Reaktion #4323

Reaktionsgleichung

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

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was refluxed overnight
2. 2
   SonstigeThe solvent was removed in vacuo
3. 3
   Sonstigethe residue was partitioned between ether and water
4. 4
   TrocknenThe ether solution was dried over magnesium sulfate
5. 5
   Sonstigethe solvent was removed in vacuo
6. 6
   Sonstigeto give an oil
7. 7
   Sonstigechromatographed
8. 8
   Waschen(silica gel; elution with methanol)
9. 9
   Sonstigeto give an oil
10. 10
    SonstigeCrystallization from ether
11. 11
    Sonstigegave 0.54 g (4.5%) of white, crystalline solid, m.p. 75°-80° C.

Vorschrift

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.

Quelle