反应详情

To a mixture of methyl 2-amino-4-bromobenzoate (5 g), triethylamine (5.73 mL), methylene chloride (39 mL) was added 3-chloropropanesulfonyl chloride (3.44 mL) under ice-cooling, and the mixture was stirred at room temperature. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with diluted hydrochloric acid and saturated brine, and the solvent was evaporated. To the residue were added 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (3.9 mL) and DMF (29 mL), and the mixture was stirred at room temperature. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with diluted hydrochloric acid and saturated brine, and the solvent was evaporated. To the residue was added isopropyl ether, and the precipitated solid was collected by filtration to give the title compound (5.045 g).

1. temperaturecooling
2. extractionthe mixture was extracted with chloroform
3. washThe organic layer was washed with diluted hydrochloric acid and saturated brine
4. customthe solvent was evaporated
5. additionTo the residue were added 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (3.9 mL) and DMF (29 mL)
6. stirringthe mixture was stirred at room temperature
7. additionWater was added to the reaction mixture
8. extractionthe mixture was extracted with ethyl acetate
9. washThe organic layer was washed with diluted hydrochloric acid and saturated brine
10. customthe solvent was evaporated
11. additionTo the residue was added isopropyl ether
12. filtrationthe precipitated solid was collected by filtration