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

HRID 23922노트

반응식

HRID 23922 반응식
[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]

참가 물질

5

반응물 3

HCID 80182-MethoxyethylamineHCID 8471TriethylamineHCID 668234-Aminobenzenesulfonyl fluoride

생성물 1

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

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

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 n-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 [MH]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-f9f01c43aca840369211d72fc8d690c8
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855719B1

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