反应详情

Dissolve 5.66 g (0.024 moles) 4-[(methylsulfonyl)amino]benzoyl chloride in 40 ml THF. Chill the solution on an ice/MeOH bath under a stream of N2. Add dropwise 4.5 g (0.024 moles) N-ethyl-N-heptyl-1,2-ethanediamine to the room temperature for about 24 hours. Follow the progress of the reaction by thin layer chromatography on silica gel (Acetonitrile:MeOH:Ammonia, 85:10:5). At the completion of the reaction, remove the solvents in vacuo. Dissolve the resulting oil in 10% K2CO3 solution and extract with 5×100 ml Et2O. Dry the organics over Na2SO4. Evaporate the solvents to provide an oil. Crude wt: 3.38 g. Dissolve the oil in 25 ml EtOH and acidify with 1.02 g 85% H3PO4. Treat the solution with activated charcoal, filter and evaporate the solvents to provide the title compound. Recrystallize the product from EtOH/Et2O.

1. customthe progress of the reaction by thin layer chromatography on silica gel (Acetonitrile:MeOH:Ammonia, 85:10:5)
2. customAt the completion of the reaction
3. customremove the solvents in vacuo
4. dissolutionDissolve the resulting oil in 10% K2CO3 solution
5. extractionextract with 5×100 ml Et2O
6. dry with materialDry the organics over Na2SO4
7. customEvaporate the solvents
8. customto provide an oil
9. filtrationfilter
10. customevaporate the solvents