反応 #4322

反応方程式

1-(3-aminopropyl)-4-methylpiperazine

1,1'-carbonyldiimidazole

maleic acid

N-(2-phenylsulfonylethyl)-2-propanamine

→

white crystalline solid

収率 68.8%

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

収率 68.8%

溶媒

tetrahydrofuran

methanol

methanol

tetrahydrofuran

反応条件

後処理

1. 1
   温度the mixture was refluxed for 16 hr
2. 2
   その他The solvent was removed in vacuo
3. 3
   その他the residue was partitioned between methylene chloride and water
4. 4
   乾燥The solution was dried over magnesium sulfate
5. 5
   その他the solvent was removed in vacuo
6. 6
   その他to give an oil
7. 7
   その他a white solid precipitated
8. 8
   その他This was collected

実験手順

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.

出典