تفاعل #4325

معادلة التفاعل

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

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

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clear oil

المردود 69.8%

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

المردود 69.8%

المذيبات

tetrahydrofuran

chloroform

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe solution was heated overnight
2. 2
   درجة الحرارةat reflux
3. 3
   استخلاصThe chloroform was extracted with water
4. 4
   تجفيفdried (sodium sulfate)
5. 5
   ترشيحfiltered
6. 6
   أخرىremoved in vacuo
7. 7
   أخرىA dark brown oil was obtained upon removal of chloroform
8. 8
   غسيلThis oil was subjected to flash chromatography on Silica Gel using 0.1N ammonium hydroxide-methanol for elution

الإجراء التجريبي

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.

المصدر