Réaction #4321

Équation de réaction

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

2-phenylsulfonylethanamine

1,1'-carbonyldiimidazole

→

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

Solvants

tetrahydrofuran

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed for 13 hr
2. 2
   AutreThe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in a 50/50 mixture of ether and methylene chloride
4. 4
   ExtractionThe solution was extracted with water
5. 5
   Séchagewas dried over magnesium sulfate
6. 6
   AutreThe solvent was removed in vacuo
7. 7
   Autrein give an oil
8. 8
   AutreFlash chromatography on silica gel (methanol) gave 5.74 g (41.36%) of clear, colorless oil

Mode opératoire

A mixture of 6.96 g (0.0376 mole) of 2-phenylsulfonylethanamine and 6.64 g (0.041 mole) of 1,1'-carbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 6.16 g (0.039 mole) of N-[2-(diethylamino)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 13 hr. The solvent was removed in vacuo, and the residue was dissolved in a 50/50 mixture of ether and methylene chloride. The solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo in give an oil. Flash chromatography on silica gel (methanol) gave 5.74 g (41.36%) of clear, colorless oil:

Source