反应详情

温度

-40 °C

DMF (0.15 eq) was added to a solution of 6-hydroxy-5-nitronicotinic acid (1 eq) in SOCl2 (4.7 eq). The mixture was heated at reflux for 8 h then concentrated in vacuo. The residue was taken up in CH2Cl2, cooled to −40° C., and MeOH (1.4 eq) added while maintaining the internal temperature below −30° C. Aqueous NaHCO3 (1 eq) was added and the mixture allowed to warm to room temperature. The organic phase was separated and concentrated in vacuo. The crude residue was crystallized from EtOH to give methyl 6-chloro-5-nitronicotinate (90% yield)

1. temperatureThe mixture was heated
2. temperatureat reflux for 8 h
3. concentrationthen concentrated in vacuo
4. temperaturewhile maintaining the internal temperature below −30° C
5. temperatureto warm to room temperature
6. customThe organic phase was separated
7. concentrationconcentrated in vacuo
8. customThe crude residue was crystallized from EtOH