反应详情

温度

110 °C

A mixture of 2-acetylamino-5-chloro-4-hydroxymethylthiazole (1 g), 4-mercaptopyridine (0.6 g) and potassium carbonate (1 g) in N,N-dimethylformamide (20 ml) was heated at 110° C. for 8 hours with stirring. The reaction mixture was poured into ice water and filtered by suction. The filtrate was extracted with a mixture of ethyl acetate and tetrahydrofuran (1:1) and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 75 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-acetylamino-4-hydroxymethyl-5-(4-pyridylthio)thiazole (0.90 g, yield: 64.3%). mp: 220°-222° C. (dec.)

1. filtrationfiltered by suction
2. extractionThe filtrate was extracted with a mixture of ethyl acetate and tetrahydrofuran (1:1)
3. dry with materialdried over magnesium sulfate
4. concentrationThe solvent was concentrated under reduced pressure
5. customto give solid
6. washeluted with a mixture of chloroform and methanol (10:1)
7. additionThe fractions containing the objective compound
8. concentrationconcentrated under reduced pressure