Iodine → HCID 66596209, compound

Participants

Reaction Steps

To a solution of 1H-indole-5-carbonitrile (1 g, 7.048 mmol) in DMF (10 mL) was added KOH pellets (1.15 g, 21.14 mmol), followed by I2 (3.57 g, 14.08 mmol) portionwise. The reaction was stirred for 1 h at RT. 10% aq sodium bisulphite solution (10 mL) was added to the mixture and an off-white solid precipitate was formed. The suspension was filtered and the solid was washed with H2O (10 mL) and dried under vacuum to give 3-iodo-1H-indole-5-carbonitrile (1.7 g, 94.5%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.18 (brs, 1H), 7.78 (s, 1H), 7.75 (d, J=1.2 Hz, 1H), 7.59 (dd, J=8.4, 0.4 Hz, 1H), 7.52 (dd, J=8.4, 1.6 Hz, 1H).

Provenance & Evidence