Reacción #4320

Ecuación de reacción

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

N-benzyl-2-phenylsulfonylethanamine

→

oil

Rendimiento 70.0%

N'-[2-(Diethylamino)ethyl]-N-(phenylmethyl)-N-[2-(phenylsulfonyl)ethyl]urea

Rendimiento 70.0%

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was refluxed for 16 hr
2. 2
   OtroThe solvent was removed in vacuo
3. 3
   Otrothe residue was partitioned between methylene chloride and water
4. 4
   SecadoThe methylene chloride solution was dried over magnesium sulfate
5. 5
   Otrothe solvent was removed in vacuo
6. 6
   Otroto give an oil

Procedimiento

A mixture of 3.89 (0.024 mole) of 1,1'-carbonyldiimidazole and 2.55 g (0.022 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.70 g (0.0183 mole) of N-benzyl-2-phenylsulfonylethanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and water. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 5.35 g (69.98%) of oil:

Fuente