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

HRID 23674

反応式

HRID 23674 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bfbe96447d564e3bb7f88344810de5d6
出典データセット
uspto-grants-2005_02
特許番号
US06852731B2

関連ノート

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