反应详情

温度

40 °C

2-[(5-Chloro-1,3-benzothiazol-2-yl)methoxy]isonicotinonitrile (40 mg, 0.13 mmol) was dissolved in conc. H2SO4 (0.36 ml) and the solution was heated at 40° C., under vigorous stirring. Water (50 mg) was added dropwise and the mixture was stirred at 40° C. for 3 h. After cooling at −5° C., crushed ice (25 ml) was added quickly, with vigorous stirring, and the mixture was stirred at r.t. for two more hours. Ammonia solution was added (pH 10) and the precipitant solid was filtered, rinsed with H2O and dried. The brown solid was purified by preparative TLC, eluted with EtOAc, to give 20 mg (47% yield), mp 220-222° C., HPLC-MS (method 1): m/z 320 [M+H]+, Rt=3.76 min.

1. temperatureAfter cooling at −5° C.
2. additionwas added quickly, with vigorous stirring
3. stirringthe mixture was stirred at r.t. for two more hours
4. filtrationthe precipitant solid was filtered
5. washrinsed with H2O
6. customdried
7. customThe brown solid was purified by preparative TLC
8. washeluted with EtOAc
9. customto give 20 mg (47% yield), mp 220-222° C., HPLC-MS (method 1)