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Diethanolamine → 5-Bromo-thiophene-2-sulfonic acid bis-(2-hydroxy-ethyl)-amide

HRID 558532
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HRID 558532 반응식
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[Br:8][C:9]1[S:13][C:12]([S:14](Cl)(=[O:16])=[O:15])=[CH:11][CH:10]=1.C(N(CC)CC)C>C1COCC1>[OH:4][CH2:3][CH2:2][N:1]([CH2:5][CH2:6][OH:7])[S:14]([C:12]1[S:13][C:9]([Br:8])=[CH:10][CH:11]=1)(=[O:16])=[O:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8113DiethanolamineHCID 8471TriethylamineHCID 27339245-Bromothiophene-2-sulfonyl chloride

생성물 1

HCID 612345545-Bromo-thiophene-2-sulfonic acid bis-(2-hydroxy-ethyl)-amide수율 77.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of diethanolamine (1.45 g, 13.8 mmol) in THF (20 ml) was added at 0° C. (ice water bath) commercially available 5-bromo-thiophene-2-sulfonyl chloride (1.0 g, 3.82 mmol) and triethylamine (0.71 ml, 5.07 mmol). The reaction mixture was stirred at room temperature for 16 h and evaporated. The crude product was further purified by flash chromatography (ethyl acetate/heptane) to yield the title compound (0.98 g, 77%) as a white solid. MS (ISP) 330.0 [(M+H)+], mp 70° C.

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후처리

  1. customevaporated
  2. customThe crude product was further purified by flash chromatography (ethyl acetate/heptane)

출처 및 근거

ORD 기록
ord-c57057e17b1d4ea2af37726e0d894fe5
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063048B2

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