Chloral → Acetamide, 2-(hydroxyimino)-N-phenyl-

HRID 1369063

Reaktionsgleichung

Reaktionsgleichung von HRID 1369063
Cl[C:2](Cl)(Cl)[CH:3]=[O:4].S([O-])([O-])(=O)=O.[Na+].[Na+].Cl[C:15]1[CH:16]=[C:17]([CH:19]=[C:20](Cl)[CH:21]=1)[NH2:18].Cl.[NH2:24][OH:25]>O.Cl>[CH:21]1[CH:20]=[CH:19][C:17]([NH:18][C:3](/[CH:2]=[N:24]/[OH:25])=[O:4])=[CH:16][CH:15]=1

Komponenten

7

Edukt 4

HCID 6407ChloralHCID 122813,5-DichloroanilineHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 6861488Acetamide, 2-(hydroxyimino)-N-phenyl-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel3×

Versuchsvorschrift

To a solution of trichloroacetaldehyde monohydate (13.25 g, 1.3 eq) in H2O (150 mL) was successively added sodium sulfate (17.55 g, 4.0 eq), a hot solution (ca. 80° C.) of 3,5-dichloroaniline (10.0 g, 61.5 mmol) in H2O (50 mL) and 37% HCl (6.1 mL), and a solution of hydroxylamine hydrochloride (16.3 g, 3.8 eq) in H2O (75 mL) with rapid stirring. Once the addition was completed the reaction mixture was heated at reflux for 2 minutes and then allowed to cool to room temperature. The resulting light brown precipitate was filtered, washed with H2O (200 mL) and then dried to yield the crude isonitrosoacetanilide (20.13 g).

Aufarbeitung

  1. additionOnce the addition
  2. temperaturewas heated
  3. temperatureat reflux for 2 minutes
  4. filtrationThe resulting light brown precipitate was filtered
  5. washwashed with H2O (200 mL)
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-62e3b4db55134910b92355b50077dc92
Quelldatensatz
uspto-grants-2003_06
Patentnummer
US06576656B1

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