Iodoethane → 5-Chloro-1-ethyl-4-nitro-1H-pyrazole

HRID 1487670ノート

反応式

HRID 1487670 の反応式
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[N:8][NH:9][CH:10]=1)([O-:5])=[O:4].I[CH2:12][CH3:13].[Cl-:14].[NH4+]>CN(C=O)C>[Cl:14][C:10]1[N:9]([CH2:12][CH3:13])[N:8]=[CH:7][C:6]=1[N+:3]([O-:5])=[O:4]

参加物

6

反応物 4

HCID 6340IodoethaneHCID 163764-nitro-1H-pyrazoleHCID 24758Sodium hydrideHCID 25517Ammonium Chloride

生成物 1

HCID 584650475-Chloro-1-ethyl-4-nitro-1H-pyrazole収率 82.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

To a suspension of sodium hydride (1 equiv, 60% in mineral oil) in DMF (0.64 M) under nitrogen atmosphere was added a solution of 4-nitro-1H-pyrazole (0.83 equiv) in DMF (3.2 M) at 0° C. The reaction mixture was stirred at room temperature for 30 min before a solution of iodoethane (1 equiv) in DMF (3.2 M) was added. The mixture was stirred at room temperature for 2 h. Saturated aqueous ammonium chloride solution (0.32 M) was added, and the solvent was removed under reduced pressure to give the crude product, which was purified by silica gel column chromatography (25% ethyl acetate in petroleum ether) to give the desire product (82.2% yield) as white solid. MS (ESI) m/z 142.0 [M+H]+.

後処理

  1. additionwas added
  2. customthe solvent was removed under reduced pressure
  3. customto give the crude product, which
  4. customwas purified by silica gel column chromatography (25% ethyl acetate in petroleum ether)

出典と根拠

ORDレコード
ord-b38086195e534b44beb16add756a81e7
出典データセット
uspto-grants-2016_08
特許番号
US09428509B2

反応ノート

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