Реакция #83032

Уравнение реакции

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

Растворители

ethanol

Условия реакции

Обработка

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

Методика

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.

Источник