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

HRID 495372

반응식

HRID 495372 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 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.

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-d69b87f4c03c41eb9db78e5e4ada6c17
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939872B2

연결된 노트

불러오는 중…