Reaktion #434801

Reaktionsgleichung

5-amino-3-(2-dimethylaminoethyl)-1H-indol

5-chloro-3-methyl-benzo[b]thiophene-2-sulphonyl chloride

→

N-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-5-chloro-3-methyl-benzo[b]thiophene-2-sulphonamide

Ausbeute 82.0%

Lösungsmittel

pyridine

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIt is then evaporated to dryness
2. 2
   workup.DISSOLUTIONdissolved in ethyl acetate
3. 3
   WaschenThe organic phase is washed with water
4. 4
   Sonstigea saturated solution of sodium bicarbonate, it is separated
5. 5
   Trocknendried with anhydrous sodium sulphate
6. 6
   SonstigeThe organic solution is evaporated to dryness
7. 7
   Waschenthe resulting solid is repeatedly washed with ethyl ether

Vorschrift

To a solution of 3.05 g (15 mMol) of 5-amino-3-(2-dimethylaminoethyl)-1H-indol in 100 ml of pyridine is added dropwise at ambient temperature a solution of 4.21 g (15 mMol) of 5-chloro-3-methyl-benzo[b]thiophene-2-sulphonyl chloride in 20 ml of pyridine. The reaction mixture is stirred at ambient temperature for 20 hours. It is then evaporated to dryness, slightly alkalinised with diluted ammonia and dissolved in ethyl acetate. The organic phase is washed with water and a saturated solution of sodium bicarbonate, it is separated and dried with anhydrous sodium sulphate. The organic solution is evaporated to dryness and the resulting solid is repeatedly washed with ethyl ether, to yield 5.5 g (82%) of N-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-5-chloro-3-methyl-benzo[b]thiophene-2-sulphonamide as a solid with m.p.=226–227° C.

Quelle