Iodine → N-(2-acetyl-4-iodo-5-phenyl-pyrazol-3-yl)acetamide

HRID 1615713노트

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HRID 1615713 반응식
[C:1]([N:4]1[C:8]([NH:9][C:10](=[O:12])[CH3:11])=[CH:7][C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:5]1)(=[O:3])[CH3:2].[I:19](O)(=O)=O.II>C(O)C>[C:1]([N:4]1[C:8]([NH:9][C:10](=[O:12])[CH3:11])=[C:7]([I:19])[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:5]1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 807IodineHCID 24345Iodic acidHCID 86717295N-(2-acetyl-5-phenyl-pyrazol-3-yl)acetamide

생성물 1

HCID 86717296N-(2-acetyl-4-iodo-5-phenyl-pyrazol-3-yl)acetamide

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

A suspension of N-(2-acetyl-5-phenyl-pyrazol-3-yl)acetamide (25.1 g, 0.103 mol), iodic acid (4.5 g, 0.026 mol) and iodine (15.7 g, 0.062 mol) in ethanol (250 mL) was heated at 50° C. for 3 h and cooled to room temperature. The reaction mixture was concentrated in vacuo and partitioned between CH2Cl2 and 2 M Na2S2O3 aq. solution. The layers were separated and the organic washed with brine, dried (phase separator cartridge), and concentrated in vacuo to provide a mixture of the title compound and starting material (2.2:1, 30.3 g). The mixture was put in reaction again using iodic acid (1.6 g, 9.6 mmol) and iodine (9.7 g, 38 mmol) in ethanol (250 mL) under the same conditions, to provide the title compound as a solid (31.9 g).

후처리

  1. temperaturecooled to room temperature
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompartitioned between CH2Cl2 and 2 M Na2S2O3 aq. solution
  4. customThe layers were separated
  5. washthe organic washed with brine
  6. customdried (phase separator cartridge)
  7. concentrationconcentrated in vacuo
  8. customto provide

출처 및 근거

ORD 기록
ord-ddf429445601449d87da5997f6d36dde
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765762B2

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