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Hydrazine hydrate (1:1) → 2-(2-Methoxy-4-amino-5-nitro-phenyl)-5-methoxy-imidazo[4,5-b]pyridine

HRID 3872
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HRID 3872 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N:9]2C(=O)C(C)(C)C3C(=CC([N+]([O-])=O)=CC=3)C2=O)[C:6]([N+:26]([O-:28])=[O:27])=[CH:5][C:4]=1[C:29]1[NH:30][C:31]2[C:32]([N:39]=1)=[N:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=2.O.NN>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[C:6]([N+:26]([O-:28])=[O:27])=[CH:5][C:4]=1[C:29]1[NH:30][C:31]2[C:32]([N:39]=1)=[N:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=2
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반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 201532782-[2-methoxy-5-nitro-4-(4,4-dimethyl-7-nitro-2H,4H-isoquinolin-1,3-dione-2-yl)-phenyl]-5-methoxy-imidazo[4,5-b]pyridine

생성물 1

HCID 201532722-(2-Methoxy-4-amino-5-nitro-phenyl)-5-methoxy-imidazo[4,5-b]pyridine

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

One half gram of 2-[2-methoxy-5-nitro-4-(4,4-dimethyl-7-nitro-2H,4H-isoquinolin-1,3-dione-2-yl)-phenyl]-5-methoxy-imidazo[4,5-b]pyridine is suspended in 10 ml of isopropanol, mixed with 0.5 ml of 80% hydrazine hydrate, and refluxed for 1.75 hours with stirring. The reaction mixture is concentrated by evaporation, the residue is triturated with 50 ml of ice water, and the product precipitated is purified by chromatography on silica gel [eluant: methylene chloride/ethanol (100:0 to 100:2)].

후처리

  1. temperaturerefluxed for 1.75 hours
  2. concentrationThe reaction mixture is concentrated by evaporation
  3. customthe residue is triturated with 50 ml of ice water
  4. customthe product precipitated
  5. customis purified by chromatography on silica gel [eluant: methylene chloride/ethanol (100:0 to 100:2)]

출처 및 근거

ORD 기록
ord-f3d5d152d9a34241b654d7e6361c94bd
출처 데이터셋
uspto-grants-1988_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04722929

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