Water → 2-Fluorobenzoic acid, 2-(2-fluorophenyl)hydrazide

HRID 359028

反応式

HRID 359028 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][NH2:9].[F:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14].O>N1C=CC=CC=1.ClCCl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][NH:9][C:13](=[O:14])[C:12]1[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=1[F:10]

参加物

6

反応物 3

HCID 962WaterHCID 98082-Fluorobenzoyl chlorideHCID 4238442-Fluorophenylhydrazine hydrochloride

生成物 1

HCID 151170492-Fluorobenzoic acid, 2-(2-fluorophenyl)hydrazide

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution, under nitrogen of 35.2 g of 2-fluorophenylhydrazine in 250 ml of dry pyridine, cooled in an ice bath, was added, dropwise, 36.7 ml of 2-fluorobenzoyl chloride. The reaction mixture was stirred at ambient temperature for 21 hours. Upon dilution of the reaction mixture with water a precipitate was formed. Attempts to separate the precipitate by filtration, washing with pyridine, resulted in the formation of an oil. That portion of oil which did not pass into the filtrate was dissolved in dichloromethane and concentrated in vacuo. Upon standing, the filtrate separated into aqueous and organic phases Treatment of the organic phase with toluene resulted in the formation of a precipitate. Recrystallization of the combined product from toluene yielded 49.2 g of 2-fluorobenzoic acid, 2-(2-fluorophenyl)hydrazide.

後処理

  1. additionwas added
  2. customto separate the precipitate
  3. filtrationby filtration
  4. washwashing with pyridine
  5. customresulted in the formation of an oil
  6. concentrationconcentrated in vacuo
  7. customthe filtrate separated into aqueous and organic phases Treatment of the organic phase with toluene
  8. customresulted in the formation of a precipitate
  9. customRecrystallization of the combined product from toluene

出典と根拠

ORDレコード
ord-ce2dccd87b334ae78e518d6c045b68d0
出典データセット
uspto-grants-1991_03
特許番号
US04999356

関連ノート

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