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Methyl iodide → 4-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide

HRID 1252250
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HRID 1252250 반응식
[NH2:1][C:2]([CH3:12])=[CH:3][C:4](=[O:11])[CH2:5][S:6]([NH:9][CH3:10])(=[O:8])=[O:7].CI.[C:15](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:1][C:2]([CH3:12])=[CH:3][C:4](=[O:11])[CH2:5][S:6]([N:9]([CH3:15])[CH3:10])(=[O:7])=[O:8]
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참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 736638084-amino-N-methyl-2-oxo-3-pentenesulfonamide

생성물 1

HCID 736638054-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 3.8 g of 4-amino-N-methyl-2-oxo-3-pentenesulfonamide and 1.9 ml of methyl iodide in 50 ml of dimethylformamide was treated with 6 g of finely ground dry potassium carbonate and the mixture was thereupon stirred intensively at room temperature under argon for 6 hours. The organic salts were then filtered off, rinsed with methylene chloride and the filtrate was concentrated to dryness under reduced pressure. The residue was partitioned between water and methylene chloride, the organic phase was washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate and evaporated to dryness. The solid product was recrystallized from isopropanol, whereby there were obtained 2.5 g of 4-amino-N,N-dimethyl-2-oxo-3-pentenesulfonamide in the form of colorless crystals, m.p. 137°-140°.

후처리

  1. filtrationThe organic salts were then filtered off
  2. washrinsed with methylene chloride
  3. concentrationthe filtrate was concentrated to dryness under reduced pressure
  4. customThe residue was partitioned between water and methylene chloride
  5. washthe organic phase was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customThe solid product was recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-5a187b194daa452a8d923ae5a7a10ca6
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04742069

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