4-Fluorobenzaldehyde → HCID 178509510, compound

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Reaction Steps

Sodium metabisulfite (1.66 g, 8.73 mmol) in 10 ml of water was added to 4-fluoro-benzaldehyde (1.86 g, 15 mmol) in 50 ml of ethanol under argon. The mixture was stored at 0-5° C. overnight and the solid filtered, washed with ethanol and dried. The solid and 3,4-diamino-benzonitrile (2.0 g, 15 mmol) were heated in 7 ml of DMF at 130° C. for 4 hours. After cooling, the mixture was poured into water, the solid filtered and purified by preparative HPLC (RP18, acetonitrile/water 0.1% TFA) to yield 2.49 g (70%) of the desired product. MS (mass spectrum): m/e=238.02 (M+H+).

Provenance & Evidence