Methylamine → 4-[1-Hydroxy-2-(methylamino)ethyl]benzenesulfonamide

HRID 23674

반응식

HRID 23674 반응식
[CH3:1][NH2:2].[O:3]1[CH2:5][CH:4]1[C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1>CO>[OH:3][CH:4]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1)[CH2:5][NH:2][CH3:1]

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 225742834-(Oxiran-2-yl)benzene-1-sulfonamide

생성물 1

HCID 101927084-[1-Hydroxy-2-(methylamino)ethyl]benzenesulfonamide수율 31.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl amine (20 mL, 40 mmol, 2.0 M in methanol) was added 4-oxiran-2-ylbenzenesulfonamide (Preparation 49)(0.52 g, 2.6 mmol) at 0° C. The clear solution was warmed to room temperature and stirred overnight. The solvent and excess of methyl amine was evaporated to yield an oil. The crude oil was dissolved in methanol (5 mL), and stirred with resin (BioRad 50W×2, 1 g) for 4 hours. The resin was collected by filtration and washed with methanol (3×15 mL). The product on the resin was washed off with NH4OH/CH3OH (20 mL, 10% ammonium hydroxide aqueous solution (Aldrich, 29.4% NH3) in methanol). The solution was concentrated to dryness, and treated with high vacuum to give the title compound (0.19 g) as a white solid.

후처리

  1. customThe solvent and excess of methyl amine was evaporated
  2. customto yield an oil
  3. filtrationThe resin was collected by filtration
  4. washwashed with methanol (3×15 mL)
  5. washThe product on the resin was washed off with NH4OH/CH3OH (20 mL, 10% ammonium hydroxide aqueous solution (Aldrich, 29.4% NH3) in methanol)
  6. concentrationThe solution was concentrated to dryness
  7. additiontreated with high vacuum

출처 및 근거

ORD 기록
ord-bfbe96447d564e3bb7f88344810de5d6
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852731B2

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