반응 #4311

반응 방정식

Florisil

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

1,1'-carbonyldiimidazole

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

→

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

용매

tetrahydrofuran

chloroform

반응 조건

후처리

1. 1
   온도the resulting solution heated overnight at gentle reflux
2. 2
   기타partitioned between chloroform and water
3. 3
   기타removal of chloroform
4. 4
   기타gave a dark brown oil
5. 5
   추출extracted with 1N sulfuric acid (saturated with sodium chloride)
6. 6
   추출extracted with chloroform
7. 7
   기타the solvent removed
8. 8
   기타to give a light brown oil
9. 9
   세척eluted with methanol-methylene chloride
10. 10
    기타removing solvent
11. 11
    기타an oil was obtained
12. 12
    기타The oil was triturated with diethyl ether
13. 13
    기타dried at 80° C. in vacuo overnight

실험 절차

A solution of 17.90 g (0.045 mole) of N-methyl-N-(phenylmethyl)-1,2-ethanediamine and 1,1'-carbonyldiimidazole (0.05 mole) in 100 ml of tetrahydrofuran was stirred at room temperature for 1 hour. To the mixture was added 10.52 g, (0.04 mole) of 1-methyl-N-[2-(phenysulfonyl)ethyl]ethanamine and the resulting solution heated overnight at gentle reflux. The reaction mixture was stripped to dryness and partitioned between chloroform and water; removal of chloroform gave a dark brown oil. The oil was dissolved in chloroform and extracted with 1N sulfuric acid (saturated with sodium chloride). The acidic layer was made alkaline, extracted with chloroform, and the solvent removed to give a light brown oil. The oil was subjected to chromatography on a Florisil column and eluted with methanol-methylene chloride. After combining appropriate fractions from the column and removing solvent, an oil was obtained. The oil was triturated with diethyl ether and dried at 80° C. in vacuo overnight. This furnished 6.75 g (40.4%) of clear oil.

출처