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4-Iodobenzenesulfonyl chloride → N-(2-ethoxyethyl)-4-iodobenzenesulphonamide

HRID 2375281
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HRID 2375281 반응식
[CH2:1]([O:3][CH2:4][CH2:5][NH2:6])[CH3:2].C(N(C(C)C)CC)(C)C.[CH:16]1[C:21]([S:22](Cl)(=[O:24])=[O:23])=[CH:20][CH:19]=[C:18]([I:26])[CH:17]=1>C(Cl)Cl>[CH2:1]([O:3][CH2:4][CH2:5][NH:6][S:22]([C:21]1[CH:16]=[CH:17][C:18]([I:26])=[CH:19][CH:20]=1)(=[O:24])=[O:23])[CH3:2]
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참가 물질

5

반응물 3

HCID 73994-Iodobenzenesulfonyl chlorideHCID 66970EthoxyethylamineHCID 81531Diisopropylethylamine

생성물 1

HCID 3870475N-(2-ethoxyethyl)-4-iodobenzenesulphonamide수율 98.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

2-Ethoxyethylamine (2.14 g, 24 mmol) and diisopropylethylamine (4.2 ml, 24 mmol) were dissolved in DCM (50 ml) and cooled to 0° C. To this was added pipsyl chloride (6.05 g, 20 mmol) in portions and the reaction stirred for 18 hours. Volatiles were evaporated in vacuo. The residue was dissolved in EtOAc (50 ml), washed with 0.33M citric acid (2×50 ml), brine (50 ml), dried and evaporated in vacuo to yield an oil which solidified on standing to give the title compound as a pale yellow solid (6.97 g, 98%). NMR: 1.01 (t, 3H), 2.89 (q, 2H), 3.30 (m, 4H), 7.53 (d, 2H), 7.75 (t, 1H), 7.97 (d, 2H); m/z 354 (M−H)−.

후처리

  1. customVolatiles were evaporated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc (50 ml)
  3. washwashed with 0.33M citric acid (2×50 ml), brine (50 ml)
  4. customdried
  5. customevaporated in vacuo
  6. customto yield an oil which

출처 및 근거

ORD 기록
ord-101bce8bac0e4773a00bb82ec7db40c6
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07465728B2

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