Réaction #41777

Équation de réaction

(3-chlorophenyl)-N-methylcarboxamide

potassium carbonate

2-methoxy-4-(methylamino)-5-nitrophenol

potassium-t-butoxide

N,N-dimethylacetamide

→

{4-[2-methoxy-4-(methylamino)-5-nitrophenoxy](2-pyridyl)}-N-methylcarboxamide

Conditions de réaction

Traitement

1. 1
   TempératureIt was then heated to 110° C. for 12 h
2. 2
   TempératureAfter cooling to ambient temperature the solvent
3. 3
   workup.DISTILLATIONwas distilled off
4. 4
   Extractionthe resulting solid was extracted
5. 5
   Autrefor 48 h
6. 6
   TempératureThe organic layer was cooled to 0° C.
7. 7
   Autrewhen the product crystallized from the ethyl acetate

Mode opératoire

To a stirred solution of 2-methoxy-4-(methylamino)-5-nitrophenol (1 eq) in N,N-dimethylacetamide was added potassium-t-butoxide (1.2 eq) and continued stirring at ambient temperature utility solidified. To it was then added (3-chlorophenyl)-N-methylcarboxamide (1 eq) and anhydrous potassium carbonate (1 eq) and the resulting mixture was heated to 50° C. whereby the solid liquified. It was then heated to 110° C. for 12 h. After cooling to ambient temperature the solvent was distilled off and the resulting solid was extracted using ethyl acetate in a soxhlet apparatus for 48 h. The organic layer was cooled to 0° C., when the product crystallized from the ethyl acetate to give {4-[2-methoxy-4-(methylamino)-5-nitrophenoxy](2-pyridyl)}-N-methylcarboxamide. MS: MH+ 332

Source