Malononitrile → 2-(2,5-Dichloro-benzylidene)-malononitrile

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Reaction Steps

To a solution of 2,5-dichlorbenzaldehyde (4.0 g, 0.0228 mole) in ethanol (6 ml) was added malononitrile (1.52 g, 0.0228 mole), followed by 100 μl, of 10% KOH/H2O. The mixture was stirred at room temperature for 2 hrs and then filtered to give 2-(2,5-Dichloro-benzylidene)-malononitrile (8a, 4.82 g) in 95% yield. 1H-NMR (400 MHz, d6-DMSO): δ ppm 8.66 (s, 1H), 8.07 (d, J=2.0 Hz, 1H), 7.74 (s, 1H), 7.74 (s, 1H). MS [m+H] calc'd for C10H4Cl2N2, 223.0, 224.8; found 223.0, 224.8.

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