Water → 2,4-Dimethyl-5-nitroaniline

HRID 618223

反応式

HRID 618223 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[NH:12]C(=O)C.O.S(=O)(=O)(O)O>C(O)C>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[NH2:12]

参加物

5

反応物 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 112848Acetamide, N-(2,4-dimethyl-5-nitrophenyl)-

生成物 1

HCID 2280072,4-Dimethyl-5-nitroaniline

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of N-(2,4-dimethyl-5-nitrophenyl)acetamide, water (24 mL), concentrated sulfuric acid (12 mL), and ethanol (120 mL) was heated at reflux under an atmosphere of nitrogen for 4 hours. The ethanol was evaporated under reduced pressure and the residue partitioned between ethyl acetate (250 mL) and brine (150 mL). The brine solution was reextracted with ethyl acetate. The combined ethyl acetate extracts were then dried over magnesium sulfate. Evaporation afforded a crude product which was flash chromatographed on silica and eluted with ethyl acetate:hexane (1:4) to afford 4.63 g as a pale yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux under an atmosphere of nitrogen for 4 hours
  3. customThe ethanol was evaporated under reduced pressure
  4. customthe residue partitioned between ethyl acetate (250 mL) and brine (150 mL)
  5. dry with materialThe combined ethyl acetate extracts were then dried over magnesium sulfate
  6. customEvaporation

出典と根拠

ORDレコード
ord-4de117abeb1f4784a6bf1ac634204bc3
出典データセット
uspto-grants-1999_09
特許番号
US05952362

関連ノート

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