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Chlorosulfonic acid → 4-(2-Methyl-1,3-oxazol-5-yl)benzenesulfonyl chloride

HRID 29520
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HRID 29520 반응식
[CH3:1][C:2]1[O:3][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:5][N:6]=1.[Cl:13][S:14](O)(=[O:16])=[O:15]>>[CH3:1][C:2]1[O:3][C:4]([C:7]2[CH:8]=[CH:9][C:10]([S:14]([Cl:13])(=[O:16])=[O:15])=[CH:11][CH:12]=2)=[CH:5][N:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 24638Chlorosulfonic acidHCID 2484912-Methyl-5-Phenyl-1,3-Oxazole

생성물 1

HCID 529970604-(2-Methyl-1,3-oxazol-5-yl)benzenesulfonyl chloride

실험 절차

2-Methyl-5-phenyl-oxazole (1.6 g, 10 mmol), prepared according to the literature procedure (Varma, R. S.; Kumar, D. J. Heterocyclic Chem., 1998, 35,1533), was dissolved in chlorosulfonic acid (10 mL) and stirred at room temperature for 16 h. The reaction mixture was added to crushed ice (50 g) and the product was extracted with ether (3×50 mL). The combined organic extract was dried over anhydrous Na2SO4 and ether was evaporated. The product was purified by flash chromatography (silica-gel, 5-20% ethylacetate/hexane mobile phase) to yield 0.82 g of the desired title compound as tan solid. MS: m/z 258.0 (M++1).

후처리

  1. additionThe reaction mixture was added
  2. extractionthe product was extracted with ether (3×50 mL)
  3. extraction
The combined organic extract
  • dry with materialwas dried over anhydrous Na2SO4 and ether
  • customwas evaporated
  • customThe product was purified by flash chromatography (silica-gel, 5-20% ethylacetate/hexane mobile phase)
  • 출처 및 근거

    ORD 기록
    ord-5aaeba7832794bec81dd92221ad0615a
    출처 데이터셋
    uspto-grants-2008_09
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07420055B2

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