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4-Fluorophenylhydrazine hydrochloride → N-[(E)-(3,5-dibromo-4-pyridinyl)methylideneamino]-4-fluoroaniline

HRID 1361117
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HRID 1361117 반응식
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:10])[C:7]=1[CH:8]=O.Cl.[F:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][NH2:20])=[CH:15][CH:14]=1.C([O-])(=O)C.[Na+]>C(O)C.O>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:10])[C:7]=1/[CH:8]=[N:20]/[NH:19][C:16]1[CH:17]=[CH:18][C:13]([F:12])=[CH:14][CH:15]=1
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참가 물질

6

반응물 3

HCID 699814-Fluorophenylhydrazine hydrochlorideHCID 517045Sodium AcetateHCID 27629983,5-Dibromo-4-pyridinecarboxaldehyde

생성물 1

HCID 59278325N-[(E)-(3,5-dibromo-4-pyridinyl)methylideneamino]-4-fluoroaniline

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of 3,5-dibromo-4-pyridinecarboxaldehyde (30.0 g, 113 mmol) in ethanol (1200 mL) at reflux was added 4-fluorophenylhydrazine hydrochloride (20.0 g, 123 mmol) in several portions followed by a solution of sodium acetate (31.0 g, 228 mmol) in water (200 mL). The mixture turned from a deep red to a bright yellow and over time a yellow solid precipitated. After 20 minutes, the mixture was cooled, diluted with water (1000 mL) and the yellow solid was collected by filtration. The solid was washed with water and dried to afford N-[1-(3,5-dibromopyridin-4-yl)-meth-(E)-ylidene]-N′-(4-fluorophenyl)-hydrazine.

후처리

  1. customprecipitated
  2. temperaturethe mixture was cooled
  3. additiondiluted with water (1000 mL)
  4. filtrationthe yellow solid was collected by filtration
  5. washThe solid was washed with water
  6. customdried

출처 및 근거

ORD 기록
ord-2691df2535024c6698bdacb3f6f7a21f
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879873B2

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