1-Chloro-2-nitrobenzene → N-(2-Ethoxyethyl)-2-nitroaniline

HRID 746210

反応式

HRID 746210 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[CH2:11]([O:13][CH2:14][CH2:15][NH2:16])[CH3:12]>C(OCC)(=O)C>[CH2:11]([O:13][CH2:14][CH2:15][NH:16][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:12]

参加物

4

反応物 2

HCID 69451-Chloro-2-nitrobenzeneHCID 66970Ethoxyethylamine

生成物 1

HCID 13623317N-(2-Ethoxyethyl)-2-nitroaniline収率 107.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

A mixture of o-nitrochlorobenzene (30 g) and 2-ethoxyethylamine (51 g) is stirred at 130° C. for 3 hours. After allowing to cool, ethyl acetate (150 ml) is added to the reaction mixture, and the ethyl acetate layer is separated, washed three times with saturated aqueous saline, dried over anhydrous magnesium sulfate, and then concentrated. The residue is distilled under reduced pressure to give N-(2-ethoxyethyl)-o-nitroaniline (42.9 g) as a reddish brown liquid, b.p. 144°-145.5° C./1.0 mmHg.

後処理

  1. temperatureto cool
  2. customthe ethyl acetate layer is separated
  3. washwashed three times with saturated aqueous saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. distillationThe residue is distilled under reduced pressure

出典と根拠

ORDレコード
ord-48e43cbef703412dbb45dc5e8243e257
出典データセット
uspto-grants-1986_07
特許番号
US04603130

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