4-Fluorophenylhydrazine hydrochloride → N-[(E)-(4-bromo-3-pyridinyl)methylideneamino]-4-fluoroaniline

HRID 559656

반응식

HRID 559656 반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]=O.Cl.[F:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][NH2:19])=[CH:14][CH:13]=1.C([O-])(=O)C.[Na+]>C(O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1/[CH:8]=[N:19]/[NH:18][C:15]1[CH:16]=[CH:17][C:12]([F:11])=[CH:13][CH:14]=1

참가 물질

6

반응물 3

HCID 699814-Fluorophenylhydrazine hydrochlorideHCID 517045Sodium AcetateHCID 111167404-Bromopyridine-3-carbaldehyde

생성물 1

HCID 59278491N-[(E)-(4-bromo-3-pyridinyl)methylideneamino]-4-fluoroaniline

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매3회

반응 조건

온도
50 °C

실험 절차

To a solution of 4-bromopyridine-3-carbaldehyde (2.50 g, 13.4 mmol) in ethanol (25 mL) and water (5 mL) was added 4-fluorophenyhydrazine hydrochloride (2.38 g, 14.6 mmol) (mixture turned a deep red) followed by sodium acetate (3.7 g, 27 mmol) in 5 mL of water (mixture turned a bright yellow). The mixture was warmed at 50° C. for 30 minutes to afford an orange precipitate. The mixture was cooled and diluted with water (50 mL) and the solid was collected by filtration. The filter cake was washed with water and dried to afford N-[1-(4-bromopyridin-3-yl)-meth-(E)-ylidene]-N′-(4-fluorophenyl)-hydrazine.

후처리

  1. customto afford an orange precipitate
  2. temperatureThe mixture was cooled
  3. filtrationthe solid was collected by filtration
  4. washThe filter cake was washed with water
  5. customdried

출처 및 근거

ORD 기록
ord-6aa6ce2da6c14612bb46a03b6f325060
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063065B2

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