反应详情

A mixture of 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxaldehyde (0.500 g, 1.41 mmol), 2-aminoethanethiol (0.13 g, 1.69 mmol), ethanol and tetrahydrofuran is stirred overnight at room temperature. The mixture is concentrated in vacuo and the residue taken up in methylene chloride. The resultant mixture is treated with triethylamine (0.340 ml, 2.41 mmol), then acetyl chloride (0.120 ml, 1.69 mmol), stirred 90 minutes and poured into water. The resultant mixture is diluted with methylene chloide. The organic layer is washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to a white solid, which is chromatographed on silica gel with methanol-methylene chloride to afford the title compound as a white solid (0.600 g, 93.3%, mp 135-140° C.) which is identified by NMR spectral analysis.

1. concentrationThe mixture is concentrated in vacuo
2. washThe organic layer is washed with brine
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated in vacuo to a white solid, which
5. customis chromatographed on silica gel with methanol-methylene chloride