Réaction #45571

Équation de réaction

7-bromo-6-iodo-5-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

ammonium acetate

→

compound

Rendement 50.3%

2-Amino-4-bromo-5-iodo-3-methoxy-6-methylbenzamide

Rendement 50.3%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   AutreThe reaction liquid
2. 2
   Concentrationwas concentrated under reduced pressure, ethyl acetate and water
3. 3
   workup.ADDITIONwere added to the residue
4. 4
   Autrethe precipitated insoluble matter was separated by filtration
5. 5
   AutreThe organic layer was collected by liquid-liquid separation
6. 6
   Lavagewashed with aqueous saturated sodium chloride solution
7. 7
   Séchagedried on anhydrous magnesium sulfate
8. 8
   Autrethe solvent was evaporated away under reduced pressure

Mode opératoire

Under nitrogen atmosphere, 7-bromo-6-iodo-5-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (I-32) (3.68 g, 8.93 mmol) and ammonium acetate (3.44 g, 44.7 mmol) were added to dewatered N,N-dimethylformamide (80 ml), followed by stirring at room temperature for 2 hours. The reaction liquid was concentrated under reduced pressure, ethyl acetate and water were added to the residue, the precipitated insoluble matter was separated by filtration. The organic layer was collected by liquid-liquid separation, washed with aqueous saturated sodium chloride solution and dried on anhydrous magnesium sulfate, the solvent was evaporated away under reduced pressure to obtain the entitled compound (1.73 g, 50%) as a brown solid. Not further purified, this was used in the next reaction.

Source