반응 #4319

반응 방정식

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

1,1'-carbonyldiimidazole

N,N-diethylethylenediamine

→

oil

수율 55.9%

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

수율 55.9%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 16 hr
2. 2
   기타The solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ether
4. 4
   추출The ether solution was extracted with several portions of water
5. 5
   추출The aqueous extract
6. 6
   추출was extracted with ether
7. 7
   건조The organic solution was dried over magnesium sulfate
8. 8
   기타the solvent was removed in vacuo
9. 9
   기타to give an oil

실험 절차

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:

출처