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

HRID 245147노트

반응식

HRID 245147 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매

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온도
50 °C

실험 절차

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+).

후처리

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

출처 및 근거

ORD 기록
ord-cd35bce504984b59999165bdf887ceac
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658636B2

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