Hydrazine → 2,4-Dimethoxybenzohydrazide

HRID 10731

反応式

HRID 10731 の反応式
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[O:12][CH3:13].[NH2:15][NH2:16]>CO>[CH3:13][O:12][C:5]1[CH:6]=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:4]=1[C:3]([NH:15][NH2:16])=[O:2]

参加物

4

反応物 2

HCID 9321HydrazineHCID 137451Benzoic acid, 2,4-dimethoxy-, methyl ester

生成物 1

HCID 4567282,4-Dimethoxybenzohydrazide収率 78.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Ex-109A: A solution of 2,4-dimethoxy-benzoic acid methyl ester (4.24 g, 21.6 mmol) and hydrazine (3.4 mL, 108.1 mmol) in methanol (50 mL) was refluxed overnight. Solvent was removed under reduced pressure. The residue was re-dissolved in ethyl acetate. The solution of ethyl acetate was washed with saturated solution of sodium bicarbonate and brine, dried over sodium carbonate and concentrated to afford 2,4-dimethoxy-benzoic acid hydrazide (3.31 g, 78%) as a white solid: 1H NMR (CDCl3) δ 8.77 (bs, 1H), 8.15 (d, J=8.8 Hz, 1H), 6.58 (dd, J=8.8, 2.2 Hz, 1H), 6.46 (d, J=2.2 Hz, 1H), 4.10 (bs, 2H), 3.91 (s, 3H), 3.83 (s, 3H).

後処理

  1. customSolvent was removed under reduced pressure
  2. dissolutionThe residue was re-dissolved in ethyl acetate
  3. washThe solution of ethyl acetate was washed with saturated solution of sodium bicarbonate and brine
  4. dry with materialdried over sodium carbonate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-665a71c8df494a06987f1f3e49f3c7d1
出典データセット
uspto-grants-2006_08
特許番号
US07094801B2

関連ノート

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