N-Iodosuccinimide → HCID 58017974, Verbindung
Reaktionsgleichung
[Cl:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[N:6]=1.[I:13]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[S:3][C:4]([I:13])=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[N:6]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
5.30 g (26.0 mmol) of 2-chloro-4-hexylthiazole and 7.02 g (31.2 mmol) of N-iodosuccinimide were dissolved in 40 mL of acetonitrile, and stirred for 2 hours at 50° C. under argon gas purge. 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 330 containing one chlorine atom was observed in the mass spectrum (apparatus: HP-6890GC/HP-5973MSD, column: SGE BPX-5 (30 m×0.25 mm I.D.×025 μm), column temperature: 50° C. (5 minutes)→10° C./min.→350° C. (held for 5 minutes), injection port temperature: 280° C., carrier gas: He, 1.0 ml/min.), it could be confirmed that the above-described red transparent liquid was the intended 2-chloro-4-hexyl-5-iodothiazole. The amount obtained was 7.50 g, and the yield was 87.6%.