N-Iodosuccinimide → Tert-butyl(3-cyano-5-iodo-2-thienyl)carbamate

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Reaction Steps

N-Iodosuccinimide (9.28 g, 41.2 mmol, 1.0 eq) was added to a stirred mixture of tert-butyl (3-cyano-2-thienyl)carbamate (9.25 g, 4.1.2 mmol, 1.0 eq) in dichloromethane (82 ml, 0.5 M) and the mixture was stirred at room temperature for 2 h. The mixture was diluted with dichloromethane and washed with 1N sodium hydroxide (300 mL), sodium thiosulfate (2×300 mL), water (2×300 mL), and brine. The organic layers was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to afford the title compound as a solid.

Provenance & Evidence