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

HRID 418772ノート

反応式

HRID 418772 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e509296f66724446bb0b4bcb87492c90
出典データセット
uspto-grants-2012_01
特許番号
US08093281B2

反応ノート

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