Hydrochloric Acid → (2E)-N-(4-bromo-3-methoxyphenyl)-2-hydroxyiminoacetamide

HRID 245147

反応式

HRID 245147 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[O:9][CH3:10].Cl.Cl[C:13](Cl)(Cl)[CH:14]([OH:16])O.[O-]S([O-])(=O)=O.[Na+].[Na+].[NH2:26][OH:27].Cl>O.O1CCOCC1>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14](=[O:16])/[CH:13]=[N:26]/[OH:27])=[CH:4][C:3]=1[O:9][CH3:10]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochlorideHCID 70182544-Bromo-3-methoxyaniline

生成物 1

HCID 14595057(2E)-N-(4-bromo-3-methoxyphenyl)-2-hydroxyiminoacetamide収率 111.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

A mixture of 4-bromo-3-(methyloxy)aniline (50 g, 247 mmol), HCl (100 mL) and dioxane (150 mL) in H2O (500 mL) was stirred at 50° C. 2,2,2-Trichloro-1,1-ethanediol (81.7 g, 494 mmol), Na2SO4 (526 g, 3705 mmol) and H2O (1 L) were added to the mixture followed by NH2OH.HCl (103 g, 1482 mmol in 100 mL of H2O). The mixture was stirred at 80° C. for 1 h, cooled to room temperature, filtered and washed with H2O to yield (2E)-N-[4-bromo-3-(methyloxy)phenyl]-2-(hydroxyimino)ethanamide (75 g) as a yellow solid. MS (m/z) 273 (M+H+).

後処理

  1. stirringThe mixture was stirred at 80° C. for 1 h
  2. temperaturecooled to room temperature
  3. filtrationfiltered
  4. washwashed with H2O

出典と根拠

ORDレコード
ord-cd35bce504984b59999165bdf887ceac
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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