反应详情

Distilled water (3.0 mL) and 10% NaOH (1.5 mL) were added to compound 126 (328 mg, 0.94 mmol) and the mixture was heated under reflux for 2 h. The pH of the solution was then adjusted to 4.0 by addition of 1.0 M HCl and the mixture was extracted with ethyl acetate (3×50 mL). The combined organic extracts were washed with water (20 mL) and concentrated to give a crude product which was purified by chromatography on silica gel eluted with CH2Cl2:methanol 4:1 to afford 182 mg (0.64 mmol, 68%) of the product as a solid, mp 89-90° C.; 1H NMR (300 MHz, DMSO-d6) δ 4.54 (s, 2H), 5.91 (br, 1H), 6.55 (d, 2H, J=8.7 Hz), 7.39 (d, 2H, J=9.0 Hz); 13C NMR (75 MHz, DMSO-d6) δ 59.1, 113.2, 128.0, 128.4, 153.2, 161.0, 167.5; MS (LCQ, ESI+) Calcd for C9H11N4O3S2 287.0, found 287.0 (M+H)+; HRMS (ESI+, m/z) Calcd for C9H11N4O3S2 287.0273, found 287.0269 (M+H)+.

1. distillationDistilled water (3.0 mL) and 10% NaOH (1.5 mL)
2. temperaturethe mixture was heated
3. temperatureunder reflux for 2 h
4. extractionthe mixture was extracted with ethyl acetate (3×50 mL)
5. washThe combined organic extracts were washed with water (20 mL)
6. concentrationconcentrated
7. customto give a crude product which
8. customwas purified by chromatography on silica gel
9. washeluted with CH2Cl2:methanol 4:1