Reacción #44258

Ecuación de reacción

2,6-dichloro-5-fluoronicotinic acid

NaOH

HCl

→

desired product

Rendimiento 47.0%

2-chloro-5-fluoro-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Rendimiento 47.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 hours
2. 2
   TemperaturaThe mixture was cooled for 30 minutes in an ice bath
3. 3
   Filtraciónthe solid filtered
4. 4
   Lavadowashed with H2O
5. 5
   Filtraciónfiltered
6. 6
   Lavadowashed with warm EtOH
7. 7
   OtroThe solids were collected
8. 8
   Otrodried under vacuum overnight

Procedimiento

A mixture of 2,6-dichloro-5-fluoronicotinic acid (15.00 g, 71.43 mmol, Lancaster Synthesis) and 2 N NaOH (178.6 ml, 357.2 mmol) was stirred at reflux for 2 hours and then at room temperature for 16 hours. The reaction mixture was cooled to 0° C. and acidified with 12 N HCl (32.74 ml, 392.9 mmol). The mixture was cooled for 30 minutes in an ice bath, the solid filtered and washed with H2O. The isolated solid was slurried in warm EtOH, filtered and then washed with warm EtOH. The solids were collected and dried under vacuum overnight to yield the desired product (6.4 g, 47%) as a beige solid.

Fuente