Reacción #52200

Ecuación de reacción

2-methoxyethylamine

sulphanilyl fluoride

triethylamine

→

title compound

Rendimiento 65.4%

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

Rendimiento 65.4%

Disolventes

n-butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 18 hours
3. 3
   Temperaturato cool
4. 4
   Otrothe volatiles were removed by evaporation
5. 5
   OtroThe residue was purified by chromatography
6. 6
   Lavadoeluting with ethyl acetate/hexane (50:50)
7. 7
   Temperaturaincreasing in polarity to (70:30)

Procedimiento

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]+.

Fuente