1-Chloro-2,4-Dinitrobenzene → 4-Chloro-M-phenylenediamine

HRID 401354

反応式

HRID 401354 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[N+:11]([O-])=O.O.O.Cl[Sn]Cl.O.C([O-])(O)=O.[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[NH2:11]

参加物

6

反応物 4

HCID 61-Chloro-2,4-DinitrobenzeneHCID 962WaterHCID 61436Stannous chloride dihydrateHCID 516892Sodium Bicarbonate

生成物 1

HCID 212094-Chloro-M-phenylenediamine収率 110.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1-chloro-2,4-dinitro-benzene (100 mg, 0.5 mmol) and SnCl2.2H2O (1.12 g, 5 mmol) in ethanol (2.5 mL) was stirred at room temperature overnight. Water was added and then the mixture was basified to pH 7-8 with saturated NaHCO3 solution. The solution was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated to yield 4-chloro-benzene-1,3-diamine (D-1) (79 mg, quant.). HPLC ret. time 0.38 min, 10-99% CH3CN, 5 min run; ESI-MS 143.1 m/z (MH+)

後処理

  1. extractionThe solution was extracted with ethyl acetate
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-5b6dff9c0de54a81ad7f3943f604f2f1
出典データセット
uspto-grants-2014_06
特許番号
US08741925B2

関連ノート

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