تفاعل #4318

معادلة التفاعل

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

1,1'-carbonyldiimidazole

N-(3-aminopropyl)piperidine

→

oil

المردود 27.1%

N-(1-Methylethyl)-N-[2-(phenylsulfonyl)ethyl]-N'-[3-(1-piperidinyl)propyl]urea

المردود 27.1%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was refluxed for 20 hr
2. 2
   أخرىThe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in a 60/40 mixture of ether and methylene chloride
4. 4
   استخلاصThe solution was extracted with three portions of water
5. 5
   تجفيفwas dried over magnesium sulfate
6. 6
   أخرىThe solvent was removed in vacuo
7. 7
   أخرىto give an oil
8. 8
   غسيلFlash chromatography on silica gel (chloroform and methanol, gradiently eluted with methanol up to 10% methanol)

الإجراء التجريبي

A mixture of 5.16 g (0.0319 mole) of 1,1'-carbonyldiimidazole and 4.16 g (0.029 mole) of N-(3-aminopropyl)piperidine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 6.13 g (0.027 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 20 hr. The solvent was removed in vacuo, and the residue was dissolved in a 60/40 mixture of ether and methylene chloride, respectively. The solution was extracted with three portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (chloroform and methanol, gradiently eluted with methanol up to 10% methanol) gave 2.89 g (27.1%) of oil:

المصدر