1,2-Dimethyl-3,5-dinitrobenzene → 2,3-Dimethyl-5-nitroaniline

HRID 618260ノート

反応式

HRID 618260 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([N+:11]([O-])=O)[C:3]=1[CH3:14]>C(O)(=O)C>[CH3:14][C:3]1[C:2]([CH3:1])=[CH:7][C:6]([N+:8]([O-:10])=[O:9])=[CH:5][C:4]=1[NH2:11]

参加物

3

反応物 1

HCID 1646961,2-Dimethyl-3,5-dinitrobenzene

生成物 1

HCID 8207862,3-Dimethyl-5-nitroaniline

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

1,2-Dimethyl-3,5-dinitrobenzene (2.5 g, prepared as described in the above scheme) was dissolved in glacial acetic acid (25 mL, from Mallinckrodt) under N2 and heated to reflux. The heat source was removed and iron (2.13 g) was added all at once. After the initial vigorous reaction, the mixture was heated at reflux for 10 min and then cooled to room temperature. The reaction mixture was filtered through a celite pad and washed with ethyl acetate. The filtrate was evaporated under reduced pressure. The residue was dissolved in ethyl acetate and refiltered through a celite pad and then washed with saturated sodium bicarbonate solution and half-saturated sodium chloride solution. After drying over magnesium sulfate and evaporation of the solvent, 2,3-dimethyl-5-nitro-phenylamine (1.41 g) was obtained.

後処理

  1. temperatureheated to reflux
  2. customThe heat source was removed
  3. additioniron (2.13 g) was added all at once
  4. customAfter the initial vigorous reaction
  5. temperaturethe mixture was heated
  6. temperatureat reflux for 10 min
  7. filtrationThe reaction mixture was filtered through a celite pad
  8. washwashed with ethyl acetate
  9. customThe filtrate was evaporated under reduced pressure
  10. dissolutionThe residue was dissolved in ethyl acetate
  11. washwashed with saturated sodium bicarbonate solution and half-saturated sodium chloride solution
  12. dry with materialAfter drying over magnesium sulfate and evaporation of the solvent

出典と根拠

ORDレコード
ord-6806b6ec0b0a47ddbc195bd5156ae56a
出典データセット
uspto-grants-1999_09
特許番号
US05952362

反応ノート

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