تفاعل #4322

معادلة التفاعل

1-(3-aminopropyl)-4-methylpiperazine

1,1'-carbonyldiimidazole

maleic acid

N-(2-phenylsulfonylethyl)-2-propanamine

→

white crystalline solid

المردود 68.8%

N-(1-Methylethyl)-N'-[3-(4-methyl-1-piperazinyl)propyl]-N-[2-(phenylsulfonyl)ethyl]urea maleate

المردود 68.8%

المذيبات

tetrahydrofuran

methanol

methanol

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was refluxed for 16 hr
2. 2
   أخرىThe solvent was removed in vacuo
3. 3
   أخرىthe residue was partitioned between methylene chloride and water
4. 4
   تجفيفThe solution was dried over magnesium sulfate
5. 5
   أخرىthe solvent was removed in vacuo
6. 6
   أخرىto give an oil
7. 7
   أخرىa white solid precipitated
8. 8
   أخرىThis was collected

الإجراء التجريبي

A mixture of 6.00 g (0.035 mole) of 1-(3-aminopropyl)-4-methylpiperazine and 6.97 g (0.043 mole) of 1,1'-carbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 8.17 g (0.036 mole) of N-(2-phenylsulfonylethyl)-2-propanamine in 100 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo and the residue was partitioned between methylene chloride and water. The solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. The oil was dissolved in methanol; a solution of two equivalents of maleic acid in methanol was added, and a white solid precipitated. This was collected to give 15.48 g (68.8%) of white crystalline solid; m.p. 162°-163° C. with decomposition.

المصدر