Reacción #4323

Ecuación de reacción

N,N-diethylethylenediamine

1,1'-carbonyldiimidazole

N-(2-propyl)-1-(phenylsulfonyl)-2-propanamine

→

N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[1-methyl-2-(phenylsulfonyl)ethyl]urea hydrate

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe solution was refluxed overnight
2. 2
   OtroThe solvent was removed in vacuo
3. 3
   Otrothe residue was partitioned between ether and water
4. 4
   SecadoThe ether solution was dried over magnesium sulfate
5. 5
   Otrothe solvent was removed in vacuo
6. 6
   Otroto give an oil
7. 7
   Otrochromatographed
8. 8
   Lavado(silica gel; elution with methanol)
9. 9
   Otroto give an oil
10. 10
    OtroCrystallization from ether
11. 11
    Otrogave 0.54 g (4.5%) of white, crystalline solid, m.p. 75°-80° C.

Procedimiento

A solution of 3.71 g (0.032 mole) of N,N-diethylethylenediamine and 5.83 (0.036 mole) of 1,1'-carbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 8.30 g (0.030 mole) of N-(2-propyl)-1-(phenylsulfonyl)-2-propanamine in 50 ml of tetrahydrofuran was added and the solution was refluxed overnight. The solvent was removed in vacuo, and the residue was partitioned between ether and water. The ether solution was dried over magnesium sulfate and the solvent was removed in vacuo to give an oil. The oil was flash chromatographed (silica gel; elution with methanol) to give an oil. Crystallization from ether gave 0.54 g (4.5%) of white, crystalline solid, m.p. 75°-80° C.

Fuente