Pyruvic Acid → 2-(2,4-Difluorophenylhydrazono)propionic acid

HRID 34249

反応式

HRID 34249 の反応式
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[N:10]([O-])=O.[Na+].O.O.[Sn](Cl)Cl.[C:19]([OH:24])(=[O:23])[C:20]([CH3:22])=O>Cl.O>[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH:4][N:10]=[C:20]([CH3:22])[C:19]([OH:24])=[O:23]

参加物

7

反応物 4

HCID 1060Pyruvic AcidHCID 97092,4-DifluoroanilineHCID 61436Stannous chloride dihydrateHCID 23668193Sodium Nitrite

生成物 1

HCID 737628902-(2,4-Difluorophenylhydrazono)propionic acid収率 943.2%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒3 回

反応条件

温度
-10 °C

実験手順

Under a dry nitrogen atmosphere, a stirred solution of 25.8 g (0.20 mol) of 2,4-difluoroaniline in 235 ml of concentrated hydrochloric acid was cooled to -10° C. While maintaining this temperature, a solution of 13.8 g (0.20 mol) of sodium nitrite in 80 mol of water was added dropwise. After complete addition, the mixture was stirred at -10° C. for one hour. A solution of 101.5 g (0.450 mol) of tin (II) chloride dihydrate in 115 ml of concentrated hydrochloric acid was added dropwise to the cold reaction mixture. The resultant mixture was stirred for two hours, allowing the reaction temperature to rise to room temperature. Water (200 ml) was added to the mixture followed by the dropwise addition of 17.6 g (0.020 mol) of pyruvic acid in 200 ml of water. The resultant suspension was stirred vigorously for 45 minutes, and was filtered. The filter cake was dried to yield 40.4 g of 2-(2,4-difluorophenylhydrazono)propionic acid as a solid.

後処理

  1. temperatureWhile maintaining this temperature
  2. additionAfter complete addition
  3. customto rise to room temperature
  4. filtrationwas filtered
  5. customThe filter cake was dried

出典と根拠

ORDレコード
ord-6c3f3b8d912e4193b828286731f6d825
出典データセット
uspto-grants-1988_08
特許番号
US04761174

関連ノート

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