3-Chloro-4-fluoroaniline → N-(3-chloro-4-fluorophenyl)-2-(hydroxyimino)ethanamide

HRID 245135

反応式

HRID 245135 の反応式
Cl.[NH2:2][OH:3].ClC(Cl)(Cl)C([O:8][CH2:9][CH3:10])O.S([O-])([O-])(=O)=O.[Na+].[Na+].[Cl:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][C:27]=1[F:28])[NH2:24]>O.Cl>[Cl:20][C:21]1[CH:22]=[C:23]([NH:24][C:9](=[O:8])[CH:10]=[N:2][OH:3])[CH:25]=[CH:26][C:27]=1[F:28]

参加物

7

反応物 4

HCID 97083-Chloro-4-fluoroanilineHCID 10587Chloral alcoholateHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 73843641N-(3-chloro-4-fluorophenyl)-2-(hydroxyimino)ethanamide収率 90%

試薬・触媒・溶媒 2

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

反応条件

温度
60 °C

実験手順

Hydroxylamine hydrochloride (22.24 g, 320 mmol) in water (50 mL) was added to a suspension of 2,2,2-trichloro-1-ethoxyethanol (23.21 g, 120 mmol) and sodium sulfate (128 g, 900 mmol) in water (150 mL) and 2N HCl (100 mL). The mixture was stirred at 60° C. for 20 min. 3-Chloro-4-fluoroaniline (14.56 g, 100 mmol) in 2N HCl (100 mL) was added, and the mixture was heated to 90° C. for 2 h. The mixture was cooled to room temperature. The solid was collected by filtration, washed with water, and air dried to afford N-(3-chloro-4-fluorophenyl)-2-(hydroxyimino)ethanamide (19.45 g, 90% yield). This material was used in the next step without further purification.

後処理

  1. temperaturethe mixture was heated to 90° C. for 2 h
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationThe solid was collected by filtration
  4. washwashed with water, and air
  5. customdried

出典と根拠

ORDレコード
ord-eef063229fc84486aa3ffca5018a22bf
出典データセット
uspto-grants-2014_02
特許番号
US08658636B2

関連ノート

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