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Ammonia → 4,5-Dianilinophthalimide

HRID 2396035
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HRID 2396035 반응식
C[O:2][C:3](=O)[C:4]1[C:5](=[CH:10][C:11]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=1)[C:6](OC)=[O:7].[NH3:29]>C(O)CO>[NH:14]([C:12]1[CH:13]=[C:4]2[C:3](=[O:2])[NH:29][C:6](=[O:7])[C:5]2=[CH:10][C:11]=1[NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1
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참가 물질

4

반응물 2

HCID 222AmmoniaHCID 10407176dimethyl 4,5-dianilinobenzene-1,2-dicarboxylate

생성물 1

HCID 16974,5-Dianilinophthalimide

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

실험 절차

A suspension of 230 mg (0.7 mmol) of 4,5-bis(anilino)phthalic acid dimethylester in 23 ml of ethylene glycol is heated at 120°; ammonia gas is passed through the suspension, with stirring, for 24 hours. The reaction mixture is cooled and extracted with ethyl acetate. The ethyl acetate phases are washed in succession three times with water and once with saturated sodium chloride solution, dried with sodium sulfate and concentrated by evaporation. The evaporation residue is chromatographed onsilica gel with dichloromethane/methanol 40:1 and the product fractions arecombined and concentrated by evaporation, yielding the title compound in the form of yellow crystals, m.p. 215°-217°, FAB-MS: 330 [M+ +H].

후처리

  1. temperatureis heated at 120°
  2. temperatureThe reaction mixture is cooled
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate phases are washed in succession three times with water and once with saturated sodium chloride solution
  5. dry with materialdried with sodium sulfate
  6. concentrationconcentrated by evaporation
  7. customThe evaporation residue is chromatographed onsilica gel with dichloromethane/methanol 40:1
  8. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-374d46e741ca4183a381aba4d3021e51
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05491144

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