反应详情

温度

100 °C

A solution of 4-iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide (3.0 g, 10 mmol) in dichloromethane (40 mL) under nitrogen was treated with ethylmagnesium bromide (3.0 M in diethyl ether, 3.3 mL) over 2 minutes, stirred for 30 minutes, treated with 4-methoxy-5-nitrobenzaldehyde (2.0 g, 11 mmol), stirred for 1 hour, stored at 0° C. for 16 hours, concentrated to dryness, treated with 1M HCl(100 mL), heated to 100° C. for 16 hours, cooled to ambient temperature, neutralized with NaHCO3 and extracted with 3:1 dichloromethane:ethanol (5×). The combined extractions were dried (MgSO4), filtered and concentrated. Purification on silica gel with 10% and then 20% ethanol/ammonia-saturated dichloromethane provided the desired compound.

1. stirringstirred for 1 hour
2. waitstored at 0° C. for 16 hours
3. concentrationconcentrated to dryness
4. additiontreated with 1M HCl(100 mL)
5. temperaturecooled to ambient temperature
6. extractionextracted with 3:1 dichloromethane
7. extractionThe combined extractions
8. dry with materialwere dried (MgSO4)
9. filtrationfiltered
10. concentrationconcentrated
11. customPurification on silica gel with 10%