تفاعل #4310

معادلة التفاعل

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

المذيبات

ether

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction was heated
2. 2
   درجة الحرارةat gentle reflux overnight
3. 3
   استخلاصextracted with water
4. 4
   استخلاصThe organic phase was extracted with 1N sulfuric acid
5. 5
   استخلاص(Approximately half the product was extracted with acid and half
6. 6
   استخلاصThe oganic layer was extracted with dilute sodium hydroxide
7. 7
   أخرىdried
8. 8
   ترشيحfiltered
9. 9
   أخرىthe solvent removed
10. 10
    أخرىto give an oil

الإجراء التجريبي

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.

المصدر