N-Iodosuccinimide → HCID 58018008, compound

Participants

Reaction Steps

4.07 g (16.4 mmol) of 2-bromo-4-hexylthiazole was dissolved in 8 mL of acetonitrile, and 32 mL of acetonitrile solution of 4.41 g (19.7 mmol) of N-iodosuccinimide was added under an argon gas atmosphere, and refluxed for 18 hours. Next, the resultant reaction mixed liquid was washed with a Na2S203 aqueous solution, and the aqueous layer was extracted with chloroform and added to the organic layer. The organic layer was concentrated, and subjected to silica gel column chromatography (development solvent:chloroform/hexane=1/1 (volumetric ratio)) to take out red transparent liquid. Since a peak of a molecular weight of 373 containing one bromine atom was observed in the mass spectrum, it could be confirmed that the above-described red transparent liquid was the intended 2-bromo-4-hexyl-5-iodothiazole. The amount obtained was 4.80 g, and the yield was 78.3%.

Provenance & Evidence