反应详情

To a solution of the chloromethylthioacetate in MeCN (100 mL) was added 2-nitroimidazole (3 g), NaI (1 g) and diisopropylethyl amine (DIEA) and refluxed. A precipitate formed after 3 h. Additional DIEA (3 mL) was added to the reaction mixture and refluxed for 4 h. Volatiles were removed, EtOAc (300 mL) added to the residue, and the ensuing mixture filtered. The filtrate was washed with water, 1M aqueous citric acid, brine, and concentrated to yield a residue. The residue was separated by column chromatography using 0-90% EtOAc/Hexane as eluent to yield 1-thioacetylmethyl-2-nitroimidazole (vi, 3.15 g) that was chlorinated as described above in Example 1A to yield compound vii.

1. temperaturerefluxed
2. customA precipitate formed after 3 h
3. temperaturerefluxed for 4 h
4. customVolatiles were removed
5. additionEtOAc (300 mL) added to the residue
6. filtrationthe ensuing mixture filtered
7. washThe filtrate was washed with water, 1M aqueous citric acid, brine
8. concentrationconcentrated
9. customto yield a residue
10. customThe residue was separated by column chromatography