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

HRID 268648

Reaktionsgleichung

Reaktionsgleichung von HRID 268648
[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

Komponenten

7

Edukt 5

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-1926690a1aa74c89addfd329923aee6a
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446122B2

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