Methanol → Methyl 1-(4-aminophenyl)-1H-pyrazole-4-carboxylate

HRID 1977289ノート

反応式

HRID 1977289 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[CH:9]=1)=[O:4].[NH4+].[Cl-].CO>[Fe].O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=2)[CH:9]=1)=[O:4]

参加物

6

反応物 3

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 11637370HCID 11637370、化合物

生成物 1

HCID 57210789Methyl 1-(4-aminophenyl)-1H-pyrazole-4-carboxylate収率 57.6%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

A mixture of 1-(4-nitrophenyl)-1H-pyrazol-4-carboxylic acid methyl ester (19.44 g), Fe powder, NH4Cl, methanol and H2O was heated for 30 minutes at 80° C. for 3 hours at 100° C. The reaction mixture was concentrated by evaporation, added into dichloromethane, and was filtered. The filtrate was extracted with water, dried over magnesium sulfate and concentrated by evaporation to give 1-(4-aminophenyl)-1H-pyrazol-4-carboxylic acid methyl ester (9.84 g).

後処理

  1. concentrationThe reaction mixture was concentrated by evaporation
  2. additionadded into dichloromethane
  3. filtrationwas filtered
  4. extractionThe filtrate was extracted with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-04e3e676a7a24bac88703dc78c45d21a
出典データセット
uspto-grants-2001_05
特許番号
US06232290B1

反応ノート

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