反応 #4316

反応方程式

N-[2-(phenylsulfonyl)ethyl]-2-propanamine

1,1'-carbonyldiimidazole

N,N-diethyl-1,4-butanediamine

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clear colorless oil

収率 26.2%

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

収率 26.2%

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
   workup.DISSOLUTIONthe residue was dissolved in 600 ml of a 50/50 mixture of ether and methylene chloride
4. 4
   抽出The organic solution was extracted with three portions of water
5. 5
   乾燥was dried over magnesium sulfate
6. 6
   その他The solvent was removed in vacuo
7. 7
   その他to give an oil

実験手順

A solution of 4.40 g (0.0272 mole) of 1,1'-carbonyldiimidazole and 3.46 g (0.024 mole) of N,N-diethyl-1,4-butanediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.00 g (0.0220 mole) of N-[2-(phenylsulfonyl)ethyl]-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 dissolved in 600 ml of a 50/50 mixture of ether and methylene chloride. The organic solution was extracted with three portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 2.29 g (26.2%) of clear colorless oil:

出典