Phenoxyethanol → 3-(2-phenoxyethoxy)-1H-pyrazol-5-amine

HRID 1878550ノート

反応式

HRID 1878550 の反応式
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([OH:7])[CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:20]([CH2:27][CH2:28]O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(#N)C>[O:20]([CH2:27][CH2:28][O:7][C:4]1[CH:3]=[C:2]([NH2:1])[NH:6][N:5]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

5

反応物 3

HCID 31236PhenoxyethanolHCID 521998p-Toluenesulfonic acid monohydrateHCID 178507967HCID 178507967、化合物

生成物 1

HCID 189815973-(2-phenoxyethoxy)-1H-pyrazol-5-amine収率 33%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
130 °C

実験手順

There was suspended, in 2-phenoxy ethanol (25 g, 180 mM), 5-amino-1H-pyrazol-3-ol (4.00 g, 41.4 mM), then p-toluenesulfonic acid monohydrate (15.4 g, 80.8 mM) was added to the suspension and the mixture was stirred at 130° C. for 5 hours under reduced pressure. This reaction liquid was diluted with acetonitrile, the solid precipitated out of the liquid was filtered off and washed with acetonitrile. The resulting solid was suspended in a 6% aqueous sodium bicarbonate solution (250 mL), the suspension was stirred at room temperature and the solid was then filtered off. The resulting solid was dissolved in ethyl acetate, dried over anhydrous sodium sulfate and then the solvent was distilled off to thus give the title compound (2.90 g, yield: 33%).

後処理

  1. customThis reaction liquid
  2. customthe solid precipitated out of the liquid
  3. filtrationwas filtered off
  4. washwashed with acetonitrile
  5. stirringthe suspension was stirred at room temperature
  6. filtrationthe solid was then filtered off
  7. dissolutionThe resulting solid was dissolved in ethyl acetate
  8. dry with materialdried over anhydrous sodium sulfate
  9. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-19d64cded8924a4db4d3cb715631a67a
出典データセット
uspto-grants-2012_11
特許番号
US08314098B2

反応ノート

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