N-Iodosuccinimide → HCID 58018008, compound

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%.

1. temperaturerefluxed for 18 hours
2. customNext, the resultant reaction
3. additionmixed liquid
4. washwas washed with a Na2S203 aqueous solution
5. extractionthe aqueous layer was extracted with chloroform
6. additionadded to the organic layer
7. concentrationThe organic layer was concentrated
8. additionSince a peak of a molecular weight of 373 containing one bromine atom
9. customThe amount obtained

ORD record

ord-28a00429c9734e319dafc7133c190ea7

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08940856B2