反应详情

温度

20 °C

3-Ethoxy-4-nitrobenzohydrazide (Preparation 219, 1287 mg 5.72 mmole) was stirred in THF (26 mL) and a solution of methyl isothiocyanate (422 mg 5.78 mmole) in THF (5 mL) was added. Triethylamine (102 uL, 0.71 mmole) was added and the reaction was stirred at 20° C. for 22 hours. The solvent was evaporated and replaced with 1M sodium hydroxide solution (85 mL) and the reaction was stirred at 45° C. for 2.5 hours. The reaction was filtered through Celite and the filtrate extracted with ether (2×45 mL). The aqueous was acidified using conc. hydrochloric acid and extracted with ethyl acetate (2×50 mL). The combined ethyl acetate extracts were washed with water and with brine, dried over sodium sulfate and concentrated in vacuo to afford the title compound (1.16 g, 72%).

1. customThe solvent was evaporated
2. stirringthe reaction was stirred at 45° C. for 2.5 hours
3. filtrationThe reaction was filtered through Celite
4. extractionthe filtrate extracted with ether (2×45 mL)
5. extractionextracted with ethyl acetate (2×50 mL)
6. washThe combined ethyl acetate extracts were washed with water and with brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo