Sodium Acetate → 2,6-Dibromo-4-methylbenzaldehyde (2,4-difluorophenyl)hydrazone

HRID 418772

반응식

HRID 418772 반응식
[Br:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([Br:11])[C:3]=1[CH:4]=O.Cl.[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[NH:21][NH2:22].C([O-])(=O)C.[Na+]>CO>[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[NH:21][N:22]=[CH:4][C:3]1[C:2]([Br:1])=[CH:9][C:8]([CH3:10])=[CH:7][C:6]=1[Br:11]

참가 물질

5

반응물 3

HCID 517045Sodium AcetateHCID 27333012,4-Difluorophenylhydrazine hydrochlorideHCID 129827482,6-Dibromo-4-methylbenzaldehyde

생성물 1

HCID 666483952,6-Dibromo-4-methylbenzaldehyde (2,4-difluorophenyl)hydrazone수율 74.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2,6-Dibromo-4-methylbenzaldehyde (89.5 g, 0.322 mol), (2,4-difluorophenyl)hydrazine hydrochloride (58.25 g, 0.322 mol) and sodium acetate (26.9 g, 0.328 mol) were heated in methanol (1.25 L) at reflux for 3.5 hours. The mixture was cooled and the precipitate was collected by filtration and partitioned between ethyl acetate (750 mL) and water (250 mL). The ethyl acetate layer was combined with a second ethyl acetate extract, washed successively with water and brine, dried over anhydrous sodium sulphate and evaporated under reduced pressure to afford the title compound as an off-white solid (97.5 g).

후처리

  1. temperatureat reflux for 3.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationthe precipitate was collected by filtration
  4. custompartitioned between ethyl acetate (750 mL) and water (250 mL)
  5. extractionextract
  6. washwashed successively with water and brine
  7. dry with materialdried over anhydrous sodium sulphate
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-e509296f66724446bb0b4bcb87492c90
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093281B2

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