Iodine → N-(4-iodo-1H-pyrazol-5-yl)acetamide

HRID 2205759ノート

反応式

HRID 2205759 の反応式
[NH:1]1[C:5]([NH:6][C:7](=[O:9])[CH3:8])=[CH:4][CH:3]=[N:2]1.[I:10](O)(=O)=O.II>C(O)C>[I:10][C:4]1[CH:3]=[N:2][NH:1][C:5]=1[NH:6][C:7](=[O:9])[CH3:8]

参加物

5

反応物 3

HCID 807IodineHCID 24345Iodic acidHCID 27775273-Acetylaminopyrazole

生成物 1

HCID 86717260N-(4-iodo-1H-pyrazol-5-yl)acetamide収率 348.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

A suspension of N-(1H-pyrazol-5-yl)acetamide (60 g, 0.48 mol), iodic acid (21.1 g, 0.12 mol) and iodine (61 g, 0.24 mol) in ethanol (1.6 L) was heated at 60° C. for 1.5 h and cooled to room temperature. The reaction mixture was concentrated in vacuo and partitioned between ethyl acetate and 2 M Na2S2O3 aq. solution. The layers were separated and the aqueous extracted with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo to provide the title compound as a solid (105 g).

後処理

  1. temperaturecooled to room temperature
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. custompartitioned between ethyl acetate and 2 M Na2S2O3 aq. solution
  4. customThe layers were separated
  5. extractionthe aqueous extracted with ethyl acetate
  6. dry with materialThe combined organic layers were dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-30a0dbd35c0a4f95829ffd91b4124b74
出典データセット
uspto-grants-2016_06
特許番号
US09371332B2

反応ノート

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