反应详情

To sodium hydride, 0.91 g, (22.3 mmol) (washed with hexane) is added, under nitrogen, 8 ml of tetrahydrofuran. The suspension is then cooled in an ice bath. Thiophenol (2.32 g, 21.1 mmol) in 8 ml of tetrahydrofuran is added dropwise over 30 minutes, after which 4 ml of hexamethylphosphorictriamide is added. The solution is added dropwise over 15 hr to 5 g (21.1 mmol) 2,6-dibromopyridine in 8 ml tetrahydrofuran and 2 ml hexamethylphosphorictriamide at 24°. The reaction mixture is stirred overnight under nitrogen. After addition of 2 ml hexamethylphosphorictriamide, the solution is refluxed for 3 days, then diluted with water and extracted with ether, washed with 5% sodium hydroxide (2×), water (3×) and brine, dried over magnesium sulfate and concentrated. The residue is finally washed with 100 ml cold (ice bath) hexane to give 2-bromo-6-phenylthiopyridine, m.p. 47°.

1. washTo sodium hydride, 0.91 g, (22.3 mmol) (washed with hexane)
2. additionis added, under nitrogen
3. temperatureThe suspension is then cooled in an ice bath
4. temperaturethe solution is refluxed for 3 days
5. extractionextracted with ether
6. washwashed with 5% sodium hydroxide (2×), water (3×) and brine
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated
9. washThe residue is finally washed with 100 ml cold (ice bath) hexane