Reaktion #4315

Reaktionsgleichung

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

N,N-diethylethylenediamine

1,1'-thiocarbonyldiimidazole

→

pale yellow solid

Ausbeute 72.5%

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

Ausbeute 72.5%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was refluxed for 48 hrs
2. 2
   SonstigeThe 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
   ExtraktionThe organic solution was extracted with water
5. 5
   Trocknenwas dried over magnesium sulfate
6. 6
   SonstigeThe solvent was removed in vacuo
7. 7
   Sonstigethe residue was recrystallized from a mixture of methylene chloride-ether-hexane

Vorschrift

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.

Quelle