4-(Dimethylamino)Benzaldehyde → (4-(4-(4-Dimethylaminobenzyliden-1-yl)-3-methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid

HRID 1722620ノート

反応式

HRID 1722620 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14](=[O:15])[CH2:13][C:12]([CH3:16])=[N:11]2)=[CH:6][CH:5]=1)([OH:3])=[O:2].[CH3:17][N:18]([CH3:27])[C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][CH:20]=1>CCO>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[C:14](=[O:15])[C:13](=[CH:23][C:22]3[CH:25]=[CH:26][C:19]([N:18]([CH3:27])[CH3:17])=[CH:20][CH:21]=3)[C:12]([CH3:16])=[N:11]2)=[CH:8][CH:9]=1)([OH:3])=[O:2]

参加物

4

反応物 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 1090294-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid

生成物 1

HCID 776848(4-(4-(4-Dimethylaminobenzyliden-1-yl)-3-methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A slurry composed of 1-(4-carboxyphenyl)-3-methyl-2-pyrazolin-5-one (21.8 g, 0.10 mol), 4-dimethylamino-benzaldehyde (14.9 g, 0.10 mol) and EtOH (250 ml) was heated at reflux for two hours. The reaction mixture was cooled to room temperature, resulting in a crude orange product which was isolated by filtration. The product was then washed with ether and dried. The product was purified further by making a slurry of the solid in EtOH (700 ml) at refluxing temperature and filtering the slurry to recover the dye. The treatment was repeated. The mp of the product was above 310° C. The NMR and IR spectra were consistent with the structure assigned. The C, H, and N elemental analyses were in agreement with those calculated for the empirical formula.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for two hours
  3. customresulting in a crude orange product which
  4. customwas isolated by filtration
  5. washThe product was then washed with ether
  6. customdried
  7. customThe product was purified further
  8. temperatureat refluxing temperature
  9. filtrationfiltering the slurry
  10. customto recover the dye
  11. customwas above 310° C

出典と根拠

ORDレコード
ord-c87ce3e7d72c4d30b0f44fd3f67bc4a2
出典データセット
uspto-grants-1989_08
特許番号
US04857446

反応ノート

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