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

HRID 423849

반응식

HRID 423849 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 212094-Chloro-M-phenylenediamine수율 110.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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+)

후처리

  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

출처 및 근거

ORD 기록
ord-970eddd0c6a24cd2814cc3aa70bc2058
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101767B2

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