反応 #56118

反応方程式

thionyl chloride

1-(2',6'-dichlorophenyl)-2-(2',3'-bismethoxycarbonylguanidino) ethanol

sodium hydroxide

methyl alcohol

→

4,5-Dihydro-2-methoxycarbonylamino-5-(2',6'-dichlorophenyl)imidazole

溶媒

methylene chloride

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.ADDITIONAt the conclusion of the addition period
3. 3
   温度the resulting mixture refluxed for 60 minutes
4. 4
   その他The reaction solution was evaporated to low volume under vacuum and 50 ml of water
5. 5
   workup.ADDITIONadded
6. 6
   その他The precipitated solid was collected
7. 7
   洗浄washed with methanol
8. 8
   その他dried

実験手順

To 1 gram of 1-(2',6'-dichlorophenyl)-2-(2',3'-bismethoxycarbonylguanidino) ethanol dissolved in 20 ml of methylene chloride was added dropwise with cooling at 0° C. 0.35 g of thionyl chloride. At the conclusion of the addition period, the solution was stirred for an additional 60 minutes at room temperature. After the addition of 20 ml of methyl alcohol, a solution of 0.5 g of sodium hydroxide in 2 ml of water was added and the resulting mixture refluxed for 60 minutes. The reaction solution was evaporated to low volume under vacuum and 50 ml of water added. The precipitated solid was collected, washed with methanol, followed by water and dried. 4,5-Dihydro-2-methoxycarbonylamino-5-(2',6'-dichlorophenyl)imidazole was isolated, 0.3 g, m.p. 229-230 (dec.).

出典