반응 #214776

반응 방정식

1-methyl-β-oxo-2-pyrrolpropionitrile

triethylamine

p-nitrophenylisocyanate

→

1-methyl-β-oxo-α-(p-nitrophenylcarbamoyl)-2-pyrrolpropionitrile

용매

toluene

dimethylsulfoxide

toluene

반응 조건

후처리

1. 1
   기타it is evaporated
2. 2
   여과The solution is filtered
3. 3
   workup.ADDITIONdiluted with water and 6 ml of triethylamine
4. 4
   세척washed with ethyl acetate
5. 5
   추출the washings extracted once with 5% aqueous sodium hydroxide
6. 6
   기타the precipitate collected
7. 7
   세척It is washed with water
8. 8
   기타triturated with methanol-ethanol
9. 9
   기타recrystallized from dimethylformamide

실험 절차

The solution of 4.9 g of the 1-methyl-β-oxo-2-pyrrolpropionitrile in 50 ml of toluene, 5 ml of dimethylsulfoxide and 4 g of triethylamine is treated with the solution of 5.7 g of p-nitrophenylisocyanate in the minimum amount of toluene while stirring. After standing overnight it is evaporated and the residue taken up in methanol. The solution is filtered, diluted with water and 6 ml of triethylamine, washed with ethyl acetate, and the washings extracted once with 5% aqueous sodium hydroxide. The combined aqueous solutions are acidified with 5 N hydrochloric acid and the precipitate collected. It is washed with water, triturated with methanol-ethanol and recrystallized from dimethylformamide, to yield the 1-methyl-β-oxo-α-(p-nitrophenylcarbamoyl)-2-pyrrolpropionitrile melting at 245°-250° with decomposition.

출처