Hydrochloric Acid → N-(4-Bromo-2-ethyl-phenyl)-2-hydroxyimino-acetamide

HRID 268648

반응식

HRID 268648 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH2:9][CH3:10])[CH:3]=1.Cl.S([O-])([O-])(=O)=O.[Na+].[Na+].Cl.[NH2:20][OH:21].Cl[C:23](Cl)(Cl)[CH:24]([OH:26])O>O>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:24](=[O:26])[CH:23]=[N:20][OH:21])=[C:4]([CH2:9][CH3:10])[CH:3]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochlorideHCID 28012834-Bromo-2-ethylaniline

생성물 1

HCID 86041545N-(4-Bromo-2-ethyl-phenyl)-2-hydroxyimino-acetamide수율 46%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
90 °C

실험 절차

To a suspension of 4-bromo-2-ethylaniline (50.0 g, 250 mmol) in water (1000 mL) was added concentrated hydrochloric acid (25 mL), sodium sulfate (220 g), and hydroxylamine hydrochloride (56.25 g), followed by addition of chloral hydrate (44.0 g). The reaction mixture was heated to 90° C. using an oil bath for 1 hour. After cooling down to room temperature, it was extracted with ethyl acetate. Extract was dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (31.1 g, 46% yield). 1H NMR (DMSO-d6) δ 12.24 (s, 1H), 9.56 (s, 1H), 7.68 (s, 1H), 7.41 (m, 3H), 2.58 (q, 2H), 1.11 (t, 3H).

후처리

  1. customfor 1 hour
  2. temperatureAfter cooling down to room temperature
  3. extractionit was extracted with ethyl acetate
  4. extractionExtract
  5. dry with materialwas dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1926690a1aa74c89addfd329923aee6a
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446122B2

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