反応 #4310

反応方程式

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

溶媒

ether

tetrahydrofuran

反応条件

後処理

1. 1
   温度the reaction was heated
2. 2
   温度at gentle reflux overnight
3. 3
   抽出extracted with water
4. 4
   抽出The organic phase was extracted with 1N sulfuric acid
5. 5
   抽出(Approximately half the product was extracted with acid and half
6. 6
   抽出The oganic layer was extracted with dilute sodium hydroxide
7. 7
   その他dried
8. 8
   ろ過filtered
9. 9
   その他the solvent removed
10. 10
    その他to give an oil

実験手順

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.

出典