反应详情

A mixture of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thiophenamine (1.0 g) and methanesulfonyl chloride (0.27 ml) in pyridine (10 ml) was stirred overnight. Pyridine was evaporated, and the residue was dissolved in ethyl acetate, washed with water, dried and concentrated. The residue was dissolved in tetrahydrofuran (10 ml) and treated with 4N sodium hydroxide (1.8 ml) for 2 hours. Ethyl acetate and water were added and the mixture was separated. The aqueous layer was acidified and extracted with ethyl acetate. The extract was dried and concentrated to dryness. The residue (1.1 g) was purified by column chromatography on silica gel eluting with a mixture of toluene and ethyl acetate (3:1) to give a pale brown powder of N-{5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thienyl}methanesulfonamide (0.79 g).

1. customPyridine was evaporated
2. dissolutionthe residue was dissolved in ethyl acetate
3. washwashed with water
4. customdried
5. concentrationconcentrated
6. dissolutionThe residue was dissolved in tetrahydrofuran (10 ml)
7. additiontreated with 4N sodium hydroxide (1.8 ml) for 2 hours
8. additionEthyl acetate and water were added
9. customthe mixture was separated
10. extractionextracted with ethyl acetate
11. customThe extract was dried
12. concentrationconcentrated to dryness
13. customThe residue (1.1 g) was purified by column chromatography on silica gel eluting with a mixture of toluene and ethyl acetate (3:1)