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

HRID 618260노트

반응식

HRID 618260 반응식
[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]

참가 물질

3

반응물 1

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

생성물 1

HCID 8207862,3-Dimethyl-5-nitroaniline

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6806b6ec0b0a47ddbc195bd5156ae56a
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05952362

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