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Pyridine → 2-Cyano-4,4'-dinitrobenzanilide

HRID 236991
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HRID 236991 반응식
[N+:1]([C:4]1[CH:11]=[C:8](C#N)[C:7]([NH2:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1)([O-:15])=[O:14].[N:25]1C=CC=C[CH:26]=1>>[C:26]([C:23]1[CH:24]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=[CH:18][C:19]=1[C:20]([NH:12][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:11][CH:8]=1)=[O:21])#[N:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1049PyridineHCID 85024-Nitrobenzoyl chlorideHCID 285322-Amino-5-nitrobenzonitrile

생성물 1

HCID 196897482-Cyano-4,4'-dinitrobenzanilide

실험 절차

To a stirred solution of 16.3 gm. (0.1 mole) of 5-nitroanthranilonitrile in 100 ml. of dry pyridine is added 18.56 gm. (0.1 mole) of p-nitrobenzoyl chloride. The reaction mixture is refluxed for three hours. The pyridine is distilled in vacuo. The oily residue is poured into 600 ml. of water and is distilled in vacuo. The oily residue is poured into 600 ml. of water and the precipitate removed by filtration. The precipitate is boiled with 1500 ml. of ethanol. The insoluble material is removed by filtration. There is obtained 21.57 gm. of yellow solid that melts at 195°-196°.

후처리

  • temperatureThe reaction mixture is refluxed for three hours
  • distillationThe pyridine is distilled in vacuo
  • additionThe oily residue is poured into 600 ml
  • distillationof water and is distilled in vacuo
  • additionThe oily residue is poured into 600 ml
  • customof water and the precipitate removed by filtration
  • customThe insoluble material is removed by filtration
  • customThere is obtained 21.57 gm
  • 출처 및 근거

    ORD 기록
    ord-072bd00c4d364f27ba506dd334e371b4
    출처 데이터셋
    uspto-grants-1979_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04159341

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