4-Chloroaniline → 3-Chloropyruvaldehyde 4-chlorophenylhydrazone

HRID 1632165

反応式

HRID 1632165 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[N:9]([O-])=O.[Na+].[Cl:13][CH2:14]C(=O)CC(O)=O.[C:21]([O-:24])(=O)[CH3:22].[Na+]>O.Cl>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][N:9]=[C:22]([CH2:14][Cl:13])[CH:21]=[O:24])=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 78124-ChloroanilineHCID 119720Butanoic acid, 4-chloro-3-oxo-HCID 517045Sodium AcetateHCID 23668193Sodium Nitrite

生成物 1

HCID 886763673-Chloropyruvaldehyde 4-chlorophenylhydrazone収率 97%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒4 回

反応条件

温度
0 °C

実験手順

In a mixture of 500 ml of water and 250 ml of concentrated hydrochloric acid is dissolved 128 g of p-chloroaniline. To this solution is added dropwise a solution of 69 g of sodium nitrite in 100 ml of water, while the reaction temperature is maintained at 0° C. Then, to the reaction mixture is added a solution of 136.5 g of 4-chloroacetoacetic acid in 200 ml of water, while the reaction temperature is maintained within the range from 0° C. to 5° C., followed by further addition of a solution of 164 g of sodium acetate in 300 ml of water, whereupon yellow precipitate is produced while bubbling vigorously. The reaction mixture is stirred at a room temperature until the bubbling ceases, followed by collecting the crystals by filtration, washing with water and drying, whereby 224 g of the subject compound is obtained. Yield 97%. m.p. 190° C.-192° C. (decomp.)

後処理

  1. temperaturewhile the reaction temperature is maintained within the range from 0° C. to 5° C.
  2. customis produced
  3. customwhile bubbling vigorously
  4. customby collecting the crystals
  5. filtrationby filtration
  6. washwashing with water
  7. customdrying

出典と根拠

ORDレコード
ord-17c20047165c408db3bc596c01e7cbc1
出典データセット
uspto-grants-1984_10
特許番号
US04474775

関連ノート

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