반응 #4310

반응 방정식

acetone ethyl acetate

1,1'-carbonyldiimidazole

N-methyl-N-(2-phenylethyl)-1,2-ethanediamine

1-methyl-N-[2-(phenylsulfonyl)ethyl]ethanamine

→

N-(1-Methylethyl)-N'-[2-[methyl-(2-phenylethyl)amino]ethyl]-N-[2-(phenylsulfonyl)ethyl]urea hemihydrate

용매

ether

tetrahydrofuran

반응 조건

후처리

1. 1
   온도the reaction was heated
2. 2
   온도at gentle reflux overnight
3. 3
   추출extracted with water
4. 4
   추출The organic phase was extracted with 1N sulfuric acid
5. 5
   추출(Approximately half the product was extracted with acid and half
6. 6
   추출The oganic layer was extracted with dilute sodium hydroxide
7. 7
   기타dried
8. 8
   여과filtered
9. 9
   기타the solvent removed
10. 10
    기타to give an oil

실험 절차

A solution of 1,1'-carbonyldiimidazole (8.12 g, 0.05 mole) and N-methyl-N-(2-phenylethyl)-1,2-ethanediamine, 8.0 g (0.0045 mole) in 300 ml of tetrahydrofuran was stirred for 2 hours at room temperature. To the mixture was added 9.37 g (0.0412 mole) of 1-methyl-N-[2-(phenylsulfonyl)ethyl]ethanamine and the reaction was heated at gentle reflux overnight. The reaction was stripped to dryness and dissolved in chloroformdiethyl ether (50-50 v/v) and extracted with water. The organic phase was extracted with 1N sulfuric acid. (Approximately half the product was extracted with acid and half remained in the organic layer). The oganic layer was extracted with dilute sodium hydroxide, dried, filtered, and the solvent removed to give an oil. The oil was subjected to column chromatography on Silica Gel using acetone-ethyl acetate as a eluant. This furnished 0.5 g (2.8%) of oil.

출처