反応 #61877

反応方程式

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

溶媒

Methylene chloride

methylene chloride

反応条件

後処理

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

実験手順

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).

出典