Hydrochloric Acid → N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide

HRID 1449555

Reaktionsgleichung

Reaktionsgleichung von HRID 1449555
Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:15][C:16]1[CH:17]=[C:18]([CH:20]=[C:21]([CH3:23])[CH:22]=1)[NH2:19].Cl.Cl.[NH2:26][OH:27]>O>[CH3:15][C:16]1[CH:17]=[C:18]([NH:19][C:3](=[O:5])[CH:2]=[N:26][OH:27])[CH:20]=[C:21]([CH3:23])[CH:22]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 79493,5-DimethylanilineHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 53405864N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel3×

Versuchsvorschrift

To a solution of chloral hydrate (14.1 g, 85.24 mM) and sodium sulfate (88.2g, 7.53 eq.) in 270 mL of water was added a solution of 3,5-dimethylaniline in a solution of concentrated HCl (16 mL) and water (51 mL), whereupon an off-white precipitate formed. The mixture was stirred for 10 min prior to adding an aqueous solution of hydroxylamine hydrochloride (17.4 g, 250 mM) in water (50 mL) and then heated at reflux for 10 min during which time the solids dissolved and a tan precipitate formed. The mixture was cooled and filtered, and the collected solids were air dried to yield the title compound (15.0 g, 95%).

Aufarbeitung

  1. customwhereupon an off-white precipitate formed
  2. temperatureheated
  3. temperatureat reflux for 10 min during which time the solids
  4. dissolutiondissolved
  5. customa tan precipitate formed
  6. temperatureThe mixture was cooled
  7. filtrationfiltered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d55d3fed20f641cea9f4145d448636da
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05599814

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