반응 #61877

반응 방정식

chlorosulfonyl isocyanate

tert-Butanol

N-(5-amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide

triethylamine

→

title compound

N-[5-(N-tert-butoxycarbonylsulfamoylamino)-4,6-dimethyl-1-octylindolin-7-yl]-2,2-dimethylpropanamide

용매

Methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was further stirred at −5° C. for 30 min
2. 2
   세척the mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate
3. 3
   건조saturated brine (50 mL) and dried over sodium sulfate
4. 4
   기타Then, methylene chloride was evaporated under reduced pressure
5. 5
   기타The obtained residue was purified by silica gel column chromatography

실험 절차

tert-Butanol (0.85 mL) was dissolved in methylene chloride (17 mL) and chlorosulfonyl isocyanate (0.77 mL) was added at −18° C. The mixture was stirred at the same temperature for 30 min and N-(5-amino-4,6-dimethyl-1-octylindolin-7-yl)-2,2-dimethylpropanamide (1.66 g) and triethylamine (1.24 mL) were added. The mixture was further stirred at −5° C. for 30 min. Methylene chloride (50 mL) was added, and the mixture was washed successively with 10% aqueous citric acid, saturated aqueous sodium hydrogencarbonate, and then saturated brine (50 mL) and dried over sodium sulfate. Then, methylene chloride was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as crystals (1.9 g).

출처