Reaktion #57325

Reaktionsgleichung

4-nitrobenzenesulfonyl chloride

methylamine

→

N-methyl-4-nitrobenzenesulfonamide

Ausbeute 98.4%

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Einengenthe reaction mixture was concentrated
3. 3
   Sonstigeto remove the solvent
4. 4
   WaschenAfter washing with 2N HCl and brine
5. 5
   Trocknenthe organic fractions were dried (MgSO4)
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated

Vorschrift

To a suspension of 4-nitrobenzenesulfonyl chloride (5 g, 22.56 mmol) in ether (250 ml), methylamine (5 ml, 40% aq. solution, 56.4 mmol) was added, and the mixture was stirred at room temperature. After 16 hr. the reaction mixture was concentrated to remove the solvent and the residue was resuspended in methylene chloride. After washing with 2N HCl and brine, the organic fractions were dried (MgSO4), filtered and concentrated to give N-methyl-4-nitrobenzenesulfonamide (4.8 g, 98%): mp (DSC) 109° C. Anal Calc'd. for C7H8N2O4S: C, 38.89; H, 3.73; N, 12.96. Found: C, 38.83; H, 3.72; N, 12.96.

Quelle