反应详情

温度

85 °C

After hydrogenation of 4-(3-methylamino-4-nitrophenoxy)aniline (Intermediate 8G-519.2 mg, 2.0 mmol) with 5% Pd—C in MeOH (20 mL), 1,3-bis(methoxycarbonyl)-2-methyl-2-thiopseudourea (1.03 g, 5.0 mmol) and AcOH (2.0 mL) was added then stirred at 85° C. for 5.5 hrs. After cooling, the mixture was added 2N HClaq. (25 mL) then stirred at 65° C. for 2 hrs. The mixture was passed through celite pad to remove catalyst and the solvent was removed by evaporation. The residue was extracted with ethyl acetate. The organic layer was washed with NH4OH(aq). and brine, dried over Na2SO4 then evaporated. Sequence purification on SiO2 column chromatography gave the title compound (529.1 mg, 85%): MS m/e 313 (M+1).

1. temperatureAfter cooling
2. additionthe mixture was added 2N HClaq
3. stirring(25 mL) then stirred at 65° C. for 2 hrs
4. customto remove catalyst
5. customthe solvent was removed by evaporation
6. extractionThe residue was extracted with ethyl acetate
7. washThe organic layer was washed with NH4OH(aq)
8. dry with materialand brine, dried over Na2SO4
9. customthen evaporated
10. customSequence purification on SiO2 column chromatography