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Hydrazine hydrate (1:1) → 3-Amino-1H-indazole-4-carbonitrile

HRID 1892932
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HRID 1892932 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]#[N:9])[C:3]=1[C:10]#[N:11].O.[NH2:13][NH2:14]>C(O)C>[NH2:11][C:10]1[C:3]2[C:4]([C:8]#[N:9])=[CH:5][CH:6]=[CH:7][C:2]=2[NH:14][N:13]=1
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 119609643-fluorophthalonitrile

생성물 1

HCID 540163943-Amino-1H-indazole-4-carbonitrile수율 87%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
70 °C

실험 절차

3-Fluoro-1,2-benzenedicarbonitrile (APIN) (5 g, 34.2 mmol) was dissolved in ethanol (80 mL) and hydrazine monohydrate (4.98 mL, 103 mmol) was added to the solution. The reaction was heated at 70° C. overnight. The reaction mixture was concentrated in vacuo and the residue was partitioned between ethyl acetate (200 mL) and water (200 mL). The organic layer was washed with water (100 mL). The aqueous layers were extracted with ethyl acetate (200 mL). Organic layers were combined, dried over anhydrous magnesium sulfate and evaporated in vacuo to give the title compound (4.7 g, 87%) as a yellow solid. LCMS (System A) RT=0.53 min, ES+ve m/z 159 (M+H)+.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was partitioned between ethyl acetate (200 mL) and water (200 mL)
  3. washThe organic layer was washed with water (100 mL)
  4. extractionThe aqueous layers were extracted with ethyl acetate (200 mL)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-00e0ae83330b4f73bd4c8984b7a72125
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08507543B2

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