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Acetone → HCID 66743319, 화합물

HRID 2364061
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HRID 2364061 반응식
[Br:1][C:2]1[S:6][C:5](C(N)=O)=[C:4]([NH:10][CH3:11])[C:3]=1[CH3:12].[CH3:13][C:14]([CH3:16])=O.[O-]S([O-])(=O)=O.[Mg+2].CC1C=CC(S(O)(=O)=O)=CC=1.[C:34]([O-:37])(O)=O.[Na+].C[N:40](C=O)C>>[Br:1][C:2]1[S:6][C:5]2[C:34](=[O:37])[NH:40][C:14]([CH3:16])([CH3:13])[N:10]([CH3:11])[C:4]=2[C:3]=1[CH3:12]
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참가 물질

7

반응물 6

HCID 180AcetoneHCID 6101p-Toluenesulfonic acidHCID 6228DimethylformamideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 516892Sodium BicarbonateHCID 66743876HCID 66743876, 화합물

생성물 1

HCID 66743319HCID 66743319, 화합물
수율 43%

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온도
60 °C

실험 절차

A mixture of 5-bromo-4-methyl-3-(methylamino)thiophene-2-carboxamide (2.34 g, 9.39 mmol), acetone (10 mL, 136 mmol), MgSO4 (1.13 g, 9.39 mmol), PTSA (0.089 g, 0.47 mmol) and DMF (10 mL) was stirred at 60° C. overnight. The mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, NH, 98:2 hexane/EtOAc to 50:50 hexane/EtOAc) to afford the title compound (1.17 g, 43%) as a pale orange solid:

후처리

  1. extractionextracted with EtOAc
  2. dry with materialthe extract was dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography (Purif, NH, 98:2 hexane/EtOAc to 50:50 hexane/EtOAc)

출처 및 근거

ORD 기록
ord-122df6168b5c4a5d81b883ac19a22c42
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08691828B2

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