Réaction #3203

Équation de réaction

chloral hydrate

sodium sulfate

3,5-dimethylaniline

HCl

hydroxylamine hydrochloride

→

title compound

Rendement 95.0%

N-(3,5-dimethylphenyl)-2-(hydroxyimino)acetamide

Rendement 95.0%

Solvants

water

water

water

Conditions de réaction

Traitement

1. 1
   Autrewhereupon an off-white precipitate formed
2. 2
   Températureheated
3. 3
   Températureat reflux for 10 min during which time the solids
4. 4
   workup.DISSOLUTIONdissolved
5. 5
   Autrea tan precipitate formed
6. 6
   TempératureThe mixture was cooled
7. 7
   Filtrationfiltered
8. 8
   Autredried

Mode opératoire

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%).

Source