Methanesulfonyl chloride → N-(3-bromo-5-cyanophenyl)methanesulfonamide

反応式

[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[C:5]#[N:6].[CH3:11][S:12](Cl)(=[O:14])=[O:13]>C(Cl)Cl.N1C=CC=CC=1>[Br:10][C:8]1[CH:9]=[C:2]([NH:1][S:12]([CH3:11])(=[O:14])=[O:13])[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=1

参加物

実験手順

To a stirring solution of 502 mg of 3-amino-5-bromobenzonitrile in 6 mL of CH2Cl2 and 2 mL of pyridine at 0° C. was added 0.2 mL (2.57 mmol) of MsCl at 0° C. The ice bath was removed and stirring was continued at r.t. for 6.5 h. The solution was concentrated and EtOAc and 20 mL of H2O were added. The organic layer was washed with 15 mL of brine and water, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 617 mg of N-(3-bromo-5-cyanophenyl)methanesulfonamide as a colorless solid in 88% yield.