反応 #4315

反応方程式

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

N,N-diethylethylenediamine

1,1'-thiocarbonyldiimidazole

→

pale yellow solid

収率 72.5%

N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl]ethyl]thiourea

収率 72.5%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度the solution was refluxed for 48 hrs
2. 2
   その他The solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and ether
4. 4
   抽出The organic solution was extracted with 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the residue was recrystallized from a mixture of methylene chloride-ether-hexane

実験手順

A mixture of 2.78 g (0.024 mole) of N,N-diethylethylenediamine and 4.82 g (0.027 mole) of 1,1'-thiocarbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.00 g (0.022 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 100 ml of tetrahydrofuran was added, and the solution was refluxed for 48 hrs. The solvent was removed in vacuo and the residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and ether. The organic solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo, and the residue was recrystallized from a mixture of methylene chloride-ether-hexane to give 5.95 g (72.5%) of pale yellow solid, m.p.81.5°-82.5° C.

出典