Reaktion #698014

Reaktionsgleichung

HCl methanol

4-amino-N-(2,6-dichloro-pyridin-4-yl)-benzenesulfonamide

methylamine

→

4-amino-N-(2-chloro-6-methylamino-pyridin-4-yl)-benzenesulfonamide dihydrochloride

Ausbeute 41.0%

Lösungsmittel

diethyl ether

methanol

—

liquid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter removal of the methylamine the residue
2. 2
   Filtrationfiltered
3. 3
   Sonstigeafter removal of the solvent
4. 4
   Sonstigechromatographed on silica gel with hexane/ethyl acetate 3:1, 2:1 and finally 1:1
5. 5
   SonstigeThe product, obtained as a white, amorphous solid substance
6. 6
   Filtrationfiltered off under suction
7. 7
   FiltrationThe material on the suction filter
8. 8
   Waschenwas washed well with diethyl ether
9. 9
   Sonstigedried in a high vacuum

Vorschrift

0.11 g (0.00035 mol) of 4-amino-N-(2,6-dichloro-pyridin-4-yl)-benzenesulfonamide was stirred in 25 ml of liquid methylamine in an autoclave at 130° C. for 72 hours. After removal of the methylamine the residue was taken up in 5 ml of dichloromethane/methanol 1:1, filtered and, after removal of the solvent, chromatographed on silica gel with hexane/ethyl acetate 3:1, 2:1 and finally 1:1. The product, obtained as a white, amorphous solid substance, was dissolved in 2 ml of methanol, treated with 2 ml of 2N HCl/methanol, diluted with 20 ml of diethyl ether and filtered off under suction. The material on the suction filter was washed well with diethyl ether and dried in a high vacuum. There was obtained 0.055 g (41%) of 4-amino-N-(2-chloro-6-methylamino-pyridin-4-yl)-benzenesulfonamide dihydrochloride (1:2) as white crystals; m.p.: >215° C. (dec.).

Quelle