Réaction #2487445

Équation de réaction

7-fluoro-2,1,3-benzoselenadiazole-4-sulfonyl chloride

N,N-diethylethylenediamine

triethylamine

→

7-fluoro-N-[2-(dimethylamino)ethyl]-2,1,3-benzoselenadiazole-4-sulfonamide

Rendement 73.7%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   AutreThe reaction mixture was evaporated to dryness in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in CH2Cl2
3. 3
   Autrechromatographed on silica gel

Mode opératoire

7-fluoro-2,1,3-benzoselenadiazole-4-sulfonyl chloride (75 mg) was dissolved in 3 ml of acetonitrile. After the addition of N,N-diethylethylenediamine (22 mg) and triethylamine (351), the mixture was stirred on ice for 30 min. The reaction mixture was evaporated to dryness in vacuo and the residue was dissolved in CH2Cl2 and chromatographed on silica gel using CH2Cl2-CH3OH (93:7) to yield 7-fluoro-N-[2-(dimethylamino)ethyl]-2,1,3-benzoselenadiazole-4-sulfonamide (49 mg, 56%) as red powder. mp: 117-120° C. 1H-NMR δH8.09 (1H, d, J=7.5 Hz), 7.24 (1H, d, J=7.5 Hz), 2.93 (2H, t, J=6.7 Hz), 2.27 (2H, t, J=6.7 Hz), 1.98 (6H, s) in CD3OD; ESI-MSm/z 353 [(M+H)+]

Source