Reacción #607466

Ecuación de reacción

Propanoyl chloride

anthranilic acid

hydrochloric acid

→

raw product

Rendimiento 78.2%

2-ethyl-4H-3,1-benzoxazin-4-one

Rendimiento 78.2%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux
2. 2
   OtroAfter the end of the reaction
3. 3
   Extracciónthe resulting mixture was extracted with ethyl acetate (100 mL)
4. 4
   Secadothe extract was dried with magnesium sulfate
5. 5
   Otrothe solvent was evaporated
6. 6
   workup.ADDITIONAcetic anhydride (15 mL) was added to the residue
7. 7
   Temperaturato reflux
8. 8
   OtroAfter the end of the reaction
9. 9
   Otrothe reaction medium spin dried at a temperature of 65° C.

Procedimiento

Propanoyl chloride (6.2 g, 67 mmol) was added to a solution of anthranilic acid (1 g, 7.3 mmol) in dichloromethane (20 mL). The reaction medium was kept under reflux and agitation, with the end of the reaction being monitored by CG/MS. After the end of the reaction, a hydrochloric acid solution was added (20 mL, 1M), and the resulting mixture was extracted with ethyl acetate (100 mL), the extract was dried with magnesium sulfate and the solvent was evaporated. Acetic anhydride (15 mL) was added to the residue and the reaction medium was taken to reflux and accompanied through CG/MS in order to monitor cyclization. After the end of the reaction, the reaction medium spin dried at a temperature of 65° C. using portions of toluene to facilitate the elimination of the anhydride. 1.0 g of the raw product 2-ethyl-4H-3,1-benzoxazin-4-one was obtained, which was used directly in the stage subsequent to reaction.

Fuente