反応 #4323

反応方程式

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

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度the solution was refluxed overnight
2. 2
   その他The solvent was removed in vacuo
3. 3
   その他the residue was partitioned between ether and water
4. 4
   乾燥The ether solution was dried over magnesium sulfate
5. 5
   その他the solvent was removed in vacuo
6. 6
   その他to give an oil
7. 7
   その他chromatographed
8. 8
   洗浄(silica gel; elution with methanol)
9. 9
   その他to give an oil
10. 10
    その他Crystallization from ether
11. 11
    その他gave 0.54 g (4.5%) of white, crystalline solid, m.p. 75°-80° C.

実験手順

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.

出典