2-Methoxyethylamine → 4-amino-N-(2-methoxyethyl)benzene-1-sulfonamide

HRID 495372ノート

反応式

HRID 495372 の反応式
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[S:6](F)(=[O:15])([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)=[O:7].C(N(CC)CC)C>C(O)CCC>[CH3:1][O:2][CH2:3][CH2:4][NH:5][S:6]([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)(=[O:15])=[O:7]

参加物

5

反応物 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 668234-Aminobenzenesulfonyl fluoride

生成物 1

HCID 167819184-amino-N-(2-methoxyethyl)benzene-1-sulfonamide収率 65.4%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of 2-methoxyethylamine (859 mg, 11.4 mmol), sulphanilyl fluoride (1.0 g, 5.71 mmol) and triethylamine (1.72 g, 22.9 mmol) in 1-butanol (15 ml) was heated at reflux for 18 hours. The mixture was allowed to cool and the volatiles were removed by evaporation. The residue was purified by chromatography eluting with ethyl acetate/hexane (50:50) increasing in polarity to (70:30) to give the title compound (860 mg, 65%). NMR: 2.78 (q, 2H), 3.15 (s, 3H), 3.25 (t, 2H), 5.87 (s, 2H), 6.58 (d, 2H), 7.10 (t, 1H), 7.40 (d, 2H); m/z 231.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. temperatureto cool
  4. customthe volatiles were removed by evaporation
  5. customThe residue was purified by chromatography
  6. washeluting with ethyl acetate/hexane (50:50)
  7. temperatureincreasing in polarity to (70:30)

出典と根拠

ORDレコード
ord-d69b87f4c03c41eb9db78e5e4ada6c17
出典データセット
uspto-grants-2005_09
特許番号
US06939872B2

反応ノート

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