反应详情

To a solution of 4-benzothiazol-2-yl-5-(4-nitrophenyl)-2H-pyrazol-3-ylamine (218 mg, 0.65 mmol) in DMF (4 mL) and 95% ethanol (4 mL) at room temperature was added under rapid stirring a suspension of zinc powder (200 mg) in aqueous ammonium chloride (0.15 g in 2 mL of water). The resulting mixture was then stirred for 2 hrs. The residual zinc was removed by filtration and the mother liquor was poured into water (100 mL). A yellow solid was removed by filtration. The aqueous phase was extract with ethyl acetate (2×75 mL). The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered and evaporated. The resulting crude material was purified by preparative TLC eluting with 10:1 CH2Cl2:MeOH=10:1 to yield 7 mg (4%) of the title compound as cream coloured solid. MS (m/z, ES+): 324.1 (M+1, 100%).

1. stirringThe resulting mixture was then stirred for 2 hrs
2. customThe residual zinc was removed by filtration
3. additionthe mother liquor was poured into water (100 mL)
4. customA yellow solid was removed by filtration
5. extractionThe aqueous phase was extract with ethyl acetate (2×75 mL)
6. washThe combined extracts were washed with water, brine
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. customevaporated
10. customThe resulting crude material was purified by preparative TLC
11. washeluting with 10:1 CH2Cl2