Reaktion #52200

Reaktionsgleichung

2-methoxyethylamine

sulphanilyl fluoride

triethylamine

→

title compound

Ausbeute 65.4%

4-[N-(2-Methoxyethyl)sulphamoyl]aniline

Ausbeute 65.4%

Lösungsmittel

n-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 18 hours
3. 3
   Temperaturto cool
4. 4
   Sonstigethe volatiles were removed by evaporation
5. 5
   SonstigeThe residue was purified by chromatography
6. 6
   Wascheneluting with ethyl acetate/hexane (50:50)
7. 7
   Temperaturincreasing in polarity to (70:30)

Vorschrift

A mixture of 2-methoxyethylamine (859 mg, 11.4 mmol), sulphanilyl fluoride (1.0 g, 5.71 mmol), and triethylamine (1.72 g, 22.9 mmol) in n-butanol (15 ml) was heated at reflux for 18 hours. The mixture was allowed to cool and the volatiles were removed by evaporation. The residue was purified by chromatography eluting with ethyl acetate/hexane (50:50) increasing in polarity to (70:30) to give the title compound (860 mg, 65%). NMR: 2.78 (q, 2H), 3.15 (s, 3H), 3.25 (t, 2H), 5.87 (s, 2H), 6.58 (d, 2H), 7.10 (t, 1H), 7.40 (d, 2H); m/z: 231 [MH]+.

Quelle