Reaktion #363044

Reaktionsgleichung

1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide-hydrochloride

2-Amino-4-chlorobenzoic acid

N,O-dimethylhydroxylamine hydrochloride

triethylamine

→

N-methyl-N-methyloxy-2-amino-4-chlorobenzamide

Lösungsmittel

methylene chloride

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo the solution were added
2. 2
   workup.STIRRINGThe mixture was stirred for 90 minutes
3. 3
   Einengenwhich was then concentrated under reduced pressure
4. 4
   workup.ADDITIONTo the concentrate were added ethyl acetate (100 ml)
5. 5
   workup.STIRRINGThe mixture was shaken
6. 6
   WaschenThe organic layer was washed with water
7. 7
   Trocknendried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONThe solvent was then distilled off
9. 9
   Sonstigethe residue was purified by means of a silica gel chromatography

Vorschrift

2-Amino-4-chlorobenzoic acid (3 g) and N,O-dimethylhydroxylamine hydrochloride (1.9 g) were dissolved in a mixture of methylene chloride (40 ml) and N,N-dimethylformamide (4 ml). To the solution were added, while stirring at room temperature, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide-hydrochloride (3.6 g) and triethylamine (1.4 g). The mixture was stirred for 90 minutes, which was then concentrated under reduced pressure. To the concentrate were added ethyl acetate (100 ml) and-water (100 ml). The mixture was shaken, The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was then distilled off, and the residue was purified by means of a silica gel chromatography to give N-methyl-N-methyloxy-2-amino-4-chlorobenzamide as a yellow oily product (3.0 g).

Quelle