反应详情

温度

4 °C

(S)-2-Chloro-1-(2,3-dihydroxy-2-methylpropyl)-4-nitroimidazole prepared in Example 16 (4.05 g, 16.9 mmol) was dissolved in pyridine (8 ml), and this solution was cooled to 4° C. Methanesulfonyl chloride (1.6 ml, 20.28 mmol) was added dropwise to the solution below 15° C. followed by stirring at the same temperature for 1 hour. 6N hydrochloric acid (33 ml) was added to the mixture below 30° C. The reaction mixture was extracted with methylene chloride (20 ml) three times. The organic phases were combined, washed with water (20 ml) and a saturated saline solution (20 ml), dried over sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure. Toluene (10 ml) was added to the residue, and the resulting precipitates were filtered off to afford (S)-2-chloro-1-(2-hydroxy-2-methyl-3-methanesulfonyloxypropyl)-4-nitroimidazole (3.04 g, yield 57%) as a white powder.

1. extractionThe reaction mixture was extracted with methylene chloride (20 ml) three times
2. washwashed with water (20 ml)
3. dry with materiala saturated saline solution (20 ml), dried over sodium sulfate
4. filtrationfiltered
5. concentrationThe filtrate was concentrated under reduced pressure
6. additionToluene (10 ml) was added to the residue
7. customthe resulting precipitates
8. filtrationwere filtered off