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

HRID 418782

反応式

HRID 418782 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]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][NH2:21].C([O-])(=O)C.[Na+]>CO>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20][N:21]=[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 2723910Hydrazine, (2-fluorophenyl)-, hydrochloride (1:1)HCID 129827482,6-Dibromo-4-methylbenzaldehyde

生成物 1

HCID 666488172,6-Dibromo-4-methylbenzaldehyde (2-fluorophenyl)hydrazone

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2,6-Dibromo-4-methylbenzaldehyde (600 g, 2.16 mmol), (2-fluorophenyl)hydrazine hydrochloride (351 mg, 2.16 mmol) and sodium acetate (180 mg, 2.19 mmol) were heated in methanol (15 mL) under reflux for 2 hours. The methanol was evaporated and the residue partitioned between dichloromethane (30 mL) and aqueous brine (30 mL). The organic phase was separated, combined with additional dichloromethane extracts (2×15 mL), washed with aqueous sodium bicarbonate (2×15 mL), passed through a hydrophobic frit and evaporated to the title compound (767 mg).

後処理

  1. temperatureunder reflux for 2 hours
  2. customThe methanol was evaporated
  3. customthe residue partitioned between dichloromethane (30 mL) and aqueous brine (30 mL)
  4. customThe organic phase was separated
  5. washwashed with aqueous sodium bicarbonate (2×15 mL)
  6. customevaporated to the title compound (767 mg)

出典と根拠

ORDレコード
ord-ab513c41dbb045889368f01cd92e690b
出典データセット
uspto-grants-2012_01
特許番号
US08093281B2

関連ノート

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