反応 #4319

反応方程式

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

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

→

oil

収率 55.9%

N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfinyl)ethyl]urea

収率 55.9%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度the mixture was refluxed for 16 hr
2. 2
   その他The solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ether
4. 4
   抽出The ether solution was extracted with several portions of water
5. 5
   抽出The aqueous extract
6. 6
   抽出was extracted with ether
7. 7
   乾燥The organic solution was dried over magnesium sulfate
8. 8
   その他the solvent was removed in vacuo
9. 9
   その他to give an oil

実験手順

A mixture of 4.70 g (0.029 mole) of 1,1'-carbonyldiimidazole- and 3.07 g (0.0265 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 8.00 g (0.0245 mole) of N-[2-(phenylsulfinyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo, and the residue was dissolved in ether. The ether solution was extracted with several portions of water. The aqueous extract was extracted with ether and then with methylene chloride; these organic extracts were combined with the original ether solution. The organic solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 4.84 g (55.9%) of oil:

出典