Reaktion #4325

Reaktionsgleichung

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

N-(1-methylethyl)-4-(phenylsulfonyl]-1-butylamine

→

clear oil

Ausbeute 69.8%

N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[4-(phenylsulfonyl)butyl]urea hydrate

Ausbeute 69.8%

Lösungsmittel

tetrahydrofuran

chloroform

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was heated overnight
2. 2
   Temperaturat reflux
3. 3
   ExtraktionThe chloroform was extracted with water
4. 4
   Trocknendried (sodium sulfate)
5. 5
   Filtrationfiltered
6. 6
   Sonstigeremoved in vacuo
7. 7
   SonstigeA dark brown oil was obtained upon removal of chloroform
8. 8
   WaschenThis oil was subjected to flash chromatography on Silica Gel using 0.1N ammonium hydroxide-methanol for elution

Vorschrift

A solution of 1,1'-carbonyldiimidazole (6.00 g, 0.037 mole) and N,N-diethylethylenediamine (4.00 g, 0.034 mole) was stirred at room temperature for 2 hours in 200 ml of tetrahydrofuran. A solution of N-(1-methylethyl)-4-(phenylsulfonyl]-1-butylamine (free base 7.99 g, 0.0313 mole) in 100 ml of tetrahydrofuran was added and the solution was heated overnight at reflux. The reaction was stripped to dryness and the residue dissolved in chloroform. The chloroform was extracted with water, dried (sodium sulfate), filtered, and removed in vacuo. A dark brown oil was obtained upon removal of chloroform. This oil was subjected to flash chromatography on Silica Gel using 0.1N ammonium hydroxide-methanol for elution. This chromatography furnished 5.37 g (42.2% yield) of clear oil after drying in vacuo 18 hours at 60° C.

Quelle