反応 #43731

反応方程式

rac-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-nitro-1-benzothiophene-2-carboxamide hydrochloride

→

title compound

rac-N-(1-Azabicyclo[2.2.2]oct-3-yl)-5-amino-1-benzothiophene-2-carboxamide dihydrochloride

溶媒

acetic acid

water

反応条件

後処理

1. 1
   ろ過The reaction mixture is filtered through kieselguhr
2. 2
   その他the solvent is removed
3. 3
   洗浄The resulting solution is washed with 1N aqueous sodium hydroxide solution
4. 4
   乾燥The organic phase is dried over sodium sulfate
5. 5
   その他the solvent is then removed under reduced pressure
6. 6
   workup.DISSOLUTIONThe resulting solid is dissolved in a little THF
7. 7
   workup.ADDITIONan excess of 1N HCl in diethyl ether is added
8. 8
   workup.DISTILLATIONThe THF is then distilled off

実験手順

129 mg (0.35 mmol) of rac-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-nitro-1-benzothiophene-2-carboxamide hydrochloride are dissolved in a mixture of 5 ml of acetic acid and 3 ml of water. 114.7 mg (1.75 mmol) of zinc are added, and the mixture is stirred at RT for 5 h. The reaction mixture is filtered through kieselguhr, the solvent is removed and the residue is taken up in dichloromethane. The resulting solution is washed with 1N aqueous sodium hydroxide solution. The organic phase is dried over sodium sulfate and the solvent is then removed under reduced pressure. The resulting solid is dissolved in a little THF, and an excess of 1N HCl in diethyl ether is added. The THF is then distilled off. 103 mg (80% of theory) of the title compound are isolated.

出典