反応 #83032

反応方程式

methyl isothiocyanate

5-(2-aminoethoxy)-7-chloro-1-[2-methoxy-4-(2-chlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine

→

5-(2-methylaminothiocarbonylaminoethoxy)-7-chloro-1-[2-methoxy-4-(2-chlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine

溶媒

ethanol

反応条件

後処理

1. 1
   温度The mixture was refluxed for 3 hours
2. 2
   workup.DISTILLATIONThe reaction mixture was subjected to vacuum distillation
3. 3
   その他to remove ethanol
4. 4
   workup.ADDITIONThe residue was mixed with a saturated aqueous sodium hydrogencarbonate solution
5. 5
   抽出followed by extraction with ethyl acetate
6. 6
   乾燥The organic layer was dried over magnesium sulfate
7. 7
   workup.DISTILLATIONsubjected to vacuum distillation
8. 8
   その他to remove the solvent
9. 9
   その他The residue was purified by silica gel column chromatography (elutant: dichloromethane/methanol =50/1)

実験手順

0.13 ml of methyl isothiocyanate was added to 20 ml of a suspension of 0.5 g of 5-(2-aminoethoxy)-7-chloro-1-[2-methoxy-4-(2-chlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine in ethanol. The mixture was refluxed for 3 hours. The reaction mixture was subjected to vacuum distillation to remove ethanol. The residue was mixed with a saturated aqueous sodium hydrogencarbonate solution, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and then subjected to vacuum distillation to remove the solvent. The residue was purified by silica gel column chromatography (elutant: dichloromethane/methanol =50/1) to obtain 0.46 g of 5-(2-methylaminothiocarbonylaminoethoxy)-7-chloro-1-[2-methoxy-4-(2-chlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzoazepine.

出典