[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[Br:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11](Cl)=[O:12]>C(OCC)(=O)C>[CH3:1][S:2]([NH:5][C:11](=[O:12])[CH2:10][CH2:9][CH2:8][CH2:7][Br:6])(=[O:4])=[O:3]A mixture of 23.5 g. (0.25 mole) of methanesulfonamide and 49.8 g. (0.25 mole) of 5-bromovaleric acid chloride was heated at 80-85° (oil bath) for 45 minutes. The brown reaction mixture was allowed to cool and was dissolved in ethyl acetate. The organic solution was washed with water and saturated brine, was dried (anhydrous magnesium sulfate), was Darcoed, concentrated, and cooled to afford the white, crystalline N-methanesulfonyl-5-bromovaleramide weighing 48.2 g. (74.8% yield) which melted at 97°-98°.
Wird geladen…