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Sodium Carbonate → HCID 23365818, 화합물

HRID 1080693
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HRID 1080693 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][S:9]([NH:12][CH3:13])(=[O:11])=[O:10])=[CH:4][C:3]=1I.[CH3:15][Si:16]([C:19]#[C:20][Si](C)(C)C)([CH3:18])[CH3:17].C([O-])([O-])=O.[Na+].[Na+]>COCCOC>[CH3:13][NH:12][S:9]([CH2:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[NH:1][C:19]([Si:16]([CH3:18])([CH3:17])[CH3:15])=[CH:20]2)(=[O:11])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 84564Bis(trimethylsilyl)acetyleneHCID 107584621-(4-Amino-3-iodophenyl)-N-methylmethanesulfonamide

생성물 1

HCID 23365818HCID 23365818, 화합물수율 76.8%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

4-Amino-3-iodo-N-methyl-benzenemethanesulfonamide (1.63 g, 0.005 mol), bis(trimethylsilyl)acetylene (1.28 g, 0.0075 mol) and tetrakistriphenylphosphine Pd(O) (0.578 g, 0.0005 mol) were dissolved in DME (50 mL) and followed by the addition of saturated aqueous Na2CO3 (5 mL). The mixture was heated at reflux for 48 h. The solvent was removed in vacuo. The residue was dissolved in EtOAc and extracted with brine. The organic layer was dried over Na2SO4, filtered and evaporated in vacuo. Silica gel chromatography (10-100% EtOAc gradient in hexane) of the residue afforded the product (4) (1.08 g, 76.8%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 48 h
  3. customThe solvent was removed in vacuo
  4. dissolutionThe residue was dissolved in EtOAc
  5. extractionextracted with brine
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-98010caf42f740ae81bde8e6740038cb
출처 데이터셋
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05583149

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