Indol-3-ylmethylene)-malononitrile: A yellow suspension of malononitrile (0.114 g, 1.72 mmol), anhydrous EtOH (1.72 mL), indole-3-carboxaldehyde (0.250 g, 1.72 mmol), and piperidine (6.8 μL, 0.069 mmol) was heated to form a yellow solution. Within 5 min, a yellow precipitate was formed and the reaction mixture was cooled to room temperature over 15 min. The yellow precipitate was filtered and collected, yielding 0.250 g (75%) of the title compound as a yellow solid.
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